dodec-3-yn-1-ol
(Z)-Dodec-3-en-1-ol
Conditions | Yield |
---|---|
With hydrogen; P-2 Ni In ethanol | 100% |
With hydrogen | 96% |
With quinoline; hydrogen; Lindlar's catalyst In hexane Ambient temperature; | 96% |
2-[((Z)-Dodec-3-enyl)oxy]-tetrahydro-pyran
(Z)-Dodec-3-en-1-ol
Conditions | Yield |
---|---|
With dowex In methanol at 45℃; | 89% |
With toluene-4-sulfonic acid In methanol at 20℃; for 16h; | 0.28 g |
(Z)-3-Dodecensaeure-ethylester
(Z)-Dodec-3-en-1-ol
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In diethyl ether | 73% |
C
(Z)-Dodec-3-en-1-ol
D
(E)-3-dodecene-1-ol
Conditions | Yield |
---|---|
With ammonia; lithium In ethanol at -78℃; Title compound not separated from byproducts.; |
1-decyne
(Z)-Dodec-3-en-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1.) BuLi / 1.) HMPA, hexane, a) RT, 15 min, b) 50 deg C, 0.5 h, 2.) HMPA, hexane, a) RT, 1.5 h, b) 50 deg C, 2 h 2: 91 percent / H2, quinoline / Lindlar catalyst / hexane / 1 h / 10 °C View Scheme | |
Multi-step reaction with 4 steps 1: 1.) n-BuLi, 2.) HMPA / 1.) THF, -20 deg C, 0.5 h, 2.) THF, -78 deg C, 3 h 2: 84 percent / 2 N HCl / acetone / 6 h 3: 86 percent / NaBH4 4: 100 percent / H2 / P-2 Ni / ethanol View Scheme | |
Multi-step reaction with 2 steps 1: 1.) n-BuLi / 1.) THF/HMPA 2: H2 / Lindlar cat. / hexane View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1.) LiNH2, NH3 / 1.) THF, 45 min, 2.) THF, 5 h 2: 96 percent / H2, quinoline / 5percent Pd/CaCO3 / hexane / Ambient temperature View Scheme |
caprinaldehyde
(Z)-Dodec-3-en-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 63 percent / piperidine / xylene / Heating 2: 83 percent / LAH / diethyl ether 3: Br2 / CCl4 4: NaNH2 / CCl4; aq. NH3 / 4 h / -78 °C 5: 100 percent / H2 / P-2 Ni / ethanol View Scheme | |
Multi-step reaction with 3 steps 1: tetrahydrofuran / 0 - 20 °C 2: hydrogenchloride / benzene 3: 4,4'-di-tert-butylbiphenyl; lithium / tetrahydrofuran / 0 - 20 °C View Scheme |
(E)-dodec-3-enoic acid
(Z)-Dodec-3-en-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 83 percent / LAH / diethyl ether 2: Br2 / CCl4 3: NaNH2 / CCl4; aq. NH3 / 4 h / -78 °C 4: 100 percent / H2 / P-2 Ni / ethanol View Scheme |
(E)-3-dodecene-1-ol
(Z)-Dodec-3-en-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: Br2 / CCl4 2: NaNH2 / CCl4; aq. NH3 / 4 h / -78 °C 3: 100 percent / H2 / P-2 Ni / ethanol View Scheme |
(Z)-Dodec-3-en-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: NaNH2 / CCl4; aq. NH3 / 4 h / -78 °C 2: 100 percent / H2 / P-2 Ni / ethanol View Scheme |
Dodec-3-ynal
(Z)-Dodec-3-en-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 86 percent / NaBH4 2: 100 percent / H2 / P-2 Ni / ethanol View Scheme |
1,1-diethoxy-3-dodecyne
(Z)-Dodec-3-en-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 84 percent / 2 N HCl / acetone / 6 h 2: 86 percent / NaBH4 3: 100 percent / H2 / P-2 Ni / ethanol View Scheme |
nonan-1-al
(Z)-Dodec-3-en-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 32 percent / 24 h / Heating 2: 73 percent / LiAlH4 / diethyl ether View Scheme |
1-bromo-octane
