Characterization Template - Proton NMR
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Compound
ChemSpider ID | |
*#Name of Compound mol file |
Description and Tags
Description | |
Tags (separated by comma) |
Identifiers
*Chemical Name | rac-((3aS,6aS)-Octahydro-2,2-bis(methoxymethyl)pentalen-5-yl)-dimethyl(phenyl)silane and rac-((3aS,6aR)-octahydro-2,2-bis(methoxymethyl)pentalen-5-yl)-dimethyl(phenyl)silane |
Common Name | |
Synonym |
Spectra
*#Spectrum jcamp file | *Spectrum Type | Comments | OpenData | Image or PDF | |
Spectrum 1 | HNMR.jdx |
HNMR |
1H NMR (400 MHz, CDCl3): δ (ppm) = 7.547 – 7.496 (4H, m, Ho-Ph major + minor), 7.368 – 7.336 (6H, m, Hm- + p-Ph major + minor), 3.360 (3H, s, H1/2 minor), 3.357 (3H, s, H1/2 minor), 3.352 (3H, s, H1/2 major), 3.344 (3H, s, H1/2 major), 3.280 (1H, d, J = 8.8 Hz, H3/4 major), 3.276 (1H, d, J = 8.8 Hz, H3/4 major), 3.244 (1H, d, J = 8.8 Hz, H3/4 major), 3.218 (1H, d, J = 8.8 Hz, H3/4 major), 3.291 – 3.208 (4H, m, H3 + 4 minor), 1.936 (1H, dddd, J = 12.0, 10.5, 8.3, 3.8 Hz, Hmajor), 1.790 (1H, m, Hmajor), 1.696 (1H, ddd, J = 11.3, 8.0, 5.5 Hz, Hmajor), 1.605 – 1.479 (12H, m, Hmajor + minor), 1.387 – 1.290 (2H, m, Hmajor + minor), 1.049 – 0.867 (5H, m, Hmajor + minor), 0.342 (3H, s, H13/13’ minor), 0.340 (3H, s, H13/13’ minor), 0.260 (3H, s, H13/13’ major), 0.250 (3H, s, H13/13’ major). |
Y | HNMR.pdf |
Spectrum 2 | CNMR |
13C NMR (100.5 MHz, CDCl3): δ (ppm) = 139.27 (2CSi-i-Ph major + minor), 133.82 (4CHSi-p-Ph major + minor), 128.69 (2CHSi-p-Ph major + minor), 127.60 (4CHSi-m-Ph major + minor), 78.02 (CH23/4 minor), 78.02 (2CH23/4 major + minor), 77.99 (CH23/4 major), 59.20 (CH31/2 major), 59.17 (CH31/2 major), 58.06 (2CH31 + 2 minor), 54.95 (C5 major), 54.24 (C5 minor), 53.49 (CH8/9 major), 52.96 (CH8/9 major), 52.53 (2CH8 + 9 minor), 34.28 (CH26/7 major), 33.97 (CH26/7 major), 31.57 (2CH26 + 7 minor), 29.35 (CH210/11 major), 29.11 (2CH212 major + minor), 27.27 (CH210/11 major), 26.32 (2CH210 + 11 minor), –3.12 (CH313/13’ minor), –3.20 (CH313/13’ minor), –4.56 (CH313/13’ major), –4.71 (CH313/13’ major). |
Y | ||
Spectrum 3 | Electron Impact |
HRMS (EI): Sample submitted for experiment. |
Y | HRMS3.35a,b.JPG |
|
Spectrum 4 | Chemical Ionization +ve | LRMS (CI): m/z: 254 ([M – Ph]+·, 1%), 222 ([M – MeOH]+·, 2%), 190 ([M – 2MeOH]+·, 2%), 135 ([M – 2MeOH – SiMe2Ph]+·, 100 %). | Y | LRMS3.35a,b.JPG |
|
Spectrum 5 | Infrared | IR (thin film): = 2952 (m), 2922 (m), 2869 (m), 2820 (m), 1452 (w), 1421 (w), 1251 (m), 1202 (m), 1107 (s), 813 (s), 775 (s), 722 (s), 695 (s) cm–1. | Y | IR3.35a,b.JPG |
|
Spectrum 6 | |||||
Spectrum 7 | |||||
Spectrum 8 | |||||
Spectrum 9 | |||||
Spectrum 10 |
Properties
Experimental Physico-chemical Properties
Property | Value | Unit | Comments |
Experimental Boiling Point | |||
Experimental Flash Point | |||
Experimental Freezing Point | |||
Experimental Gravity | |||
Experimental Ionization Potent | |||
Experimental LogP | |||
Experimental Melting Point | |||
Experimental Optical Rotation | |||
Experimental Refraction Index | |||
Experimental Solubility | |||
Experimental Vapor Pressure | |||
Non Water Solubility | |||
Non Water Solubility |
Spectroscopy
Property | Value | Unit | Comments |
Lambda Max |
Miscellaneous
Property | Value | Unit | Comments |
Appearance | Yellow Oil | ||
Bio Activity | |||
Chemical Class | |||
Compound Source | |||
Drug Status | |||
Exposure Limits | |||
Exposure Limits Niosh Rel | |||
Exposure Routes | |||
First-Aid | |||
Incompatability | |||
Personal Protection | |||
Safety | |||
Stability | |||
Symptoms | |||
Target Organs | |||
Therapeutical Effect | |||
Toxicity |
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Compound
ChemSpider ID | |
*#Name of Compound mol file | Compound.mol |
Description and Tags
Description | |
Tags (separated by comma) |
Identifiers
*Chemical Name | rac-(3aS,8aR)-2-Hexyl-1,2,3,3a,8,8a-hexahydro-2-(1-phenylvinyl)-cyclopenta[a]indene and rac-(3aR,8aR)-2-hexyl-1,2,3,3a,8,8a-hexahydro-2-(1-phenylvinyl)-cyclopenta[a]indene |
Common Name | |
Synonym |
Spectra
*#Spectrum jcamp file | *Spectrum Type | Comments | OpenData | Image or PDF | |
Spectrum 1 | HNMR.jdx |
HNMR |
1H NMR (400 MHz, BENZENE-D6): δ (ppm) = 7.311 – 7.249 (4H, m, Ho-Ph), 7.194 – 7.070 (14H, m, HAr), 5.211 (1H, d, J = 1.3 Hz, H10 major), 5.146 (1H, d, J = 1.3 Hz, H10 minor), 5.068 (1H, d, J = 1.3 Hz, H10 major), 5.029 (1H, d, J = 1.3 Hz, H10 minor), 2.952 (1H, td, J = 12.3, 5.8 Hz, H5b major), 2.891 (1H, td, J = 11.8, 6.3 Hz, H5b minor), 2.665 (1H, dd, J = 13.8, 5.8 Hz, H3a major), 2.635 (1H, dd, J = 13.8, 5.8 Hz, H3a minor), 2.550 (1H, dd, J = 12.3, 6.0 Hz, H7a major), 2.329 (1H, ddt, J = 13.8, 11.5, 1.3 Hz, H3b major), 2.316 (1H, t, J = 13.8 Hz, H3b minor), 2.252 (1H, dd, J = 12.2, 5.7 Hz, H7a minor), 2.157 – 1.940 (3H, m, 2H4 + H6 minor), 1.885 (1H, t, J = 11.3 Hz, H6b major), 1.753 – 1.622 (2H, m, H6 minor + H), 1.740 (1H, dd, J = 11.3, 5.8 Hz, H6a major), 1.538 – 1.129 (19H, m), 1.412 (1H, t, J = 12.3 Hz, H7b major), 1.324 (1H, t, J = 12.2 Hz, H7b minor), 0.897 (3H, t, J = 7.0 Hz, H16 minor), 0.875 (3H, t, J = 7.0 Hz, H16 major). |
Y | HNMR.pdf |
Spectrum 2 | CNMR.jdx |
CNMR |
13C NMR (100.5 MHz, CDCl3): δ (ppm) = 158.49 (C9 major ), 158.40 (C9 minor ), 149.66 (Ci-Ph, major), 149.63 (Ci-Ph, minor), 145.60 (C1/2 major), 145.56 (C1/2 minor), 144.68 (C1/2 minor), 144.63 (C1/2 major), 128.99 (4CHAr), 128.68 (2CHAr), 128.40 (2CHAr), 127.30 (CHAr), 127.27 (CHAr), 126.73 (CHAr), 126.70 (CHAr), 126.44 (2CHAr), 125.65 (CHAr), 125.61 (CHAr), 122.93 (CHAr), 122.88 (CHAr), 114.10 (CH210 minor), 113.99 (CH210 major), 58.10 (C8 major), 58.05 (C8 minor), 56.97 (CH4/5 major), 56.61 (CH4/5 minor), 55.40 (CH4/5 minor), 55.04 (CH4/5 major), 43.40 (CH2 major), 43.28 (CH2 minor), 42.67 (CH2 major), 41.24 (CH2 minor), 39.54 (CH2 minor), 38.09 (CH2 major), 35.00 (2CH2 major + minor), 32.54 (CH2 minor), 32.49 (CH2 major), 30.58 (CH2 minor), 30.53 (CH2 major), 25.74 (CH2 minor), 25.63 (CH2 major), 23.40 (2CH2 major + minor), 14.67 (2CH316 major + minor). |
Y | CNMR.pdf |
Spectrum 3 | Electron Impact |
HRMS (EI): Found: [M]+, 344.2505. C26H32 requires: 344.2504. |
Y | HRMS3.39a,b.JPG |
|
Spectrum 4 | Chemical Ionization +ve |
LRMS (CI): m/z: 345 ([M + H]+·, 61%), 260 ([M – Hex + H]+·, 14%), 130 (100%). |
Y | LRMS3.39a,b.JPG |
|
Spectrum 5 | DEPT135.jdx |
CNMR | DEPT-135 | Y | DEPT135.pdf |
Spectrum 6 |
2D NMR 1H-1H COSY |
COSY 1H-1H | Y | COSY.pdf |
|
Spectrum 7 | Infrared |
IR (thin film): = 2933 (m), 2858 (m), 1622 (w), 1489 (w), 1459 (m), 900 (m), 775 (m), 741 (s), 699 (s) cm–1. |
IR3.39a,b.JPG |
||
Spectrum 8 | |||||
Spectrum 9 | |||||
Spectrum 10 |
Properties
Experimental Physico-chemical Properties
Property | Value | Unit | Comments |
Experimental Boiling Point | |||
Experimental Flash Point | |||
Experimental Freezing Point | |||
Experimental Gravity | |||
Experimental Ionization Potent | |||
Experimental LogP | |||
Experimental Melting Point | |||
Experimental Optical Rotation | |||
Experimental Refraction Index | |||
Experimental Solubility | |||
Experimental Vapor Pressure | |||
Non Water Solubility | |||
Non Water Solubility |
Spectroscopy
Property | Value | Unit | Comments |
Lambda Max |
Miscellaneous
Property | Value | Unit | Comments |
Appearance | Pale Yellow Oil | ||
Bio Activity | |||
Chemical Class | |||
Compound Source | |||
Drug Status | |||
Exposure Limits | |||
Exposure Limits Niosh Rel | |||
Exposure Routes | |||
First-Aid | |||
Incompatability | |||
Personal Protection | |||
Safety | |||
Stability | |||
Symptoms | |||
Target Organs | |||
Therapeutical Effect | |||
Toxicity |
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SOURCE
Author 1 is the author of this LabTrove post (and has contributor role of "Abstracter").
*First name | *Last name | Organization | Role | ||
Author 2 | Jozef | Stec | University of Southampton | Doer | |
Author 3 | Richard | Whitby | University of Southampton | Conceiver | |
Author 4 |
TEXT
*Procedure or Transformation | Insertion of lithiated 1,1-dibromoheptane and phenyl acetylide into zirconacycle |
*Compound(s) being made | rac-(3aS,8aR)-2-Hexyl-1,2,3,3a,8,8a-hexahydro-2-(1-phenylvinyl)-cyclopenta[a]indene and rac-(3aR,8aR)-2-hexyl-1,2,3,3a,8,8a-hexahydro-2-(1-phenylvinyl)-cyclopenta[a]indene |
*Chemicals used (delimited by semicolons ;) | Cp2ZrCl2; THF; n-BuLi; Hexanes; 1-allyl-2-vinyllbenzene; 1,1-dibromoheptane; LDA; Phenylacetylene; MeOH; NaHCO3; H2O; Et2O; Brine; MgSO4. |
*Procedure |
To a solution of Cp2ZrCl2 (0.293 g, 1.0 mmol) in dry THF (5 mL) cooled to –78 °C was added n-BuLi (0.80 mL of a 2.5 M solution in hexanes, 2.0 mmol) dropwise over 3 minutes. After 25 min at the same temperature, a solution of 1-allyl-2-vinyllbenzene (0.144 g, 1.0 mmol) in dry THF (3 mL) was added dropwise. After 30 min at –78 °C the reaction mixture was allowed to warm to room temperature and stirred for 2 h. After cooling the reaction to –78 °C, a solution of 1,1-dibromoheptane (0.271 g, 1.05 mmol) in dry THF (1 mL) was added followed by dropwise addition of LDA (0.61 mL of a 1.8 M solution, 1.1 mmol). After stirring the reaction mixture for 15 min at –78 °C, lithium phenylacetylide was added dropwise, [prepared from phenylacetylene (0.33 mL, 3.0 mmol) in dry THF (3 mL) and n-BuLi (1.2 mL of a 2.5 M solution in hexanes, 3.0 mmol) at –5 oC over 15 min]. The stirring was continued for 1.5 h during which the reaction mixture was allowed to warm to –30 °C before addition of MeOH (5 mL) and a saturated aqueous solution of NaHCO3 (6 mL). The whole mixture was allowed to warm to room temperature and left stirring overnight. The mixture then was poured onto H2O (100 mL), the products extracted with Et2O (3 × 50 mL). The combined organic phases were washed with H2O (3 × 100 mL) and brine (100 mL), dried over MgSO4, filtered and concentrated in vacuo to give the crude product as a yellow oil. Purification of the crude material by column chromatography on SiO2 (230 – 400 mesh) with hexanes as the eluent gave the title compound as an inseparable mixture of isomers in NMR ratio of 1.4 : 1 and combined yield of 0.165g (48%, pale yellow oil). |
*Authors Comments | Further insertion of lithiated 1,1-dibromoheptane and phenyl acetylide, however, occurred exclusively into the trans ring junction zirconacycle to give the title compounds as an inseparable mixture of two diastereoisomers in the ratio of 1.4 : 1. |
Lead Reference | J. Stec, 2009, "Tandem Reaction Sequences on a Zirconocene Template",PhD thesis, University of Southampton |
Other References | - |
Multimedia Content | - |
*Data |
1H NMR (400 MHz, BENZENE-D6); 13C NMR (100.5 MHz, CDCl3); HRMS (EI); LRMS (CI); IR (thin film). |
#Data file 1 | http://blogs.chem.soton.ac.uk/data/33254.html |
#Data file 2 | http://blogs.chem.soton.ac.uk/data/33244.html |
#Data file 3 | |
#Data file 4 | |
#Data file 5 |
SCHEME
*#Structure file (ChemDraw, ChemSketch or RXN file) | ReactionScheme.cdx |
*#Image file (GIF or PNG) | ReactionScheme.png |
Keywords
Compounds Keywords | Alkanes; Alkenes; Aromatics/Arenes |
Reactions Keywords | Insertion |
Other Keywords |
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See ChemSpider SyntheticPages style reaction template - help and further information for help when using it.