(Z)-Dodec-3-en-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 1) n-butyllithium / 1) THF, -78 deg C, 2) HMPA, room temperature 2: 91 percent / H2, quinoline / Pd/BaSO4 / methanol 3: 89 percent / Dowex / methanol / 45 °C View Scheme | |
Multi-step reaction with 2 steps 1: 1.) LiNH2 / 1.) NH3 2.) ether 2: Hydrogen / Pd-BaSO4, quinoline / ethyl acetate View Scheme | |
Multi-step reaction with 3 steps 1: 1.) n-butyllithium, 2.) LiI / 1.) THF, from -78 deg C to 0 deg C, 2.) a.) DMEU, -78 deg C, b.) 20 deg C, 20 h 2: 72 percent / amberlyst 15 (1+) form> / methanol / 20 h / 40 °C 3: 96 percent / H2 View Scheme | |
Multi-step reaction with 3 steps 1.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 - 20 °C / Inert atmosphere 1.2: 16 h / Inert atmosphere; Reflux 2.1: potassium hydroxide; N,N-dimethyl-formamide / 6 h / 145 °C / Inert atmosphere; Sealed tube 3.1: toluene-4-sulfonic acid / methanol / 16 h / 20 °C View Scheme |
1-<(2-Tetrahydropyranyl)oxy>dodec-3-yne
(Z)-Dodec-3-en-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 91 percent / H2, quinoline / Pd/BaSO4 / methanol 2: 89 percent / Dowex / methanol / 45 °C View Scheme | |
Multi-step reaction with 2 steps 1: 72 percent / amberlyst 15 (1+) form> / methanol / 20 h / 40 °C 2: 96 percent / H2 View Scheme | |
Multi-step reaction with 2 steps 1: potassium hydroxide; N,N-dimethyl-formamide / 6 h / 145 °C / Inert atmosphere; Sealed tube 2: toluene-4-sulfonic acid / methanol / 16 h / 20 °C View Scheme |
2,2'-ethane-1,2-diylbissulfanyl-bis-ethanol
dodec-3-yn-1-ol
(Z)-Dodec-3-en-1-ol
Conditions | Yield |
---|---|
In ethyl acetate | 2.95 g (91.6%) |
(Z)-Dodec-3-en-1-ol
Conditions | Yield |
---|---|
With tetrabutyl ammonium fluoride In tetrahydrofuran; dichloromethane at 20℃; Inert atmosphere; |
(Z)-Dodec-3-en-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: tris(pentafluorophenyl)borate / dichloromethane / 20 °C / Inert atmosphere 2: tetrabutyl ammonium fluoride / tetrahydrofuran; dichloromethane / 20 °C / Inert atmosphere View Scheme |
1-dodecen-3-ol
(Z)-Dodec-3-en-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: hydrogenchloride / benzene 2: 4,4'-di-tert-butylbiphenyl; lithium / tetrahydrofuran / 0 - 20 °C View Scheme |
(Z)-Dodec-3-en-1-ol
Conditions | Yield |
---|---|
With 4,4'-di-tert-butylbiphenyl; lithium In tetrahydrofuran at 0 - 20℃; Wittig Rearrangement; |
Conditions | Yield |
---|---|
With 1,4-di-tert-butylbenzene; lithium In tetrahydrofuran at 0 - 20℃; Wittig Rearrangement; |
nonan-1-al
(Z)-Dodec-3-en-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: tetrahydrofuran / 0 - 20 °C 2: hydrogenchloride / benzene 3: lithium; 1,4-di-tert-butylbenzene / tetrahydrofuran / 0 - 20 °C View Scheme |
undec-1-en-3-ol
(Z)-Dodec-3-en-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: hydrogenchloride / benzene 2: lithium; 1,4-di-tert-butylbenzene / tetrahydrofuran / 0 - 20 °C View Scheme |
(Z)-Dodec-3-en-1-ol
p-toluenesulfonyl chloride
(3Z)-1-O-(p-tolylsulfonyl)dodec-3-en-1-ol
Conditions | Yield |
---|---|
With dmap; triethylamine In dichloromethane at -4℃; for 7h; | 98% |
In pyridine at 2 - 5℃; for 20h; | |
In pyridine |
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane for 4h; Ambient temperature; | 93% |
trans-chrotonyl chloride