SOURCE
Author 1 is the author of this LabTrove post (and has contributor role of "Abstracter").
*First name | *Last name | Organization | Role | ||
Author 2 | Jozef | Stec | University of Southampton | Doer | |
Author 3 | Richard | Whitby | University of Southampton | Conceiver | |
Author 4 |
TEXT
*Procedure or Transformation | Insertion of alkyl carbenoids and acetylides into unsubstituted zirconacyclopentanes |
*Compound(s) being made | rac-((3aS,6aS)-Octahydro-2,2-bis(methoxymethyl)pentalen-5-yl)-dimethyl(phenyl)silane and rac-((3aS,6aR)-octahydro-2,2-bis(methoxymethyl)pentalen-5-yl)-dimethyl(phenyl)silane |
*Chemicals used (delimited by semicolons ;) | Cp2ZrCl2; THF; n-BuLi; Hexanes; bis(methoxymethyl)hepta-1,6-diene; (dichloromethyl)dimethyl(phenyl)silane; LDA; HMPA; Phenylacetylene; MeOH; NaHCO3; H2O; Et2O; Brine; MgSO4 |
*Procedure |
To a solution of Cp2ZrCl2 (0.293 g, 1.0 mmol) in dry THF (5 mL) cooled to –78 °C was added n-BuLi (0.80 mL of a 2.5 M solution in hexanes, 2.0 mmol) dropwise over 3 minutes. After 25 min at the same temperature, a solution of bis(methoxymethyl)hepta-1,6-diene (0.184 g, 1.0 mmol) in dry THF (3 mL) was added dropwise. After 30 min at –78 °C the reaction mixture was allowed to warm to room temperature and stirred for 2 h. After cooling the reaction mixture to –78 °C, a solution of (dichloromethyl)dimethyl(phenyl)silane (0.285 g, 1.3 mmol) in dry THF (1 mL) was added followed by dropwise addition of LDA (0.85 mL of a 1.8 M solution, 1.5 mmol). The reaction mixture was stirred for 0.5 h during which was allowed to warm to –60 °C before dropwise addition of lithium phenyl acetylide pre-mixed with HMPA. [Lithium phenyl acetylide was freshly prepared from phenylacetylene (0.33 mL, 3.0 mmol) in dry THF (3 mL) and n-BuLi (1.2 mL of a 2.5 M solution in hexanes, 3.0 mmol) at 0 oC over 10 min, then HMPA (0.52 mL, 3.0 mmol) was added and the stirring was continued at the same temperature for further 15 min]. The stirring was continued for 3 h during which time the reaction mixture was allowed to warm to –15 °C before addition of MeOH (5 mL) and a saturated aqueous solution of NaHCO3 (6 mL). The whole mixture was allowed to warm to room temperature and left stirring overnight. The mixture then was poured onto H2O (100 mL), the products extracted with Et2O (3 × 75 mL). The combined organic phases were washed with H2O (3 × 100 mL) and brine (100 mL), dried over MgSO4, filtered and concentrated in vacuo to give the crude product as a red oil. Purification of the crude material by column chromatography on Al2O3 (basic, grade III) with 5% of Et2O in hexanes as the eluent gave the title compounds as a yellow oil in yield of0.072 g (22%). |
*Authors Comments | In this case a higher temperature was required to make the zirconium-alkenylidene rearrangement occur since the resulting anion is stabilized by the adjacent silyl group, therefore the intermediate is less reactive towards the rearrangement. Additionally, the protonated compounds (96 : 4 respectively) were detected by GC in the crude reaction mixture in nearly equimolar amount. |
Lead Reference | J. Stec, 2009, "Tandem Reaction Sequences on a Zirconocene Template",PhD thesis, University of Southampton |
Other References | - |
Multimedia Content | - |
*Data | 1H NMR (400 MHz, CDCl3); 13C NMR (100.5 MHz, CDCl3); HRMS (EI); LRMS (CI); IR (thin film). |
#Data file 1 | |
#Data file 2 | |
#Data file 3 | |
#Data file 4 | |
#Data file 5 |
SCHEME
*#Structure file (ChemDraw, ChemSketch or RXN file) | ReactionScheme.cdx |
*#Image file (GIF or PNG) | ReactionScheme.png |
Keywords
Compounds Keywords | Alkenes; Aromatics/Arenes; Ethers |
Reactions Keywords | Insertion |
Other Keywords |
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- Characterisation of rac-3-Hexyl-2-methyltridec-4-yn-2-ol (4.82d)
- Compound 2.67b: rac-(1S,5R)-3-Hexyl-2-phenyl-1-(phenylvinyl)-7-benzylaza-bicyclo[3.3.0]oct-2-ene
- Compound 2.63u: rac-(1R,5R)-3-Butyl-2-phenyl-1-(phenylvinyl)-bicyclo[3.3.0]oct-2-ene
- Compound 3.34b: rac-(3aS,6aS)-2-Hexyl-octahydro-5,5-bis(methoxymethyl)-2-(oct-1-en-2-yl)pentalene
- Compound 2.63l: rac-(1R,5R)-1-(Dec-1-en-2-yl)-3-hexyl-2-phenyl-bicyclo[3.3.0]oct-2-ene
- Compound 2.63m: rac-(1R,5R)-3-Hexyl-2-(3-methoxyphenyl)-1-(phenylvinyl)-bicyclo[3.3.0]oct-2-ene
- Compound 2.63n: rac-(1R,5R)-2-(4-Ethylphenyl)-3-hexyl-1-(phenylvinyl)-bicyclo[3.3.0]oct-2-ene
- Compound 2.63o: rac-(1R,5R)-3-Hexyl-1-(phenylvinyl)-2-propyl-bicyclo[3.3.0]oct-2-ene
- Compound 2.63p: rac-(1R,5R)-2-Butyl-3-hexyl-1-(phenylvinyl)-bicyclo[3.3.0]oct-2-ene
- Compound 2.63q: rac-(1R,5R)-2-Hexyl-3-hexyl-1-(phenylvinyl)-bicyclo[3.3.0]oct-2-ene
- Compound 2.63r: rac-(1R,5R)-2-Cyclohexyl-3-hexyl-1-(phenylvinyl)-bicyclo[3.3.0]oct-2-ene
- Compound 2.63s: rac-(1R,5R)-3-Hexyl-1-(phenylvinyl)-2-(propan-3-ol)-bicyclo[3.3.0]oct-2-ene
- Compound 2.63t: rac-(1R,5R)-2-Phenyl-1-(phenylvinyl)-bicyclo[3.3.0]oct-2-ene
- Compound 2.63v: rac-(1R,5R)-3-Octyl-2-phenyl-1-(phenylvinyl)-bicyclo[3.3.0]oct-2-ene
- Compound 2.63w: rac-(1R,5R)-3-Dimethyl(phenyl)silane-2-phenyl-1-(phenylvinyl)-bicyclo[3.3.0]oct-2-ene
- Compound 2.63x: rac-(1R,5R)-2-Butyl-3-dimethyl(phenyl)silane-1-(phenylvinyl)-bicyclo[3.3.0]oct-2-ene
- Compound 2.63y: rac-(1R,5R)-2-Hexyl-3-cyclohexyl-1-(1-phenylvinyl)-bicyclo[3.3.0]oct-2-ene
- Compound 2.63z: rac-(1R,5R)-2-Hexyl-3-hexyl-1-(hex-1-en-2-yl)bicyclo[3.3.0]oct-2-ene
- Compound 2.63aa: Rac-(1R,5R)-1-(4-tert-Butylphenyl)vinyl)-3-hexyl-2-propyl-bicyclo[3.3.0]oct-2-ene
- Compound 2.69-exo: Rac-(1R,5R,6R)-3-Hexyl-6-hydroxy-2-phenyl-1-(phenylvinyl)-bicyclo[3.3.0]oct-2-ene
- Compound 2.69-endo: Rac-(1R,5R,6S)-3-Hexyl-6-hydroxy-2-phenyl-1-(phenylvinyl)-bicyclo[3.3.0]oct-2-ene
- Compound 2.70-exo: Rac-(1R,5R,6R)-6-Acetoxy-3-hexyl-2-phenyl-1-(phenylvinyl)-bicyclo[3.3.0]oct-2-ene
- Compound 2.70-endo: Rac-(1R,5R,6S)-6-Acetoxy-3-hexyl-2-phenyl-1-(phenylvinyl)-bicyclo[3.3.0]oct-2-ene
- Compound 2.72-exo: Rac-(1R,5R,7R)-3-Hexyl-7-hydroxy-2-phenyl-1-(phenylvinyl)-bicyclo[3.3.0]oct-2-ene
- Compound 2.72-endo: Rac-(1R,5R,7S)-3-Hexyl-7-hydroxy-2-phenyl-1-(phenylvinyl)-bicyclo[3.3.0]oct-2-ene
- Compound 2.78: Rac-(1R,5R)-3-Hexyl-2-phenyl-1-(phenylvinyl)-bicyclo[4.3.0]oct-2-ene
- Compound 2.96: Rac-2-Hexyl-3,3a,4,5-tetrahydro-1-phenylpentalene
- Compound 2.100: Rac-((3aS,4S,6aR)-2-Hexyl-1,3a,4,5,6,6a-hexahydro-3-phenyl-3a-(1-phenylvinyl)pentalen-4-yloxy)(tert-butyl)dimethylsilane
- Compound 2.107a: Rac-(1S,5R)-3-Hexyl-1-methoxy-2-phenyl-bicyclo[3.3.0]oct-2-ene
- Compound 2.107c: Rac-(1S,5R)-3-Hexyl-2-phenyl-1-propoxy-bicyclo[3.3.0]oct-2-ene
- Compound 2.107e: Rac-(1S,5R)-1-Butoxy-3-hexyl-2-phenyl-bicyclo[3.3.0]oct-2-ene
- Compound 2.107f: Rac-(1S,5R)-3-Hexyl-1-(2-methylbutoxy)-2-phenyl-bicyclo[3.3.0]oct-2-ene
- Compound 2.107g: Rac-(1S,5R)-3-Hexyl-1-pentyloxy-2-phenyl-bicyclo[3.3.0]oct-2-ene
- Compound 2.107h: Rac-(1S,5R)-3-Hexyl-1-hexyloxy-2-phenyl-bicyclo[3.3.0]oct-2-ene
- Compound 2.107j: Rac-(1S,5R)-1-Benzyloxy-3-hexyl-2-phenyl-bicyclo[3.3.0]oct-2-ene
- Compound 4.68g: Rac-2-Methyl-3-(prop-1-ynyl)nonan-2-ol
- Compound 2.63g: rac-(1R,5R)-1-(4-tert-Butylphenyl)vinyl)-3-hexyl-2-phenyl-bicyclo[3.3.0]oct-2-ene
- Compound 4.82a: rac-(1R,2R)-2-Methyl-1-phenyldodec-3-yn-1-ol
- Compound 4.68a: rac-(1R,2R)-2-Hexyl-1-phenyloct-3-yn-1-ol
- Compound 2.63h: rac-(1R,5R)-3-Hexyl-2-phenyl-1-(4-phenylphenyl)vinyl)-bicyclo[3.3.0]oct-2-ene
- Compound 2.63e: rac-(1R,5R)-1-(4-Ethylphenyl)vinyl)-3-hexyl-2-phenyl-bicyclo[3.3.0]oct-2-ene
- Compound 2.63f: rac-(1R,5R)-1-(4-Butylphenyl)vinyl)-3-hexyl-2-phenyl-bicyclo[3.3.0]oct-2-ene
- Mixture 3.53b: Rac-(3aR,5[S/R],6aS)-2-Benzyl-5-hexyl-octahydro-3a-phenyl-5-(1-phenylvinyl)- cyclopenta[c]pyrrole
- Compound 3.42a: trans- rac-(3aR,6aR)-2-Benzyl-5-hexyl-octahydro-5-(1-phenylvinyl)cyclopenta[c]-pyrrole
- MIXTURE Compounds 2.103a & 2.104a: 1,2,3-Trihexylcyclopenta-1,3-diene & 1,2-dihexyl-3-hexylidene-cyclopent-1-ene
- Compound 3.39a/b: rac-(3aS,8aR)-2-Hexyl-1,2,3,3a,8,8a-hexahydro-2-(1-phenylvinyl)-cyclopenta[a]indene and rac-(3aR,8aR)-2-hexyl-1,2,3,3a,8,8a-hexahydro-2-(1-phenylvinyl)-cyclopenta[a]indene
- Mixture 5.46: rac-1-(2-((1S,2R)-4,4-Bis(methoxymethyl)-2-((E)-prop-1-enyl)cyclopentyl)ethylsulfonyl)benzene (major d.r.) and rac-1-(2-((1S,2R)-4,4-bis(methoxymethyl)-2-((Z)-prop-1-enyl)cyclopentyl)ethylsulfonyl)-benzene (minor d.r.)
- Compound 3.42a: cis- rac-(3aR,6aR)-2-Benzyl-5-hexyl-octahydro-5-(1-phenylvinyl)cyclopenta[c]-pyrrole
- Mixture 3.42b (cis, trans): rac-(3aR,6aR)-2-Phenyl-5-hexyl-octahydro-5-(1-phenylvinyl)cyclopenta[c]-pyrrole
- Compound 3.35a/b: rac-((3aS,6aS)-Octahydro-2,2-bis(methoxymethyl)pentalen-5-yl)-dimethyl(phenyl)silane and rac-((3aS,6aR)-octahydro-2,2-bis(methoxymethyl)pentalen-5-yl)-dimethyl(phenyl)silane
- Mixture 5.30b: rac-(R,3E)-5-((2R,3S,3aS,7aS)-2-Butyl-2,3,3a,4,7,7a-hexahydro-1H-inden-3-yl)-1-phenylpent-3-en-1-ol and rac-(S,3E)-5-((2R,3S,3aS,7aS)-2-butyl-2,3,3a,4,7,7a-hexahydro-1H-inden-3-yl)-1-phenylpent-3-en-1-ol
- Mixture 5.30a: rac-(R,3E)-5-((2S,3R,3aS,7aS)-2-Butyl-2,3,3a,4,7,7a-hexahydro-1H-inden-3-yl)-1-phenylpent-3-en-1-ol and rac-(S,3E)-5-((2S,3R,3aS,7aS)-2-butyl-2,3,3a,4,7,7a-hexahydro-1H-inden-3-yl)-1-phenylpent-3-en-1-ol
- Mixture 2.103b, 2.103b’, 2.104b: 1-(3-Hexyl-2-phenylcyclopenta-1,3-dienyl)benzene (2.103b), 1-(4-hexyl-5-phenylcyclopenta-1,4-dienyl)benzene (2.103b’) and 1-((3E)-3-hexylidene-2-phenylcyclopent-1-enyl)benzene (2.104b)
- Compound 2.107b: Rac-(1S,5R)-1-Ethoxy-3-hexyl-2-phenyl-bicyclo[3.3.0]oct-2-ene
- Compound 2.41: (7-Phenylhept-1-en-6-yn-3-yloxy)(tert-butyl)dimethylsilane
- Compound 2.107d: Rac-(1S,5R)-3-Hexyl-1-isopropoxy-2-phenyl-bicyclo[3.3.0]oct-2-ene
- Compound 2.107i: Rac-(1S,5R)-1-Cyclohexyloxy-3-hexyl-2-phenyl-bicyclo[3.3.0]oct-2-ene
- Mixture 3.65/3.66/3.67: Rac-(3aR,9aS)-1-Hexyl-3a,4,9,9a-tetrahydro-1H-cyclopenta[b]naphtalene, rac-(3aS,9aR)-2-hexylidene-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]naphtalene and rac-(3aS,9aR)-2-hexyl-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]naphtalene
- Mixture 3.80/3.81: Rac-(3aS,6aS)-Octahydro-2,2-bis(methoxymethyl)-5-(3-phenylpropa1,2-dienyl)pentalene and rac-(3aS,6aS)-octahydro-2,2-bis(methoxymethyl)-5-(3-phenylprop-2-ynyl)pentalene
- Compound 2.87: Rac-(3aR,6aR)-5-Hexyl-1,2,3,3a,4,6a-hexahydro-2,2-bis(methoxymethyl)-3a-methyl-6a-(1-phenylvinyl)-6-propylpentalene
- Compound 2.92: Rac-(1,2,3,5-Tetrahydro-5-(dimethyl(phenyl)silyl)-5-(trimethylsilyl)pentalene
- Mixture 3.45b: Rac-([E/Z],3aR,6aR)-2-Hexylidene-octahydro-5,5-bis(methoxymethyl)-1-phenylpentalene
- Mixture 3.53a: Rac-(2[R/S],3aR,6aS)-5-Benzyl-2-hexyl-octahydro-3a-methyl-2-(1-phenylvinyl)-cyclopenta[c]pyrrole
- Mixture 3.59: Rac-(3aR,7a[R/S])-2-Hexyl-octahydro-2-(1-phenylvinyl)-1-H-indene
- Mixture 3.70: Rac-(2aR,4[E/Z],4aR,7aS,7bR)-1,1-Bis(methoxymethyl)-4-hexylidenedecahydro-1H-cyclopenta[cd]indene
- Compound 83: Methyl-2-(oct-3-ynyl)dec-5-ynoate
- Compound 2.33c: 1,1-dibromononane
- Compound 2.33a: 1,1-dibromoheptane
- Compound 2.33b: (dibromomethyl)cyclohexane
- Compound 2.35a: hept-6-en-1-yn-1-ylbenzene
- Compound 2.35b: undec-1-en-6-yne
- Compound 2.35c: tridec-1-en-6-yne
- Compound 2.37: 1,1-diethoxy-3-iodopropane
- Compound 2.40: 7-phenylhept-1-en-6-yn-3-ol
- Compound 2.45: 1-((tetrahydro-2H-pyran-2-yl)oxy)pent-4-en-2-ol
- Compound 2.47: 7-phenylhept-1-en-6-yn-4-ol
- Compound 5: 1,4-Didodecylbenzene
- Compound 7: 1,4-Didodecyl-2,5-bis(2-(trimethylsilyl)ethynyl)benzene
- Compound 82: Dimethyl-2,2-di(oct-3-ynyl)malonate
- Compound 84: 2-(Oct-3-ynyl)dec-5-yn-1-ol
- Compound 101: Trimethyl(4-((Z)-3-pentylidene-2-styrylcyclopentyl)but-1-enyl)silane
- Compound 108b: Ethyl-3,5-(bisbenzyloxy)benzene
- Compound 1: O-4-Iodophenyl-N,N-dimethylthiocarbamate
- Compound 2: S-4-Iodothiophenyl-N,N-dimethylcarbamate
- Compound 3: 4-Iodothiophenol
- Compound 4: 1-Acetylthio-4-iodobenzene
- Compound 6: 1,4-Didodecyl-2,5-diiodobenzene
- Compound 8: 1-Bromo-4-(2-(4-(2-(4-bromophenyl)ethynyl)-2,5-didodecylphenyl)-ethynyl)benzene
- Compound 201: 5-((1,2-Dichloro-1-ethenyl)oxy)-1-pentene
- Compound 18: 4-(2-(Trimethylsilyl)ethynyl)benzonitrile
- Compound 19: 4-Ethynylbenzonitrile
- Compound 2.38; (5,5-diethoxypent-1-yn-1-yl)benzene
- Compound 11: 1,4-Didodecyl-2,5-bis(2-(4-(2-(4-cyanophenyl)ethynyl)phenyl)ethynyl) benzene
- Compound 12: 1,4-Didodecyl-2,5-(2-(4-(2-(4-thioacetylphenyl)ethynyl)phenyl)- ethynyl) benzene
- Compound 26: 1,4-bis(Octyloxy)benzene
- Compound 2.51: 1-phenylhept-6-en-1-yn-3-ol
- Compound 2.52: (1-phenylhept-6-en-1-yn-3-yloxy)(tert-butyl)dimethylsilane
- Compound 2.54: 10-(tert-butyldimethylsiloxy)-1-decen-6-yn
- Compound 2.59: N-allyl-N-benzylamine
- Compound 2.57: N-Methyl-N-(phenylprop-2-ynyl)prop-2-en-1-amine
- Compound 3.34a: rac-(3aS,6aS)-2-Hexyl-octahydro-5,5-bis(methoxymethyl)-2-(1-phenylvinyl)pentalene
- Compound 3.34c: rac-((3aR,6aR)-Octahydro-2,2-bis(methoxymethyl)-5-(1-phenylvinyl)-pentalen-5-yl)dimethyl(phenyl)silane
- Compound 21: Trimethyl(2-(4-(methylthio)phenyl)ethynyl)silane
- Compound 23: Trimethyl(2-(4-(2-(4-(methylthio)phenyl)ethynyl)phenyl)ethynyl)silane
- Compound 27: 1,4-Diiodo-2,5-bis(octyloxy)benzene
- Compound 30: (2-(4-Bromophenylthio)ethyl)trimethylsilane
- Compound 31: (2-(trimethylsilyl)ethyl)(4-(2-(trimethylsilyl)ethynyl)phenyl)sulfane
- Compound 32: (2-(4-ethynylphenylthio)ethyl)trimethylsilane
- Compound 2.60: N-Benzyl-N-(phenylprop-2-ynyl)prop-2-en-1-amine
- Compound 94: 2-(4-(Trimethylsilyl)but-3-ynyl)dec-5-yne nitrile
- Compound 90: Trimethyl(5-vinyltrideca-1,8-diynyl)silane
- Compound 99: Trimethyl(4-(3-pentylidene-2-styrylcyclopentyl)but-1-ynyl)silane
- Compound 203: 2-[(Z)-Hexylidene]-3-methyltetrahydro-2H-pyran
- Compound 204: 3-Hydroxy-propane-1-(paratoluenesulfonate)
- Compound 205: 3-(Dimethyl-tert-butylsilyloxy)-propane-1-(para-toluene sulfonate)
- Compound 206: (3-Iodopropoxy)(tert-butyl)dimethylsilane
- Compound 207: (4-Iodobutoxy)(tert-butyl)dimethylsilane
- Compound 208: ((5-(4-Pentenyloxy)-4-pentynyl)oxy)-(tert-butyl)dimethylsilane
- Compound 202: 1-(4-Pentenyloxy)-1-heptyne
- Compound 209: ((6-(4-Pentenyloxy)-5-hexynyl)oxy)-(tert-butyl)dimethylsilane
- Compound 210: tert-Butyldimethyl((4-(3-methyltetrahydro-2H-2-pyranyliden)butyl)oxy) silane
- Compound 211: tert-Butyldimethyl((5-(3-methyltetrahydro-2H-2-pyranyliden)pentyl)oxy) silane
- Compound 2.63j: rac-(1R,5R)-1-(Hex-1-en-2-yl)-3-hexyl-2-phenyl-bicyclo[3.3.0]oct-2-ene
- Compound 212: 5-Methyl-1,7-dioxaspiro[5.5]undecane
- Compound 213: 5-Methyl-1,7-dioxaspiro[5.6]dodecane
- Compound 301: 2-(4-Pentenyl)-4,5-dihydrofuran
- Compound 302: 5-(3-Phenyl-4-pentenyl)-2,3-dihydrofuran
- Compound 303: 2-(5-Hexenyl)-4,5-dihydrofuran
- Compound 305: 2-(4-Pentenyl)-5,6-dihydro-4H-pyran
- Compound 306: 2-(5-Hexenyl)-5,6-dihydro-4H-pyran
- Compound 307: 3-(2-(E)-Methylcyclopentyliden)-1-propanol
- Compound 304: 2-(4-Octynyl)-4,5-dihydrofuran
- Compound 308: (2S*,3R*)-3-(2-Methyl-3-phenylcyclopentyliden)-1-propanol
- Compound 309: 2-(1-(E)-Hexenyl)tetrahydrofuran
- Compound 310: 3-(2-(E)-Methylcyclohexyliden)-1-propanol
- Compound 311: 3-{2-[(E)-Butylidene]cyclopentyliden}-1-propanol
- Compound 312: 3-{2-[(E)-butyl-idene] cyclopentyliden}-2-propene
- Compound 39: (4-Ethynylphenyl)(methyl)sulfane
- Compound 313: 2-[(E)-1-Pentenyl]tetrahydro-2H-pyran
- Compound 314b: 2-[(E)-1-Hexenyl]-2,3-dideutero-tetrahydro-2H-pyran
- Compound 314a: 2-[(E)-1-Hexenyl]-tetrahydro-2H-pyran
- Compound 315: 2-Ethoxy-1,5-heptadiene
- Compound 316: 2-Ethoxy-1,7-octadiene
- Compound 40: 2,5-dibromoacetophenone
- Compound 317: 2-Methylene-1-(iodomethyl)cyclopentane
- Compound 318: Ethyl-(3-phenyl-pent-4-enoate)
- Compound 74: 2-Methylenedec-5-ynol
- Compound 319: 3-Phenyl-pent-4-en-1-ol
- Compound 320: 1-Iodo-3-phenyl-4-pentene
- Compound 70: 1-Bromo-2-methylenedec-5-yne
- Compound 41: 2,5-Dibromobenzoic acid
- Compound 71: Diethyl 2-(hept-2-yn-1-yl)-2-(2-methylenedec-5-yn-1-yl)malonate
- Compound 68: 8,8-Bis(methoxymethyl)-10-methyleneoctadeca-5,13-diyne
- Compound 321: 2-Ethoxy-5-phenyl-1,6-heptadiene
- Compound 88: 2-(Oct-3-ynyl)-dec-5-yne nitrile
- Compound 78: 9-Vinylheptadeca-5,12-diyne
- Compound 86: Heptadeca-5,12-diyn-9-ol
- Compound 87: Heptadeca-5,12-diyn-9-yl mesylate
- Compound 89: 2-Methyl-1-(oct-3-ynyl)-3-pentylidenecyclopentane
- Compound 92: 1-(Trimethylsilyl)trideca-1,8-diyn-5-ol
- Compound 200: 1-(Trimethylsilyl)trideca-1,8-diyn-5-yl mesylate
- Compound 108a: Ethyl(3,5-dimethoxyphenyl)acetate
- Compound 109a: 3,5-Dimethoxycytosoporone
- Compound 109b: 3,5-(Bisbenzyloxy)cytosporone B
- Compound 102: Cytosporone B
- Compound 46: cis-S,S’-Cyclohexane-1,4-diylbis(methylene)diethanetioate
- Compound 322: 3-Phenyl-pent-4-enal
- Compound 323: 2-Ethoxy-3-hydroxy-5-phenyl-1,6-heptadiene
- Compound 324: Ethyl-(2-phenyl-pent-4-enoate)
- Compound 325: 2-Phenyl-pent-4-en-1-ol
- Compound 326: 2-Phenyl-4-pentenal
- Compound 327: (3R*,4S*)-2-Ethoxy-3-hydroxy-4-phenyl-1,6-heptadiene
- Compound 47: trans-S,S’-cyclohexane-1,4-diylbis(methylene)diethanethioate
- Compound 327a: (1R*,2S*)-tert-Butyl{[1-(1-ethoxyvinyl)-2-phenyl-4-pentenyl]oxy}dimethyl silane
- Compound 328: 1-Iodo-2-phenyl-4-pentene
- Compound 329: 2-Phenyl-1,4-pentadiene
- Compound 330: 4,4-Dimethyl-2-ethoxy-3-hydroxy-1,6-heptadiene
- Compound 331: 2-(2-Bromophenyl)-dioxolane
- Compound 48: dimethylbi(cyclohexane)-4,4’-dicarboxylate
- Compound 332: 2-(2-Allylphenyl)-dioxolane
- Compound 333: 2-Allyl benzaldehyde
- Compound 334: 1-(2-Allylphenyl)-2-ethoxy-2-propen-1-ol
- Compound 335: 2-Bromostyrene
- Compound 336: 2-Vinylbenzaldehyde
- Compound 337: 1-(2-Vinylphenyl)-2-ethoxy-2-propen-1-ol
- Compound 338: (1R*,2S*)-1-(2-Methyl-3-methylenecyclopentyl)benzene
- Compound 339: (1R*,2S*)-1-[2-(Bromomethyl)-3-methylenecyclopentyl]benzene
- Compound 340: (1R*,2S*)-1-[2-(Iodomethyl)-3-methylenecyclopentyl]benzene
- Compound 341: (1R*,2S*)-1-{3-Methylene-2-[(2Z)-2,4-pentadienyl]cyclopentyl}benzene
- Compound 342: (1S*,3S*,4R*)- and (1R*,3S*,4R*)-3-Methyl-2-methylene-4-phenyl-1-cyclo pentanol
- Compound 13: 1,4-Didodecyl-2,5-bis(2-(4-(2-(4-bromophenyl)ethynyl)phenyl)ethynyl)- benzene
- Compound 14: 1,4-Didodecyl-2,5-bis(2-(4-(2-(4-(2-(trimethylsilyl)ethynyl)phenyl)ethynyl) phenyl)ethynyl)benzene
- Compound 15: 1,4-Didodecyl-2,5-bis(2-(4-(2-(4-ethynylphenyl)ethynyl)phenyl)ethynyl) benzene
- Compound 16: 1,4-Didodecyl-2,5-bis(2-(4-(2-(4-(2-(p-benzonitril)ethynyl)phenyl)ethynyl) phenyl)ethynyl)benzene
- Compound 17: 1,4-Didodecyl-2,5-bis(2-(4-(2-(4-(2-(4-thioacetylphenyl)ethynyl)phenyl) ethynyl)phenyl)ethynyl)benzene
- Compound 20: 1,4-Didodecyl-2,5-bis-(2-(4-cyanobenzil)ethynyl)benzene
- Compound 33: 1-(2-(trimethylsilyl)ethylthio)-4-(2-(4-(2-(4-(2-(trimethylsilyl)ethylthio)phenyl)ethynyl)-3-nitrophenyl)ethynyl)benzene
- Compound 34: 1,4-bis(4-(2-(trimethylsilyl)ethylthio)phenyl)buta-1,3-diyne
- Compound 35: (2-(4-(2-(4-Bromo-2-nitrophenyl)ethynyl)phenylthio)ethyl)trimethylsilane
- Compound 42: 2,5-bis(2-(4-(Methylthio)phenyl)ethynyl)benzoic acid
- Compound 44: cis-O,O’-Cyclohexane-1,4-diylbis(methylene)toluensulfonate
- Compound 45: trans-O,O’-Cyclohexane-1,4-diylbis(methylene)toluensulfonate
- Compound 115a: 4-Methyl-N-(2-(pent-1-yn-1-yl)phenyl)benzenesulfonamide
- Compound 125: 4-Methyl-N-(non-4-yn-1-yl)benzenesulfonamide
- Compound 134a: 4-Methyl-N-(non-8-en-3-yn-1-yl)benzenesulfonamide
- Compound 134b: N-(Dec-9-en-3-yn-1-yl)-4-methylbenzenesulfonamide
- Compound 110a: 4-Methyl-N-(2-(pent-1-yn-1-yl)phenyl)-N-(phenylethynyl)benzenesulfonamide
- Compound 117a: N-(Hex-1-yn-1-yl)-4-methyl-N-(oct-3-yn-1-yl)benzenesulfonamide
- Compound 117b: N-(Hex-1-yn-1-yl)-4-methyl-N-(4-phenylbut-3-yn-1-yl)benzenesulfonamide
- Compound 117d: 4-Methyl-N-(oct-3-yn-1-yl)-N-(phenylethynyl)benzenesulfonamide
- Compound 117e: 4-Methyl-N-(4-phenylbut-3-yn-1-yl)-N-(phenylethynyl)benzenesulfonamide
- Compound 117i: N-(Hex-1-yn-1-yl)-4-methyl-N-(non-4-yn-1-yl)benzenesulfonamide
- Compound 131a: N-(Hex-1-yn-1-yl)-4-methyl-N-(non-8-en-3-yn-1-yl)benzenesulfonamide
- Compound 131b: N-(Dec-9-en-3-yn-1-yl)-N-(hex-1-yn-1-yl)-4-methylbenzenesulfonamide
- Compound 110b: N-(Hex-1-yn-1-yl)-N-(2-(hex-1-yn-1-yl)phenyl)-4-methylbenzenesulfonamide
- Compound 110c: N-(Hex-1-yn-1-yl)-N-(2-(hex-1-yn-1-yl)phenyl)methanesulfonamide
- Compound 117c: N-(Hex-1-yn-1-yl)-4-methyl-N-(4-(trimethylsilyl)but-3-yn-1-yl)benzenesulfonamide
- Compound 117f: 4-Methyl-N-(phenylethynyl)-N-(4-(trimethylsilyl)but-3-yn-1-yl)benzenesulfonamide
- Compound 117g: 4-Methyl-N-(oct-3-yn-1-yl)-N-((trimethylsilyl)ethynyl)benzenesulfonamide
- Compound 117h: 4-Methyl-N-(4-phenylbut-3-yn-1-yl)-N-((trimethylsilyl)ethynyl)benzenesulfonamide
- Compound 117i: 4-Methyl-N-(4-(trimethylsilyl)but-3-yn-1-yl)-N-((trimethylsilyl)ethynyl)benzenesulfonamide
- Compound 123a: (2Z,3E)-2,3-Dipentylidene-1-tosylpyrrolidine
- Compound 123b: (2Z,3E)-3-Benzylidene-2-pentylidene-1-tosylpyrrolidine
- Compound 123c: (2Z,3E)-2-Pentylidene-1-tosyl-3-((trimethylsilyl)methylene)pyrrolidine
- Compound 123d: (2Z,3E)-2-Benzylidene-3-pentylidene-1-tosylpyrrolidine
- Compound 123e: (2Z,3E)-2,3-Dibenzylidene-1-tosylpyrrolidine
- Compound 123f: (2Z,3E)-2-Benzylidene-1-tosyl-3-((trimethylsilyl)methylene)pyrrolidine
- Compound 123g: (2Z,3E)-3-Pentylidene-1-tosyl-2-((trimethylsilyl)methylene)pyrrolidine
- Compound 123h: (2Z,3E)-3-Benzylidene-1-tosyl-2-((trimethylsilyl)methylene)pyrrolidine
- Compound 126h: (3E)‑3‑benzylidene‑2‑(tosyl(trimethylsilyl)methylene)pyrrolidine
- Compound 123i: (2Z,3E)-1-Tosyl-2,3-bis((trimethylsilyl)methylene)pyrrolidine
- Compound 126i: (3E)‑2‑(tosyl(trimethylsilyl)methylene)‑3‑((trimethylsilyl)methylene)pyrrolidine
- Compound 123j: (2Z,3E)-2,3-Dipentylidene-1-tosylpiperidine
- Compound 135a: (2Z,3E)-3-(Hex-5-en-1-ylidene)-2-pentylidene-1-tosylpyrrolidine
- Compound 136a: (E)‑N‑(hex‑1‑yn‑1‑yl)‑4‑methyl‑N‑(3‑(2‑methylcyclopentylidene)propyl)benzenesulfonamide
- Compound 135b: (2Z,3E)-3-(Hept-6-en-1-ylidene)-2-pentylidene-1-tosylpyrrolidine
- Compound 136b: (E)‑N‑(hex‑1‑yn‑1‑yl)‑4‑methyl‑N‑(3‑(2‑methylcyclohexylidene)propyl)benzenesulfonamide
- Compound 127a: (2E,3Z)-2,3-Bis(1-iodopentylidene)-1-tosylpyrrolidine
- Compound 127j: (2E,3Z)-2,3-Bis(1-iodopentylidene)-1-tosylpiperidine
- Compound 128a: Dimethyl-4,7-dibutyl-1-tosylindoline-5,6-dicarboxylate
- Compound 128j: Dimethyl-5,8-dibutyl-1-tosyl-1,2,3,4-tetrahydroquinoline-6,7-dicarboxylate
- Compound 130a: endo-4,8-Dibutyl-6-phenyl-1-tosyl-2,3,4,4a,7a,8-hexahydropyrrolo[3,4-f]indole-5,7(1H,6H)-dione
- Compound 130b: endo-5,9-Dibutyl-7-phenyl-1-tosyl-3,4,5,5a,8a,9-hexahydro-1H-cyclopenta[g]quinoline-6,8(2H,7H)-dione
- Compound 130c: endo-8-Butyl-6-phenyl-1-tosyl-4-(trimethylsilyl)-2,3,4,4a,7a,8-hexahydropyrrolo[3,4-f]indole-5,7(1H,6H)-dione
- Compound 130d: endo-1-(7-Butyl-1-tosyl-4-(trimethylsilyl)-2,3,4,5,6,7-hexahydro-1H-indol-5-yl)ethanone
- Compound 130e: endo-7-Butyl-1-tosyl-4-(trimethylsilyl)-2,3,4,5,6,7-hexahydro-1H-indole-5-carbaldehyde
- Compound 130f: exo-7-Butyl-1-tosyl-4-(trimethylsilyl)-2,3,4,5,6,7-hexahydro-1H-indole-5-carbonitrile
- Compound 167: 2-(4,4-Bis(methoxymethyl)-2-methylcyclopentyl)ethanol
- Compound 170: 2-(4,4-Bis(methoxymethyl)-2-propylcyclopentyl)ethanol
- Compound 147: ((1S,6S)-6-Vinylcyclohex-3-enyl)methyl methanesulfonate
- Compound 148: 2-((1R,6S)-6-Vinylcyclohex-3-enyl)acetonitrile
- Compound 140: (4S,5S)-4-(Hept-2-enyl)-5-vinylcyclohex-1-ene
- Compound 171a: 2-((1R,2S,3aR,7aR)-2-Butyl-2,3,3a,4,7,7a-hexahydro-1H-inden-1-yl)ethanol
- Compound 175: (E)-7-((1R,2S,3aR,7aR)-2-Butyl-2,3,3a,4,7,7a-hexahydro-1H-inden-1-yl)hept-5-en-1-ol
- Compound 139: (+)-Mucosin
- Compound 176: (E)-Methyl 7-((1R,2S,3aR,7aR)-2-butyl-2,3,3a,4,7,7a-hexahydro-1H-inden-1-yl)hept-5-enoate
- Compound 181a: 2,2-Bis(methoxymethyl)hexahydro-1H-inden-5(6H)-one
- Compound 194: 2-(4,4-Bis(methoxymethyl)-2-phenethylcyclopentyl)acetaldehyde
- Compound 193: 2,2-Bis(methoxymethyl)-6-phenylhexahydro-1H-inden-5(6H)-one
- Compound 195: 3-(4,4-bis(methoxymethyl)-2-methylcyclopentyl)-2-phenylpropanal
- Compound 186: 6-(Hydroxy(phenyl)methyl)-2,2-bis(methoxymethyl)hexahydro-1H-inden-5(6H)-one
- Compound 189: 6-(1-Hydroxynonyl)-2,2-bis(methoxymethyl)hexahydro-1H-inden-5(6H)-one
- Compound 190: (E)-6-(1-Hydroxy-3-phenylallyl)-2,2-bis(methoxymethyl)hexahydro-1H-inden-5(6H)-one
- Compound 191: 6-Bromo-2,2-bis(methoxymethyl)hexahydro-1H-inden-5(6H)-one
- Compound 37: (R)-4-((3R,10S,13R,17R)-Hexadecahydro-3-hydroxy-10,13-dimethyl-1H-cyclopenta[α]phenanthren-17-yl)pentanal
- Compound 358: N-Benzyl-N-(2-chloroallyl)-N-(3-heptynyl)amine
- Compound 343: (1S*,3S*,5R*)-3-Methyl-2-methylene-5-phenyl-1-cyclopentanol
- Compound 346: 3-Methyl-2-methylene-1-indanol
- Compound 344: (1S*,4S*)-2,2,4-Trimethyl-5-methylene-1-cyclopentanol
- Compound 347: 2-Ethoxy-dec-1-ene-6-yne
- Compound 348: 1-Iodo-5-nonyne
- Compound 349: 2-Ethoxy-undec-1-ene-7-yne
- Compound 351: 5-Phenyl-pent-4-yn-1-al
- Compound 350: 2-(4-Phenyl-but-2-ynyl)-1,3-dioxolane
- Compound 352: 2-Ethoxy-3-hydroxy-7-phenylhepta-1-ene-6-yne
- Compound 353: 2-Methylene-(Z)-butylidenecyclopentane
- Compound 355: 2-Methylene-3-[(E)-1-phenylmethylidene]-1-cyclopentanol
- Compound 356: N-Allyl-N-benzyl-N-(2-chloroallyl)amine
- Compound 357: N-Benzyl-N-(3-butenyl)-N-(2-chloroallyl)amine
- Compound 359: N-(2-Chloroallyl)benzylamine
- Compound 360: N,N-di(2-chloroallyl)benzyl amine
- Compound 361: 2-Hexyn-1-ol
- Compound 362: N-Benzyl-N-(2-hexynyl)-N-(2-chloroallyl)amine
- Compound 363: 1-Benzyl-3-methyl-4-methylenepyrrolidine
- Compound 364: 1-Benzyl-4-methyl-3-methylenepiperidine
- Compound 365: N-Benzyl-N-allyl-N-(3-butenyl)amine
- Compound 366: N-allyl-N-butylbenzylamine
- Compound 367: 1-Benzyl-3-[(Z)-butylidene]-4-methylenepyrrolidine
- Compound 368: (3aS*,4R*,8aR*)-6-Benzyl-2-phenyl-4-propyl-1,2,3,3a,4,5,6,7,8,8a-decahydro pyrrolo[3,4-f]isoindole-1,3-dione
- Compound 369: 1-Benzyl-3-methylene-4-[(2Z)-2,4-pentadienyl)pyrrolidine
- Compound 370: 1-Benzyl-3-methylene-4-(3,3-dimethyl-2-propenyl)pyrrolidine
- Compound 371: 1-Benzyl-3-methylene-4-[(2Z,4E)-2,4-nonadienyl)pyrrolidine
- Compound 372: 1-Benzyl-3-methylene-4-[(2Z)-undeca-2-en-4-ynyl)pyrrolidine
- Compound 402: [6-(Hydroxymethyl)-3-cyclohexenyl]methanol
- Compou