(Z)-Dodec-3-en-1-ol
Conditions | Yield |
---|---|
With pyridine at 0 - 20℃; for 26h; | 86% |
With pyridine for 12h; Ambient temperature; | 77% |
(Z)-Dodec-3-en-1-ol
(3Z)-1-bromododec-3-ene
Conditions | Yield |
---|---|
With carbon tetrabromide; triphenylphosphine In dichloromethane at 0℃; for 0.333333h; | 83% |
Multi-step reaction with 2 steps 1: triethylamine / dichloromethane / 0 °C 2: lithium bromide / acetone / 3 h / Reflux View Scheme |
(Z)-Dodec-3-en-1-ol
(Z)-3-dodecenal
Conditions | Yield |
---|---|
With pyridinium chlorochromate In dichloromethane for 2h; | 56% |
With Dess-Martin periodane In dichloromethane at 20℃; for 3h; Dess-Martin Oxidation; | |
With Dess-Martin periodane In dichloromethane at 20℃; for 3h; | |
With Dess-Martin periodane In dichloromethane at 20℃; for 3.08h; |
Conditions | Yield |
---|---|
In acetic acid at 25 - 35℃; for 48h; |
(Z)-Dodec-3-en-1-ol
6-thiaoleic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: pyridine 2: n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide View Scheme |
(Z)-Dodec-3-en-1-ol
(3Z,6Z)-2,2-Dimethyl-pentadeca-3,6-dienal
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 83 percent / CBr4, PPh3 / CH2Cl2 / 0.33 h / 0 °C 2: 82 percent / acetonitrile / 72 h / Heating 3: 1.) n-BuLi / 1.) THF, 0 deg C 2.) -78 to room temp. 4: 47 percent / H2O, HCl / acetone / 47 h / Ambient temperature View Scheme |
(Z)-Dodec-3-en-1-ol
2-((2Z,5Z)-1,1-Dimethyl-tetradeca-2,5-dienyl)-[1,3]dioxolane
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 83 percent / CBr4, PPh3 / CH2Cl2 / 0.33 h / 0 °C 2: 82 percent / acetonitrile / 72 h / Heating 3: 1.) n-BuLi / 1.) THF, 0 deg C 2.) -78 to room temp. View Scheme |
(Z)-Dodec-3-en-1-ol
7,7-Dimethyleicosa-5(Z),8(Z),11(Z)-trienoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 83 percent / CBr4, PPh3 / CH2Cl2 / 0.33 h / 0 °C 2: 82 percent / acetonitrile / 72 h / Heating 3: 1.) n-BuLi / 1.) THF, 0 deg C 2.) -78 to room temp. 4: 47 percent / H2O, HCl / acetone / 47 h / Ambient temperature 5: 1.) KH / 1.) DMSO 2.) 1 h, room temp. View Scheme |
(Z)-Dodec-3-en-1-ol
((Z)-Dodec-3-enyl)-triphenyl-phosphonium; bromide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 83 percent / CBr4, PPh3 / CH2Cl2 / 0.33 h / 0 °C 2: 82 percent / acetonitrile / 72 h / Heating View Scheme |
(Z)-Dodec-3-en-1-ol
(6E,8Z,11Z)-5-thia-6,8,11-eicosatrienoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 98 percent / DMAP, NEt3 / CH2Cl2 / 7 h / -4 °C 2: 83 percent / 18 h / 120 °C 3: 1.) n-butyllithium / 1.) THF, -20 deg C, 4 min, 2.) DMEU, from -78 deg C to -40 deg C, 4 h 4: 97 percent / LiOH*H2O / methanol / 2.5 h / 20 °C View Scheme |
(Z)-Dodec-3-en-1-ol
methyl (6E,8Z,11Z)-6,8,11-eicosatrienoate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 98 percent / DMAP, NEt3 / CH2Cl2 / 7 h / -4 °C 2: 83 percent / 18 h / 120 °C 3: 1.) n-butyllithium View Scheme |
(Z)-Dodec-3-en-1-ol
methyl (8Z,11Z)-5-thia-8,11-eicosadienoate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 98 percent / DMAP, NEt3 / CH2Cl2 / 7 h / -4 °C 2: 83 percent / 18 h / 120 °C 3: 1.) n-butyllithium View Scheme |
(Z)-Dodec-3-en-1-ol
methyl (6E,8Z,11Z)-5-thia-6,8,11-eicosatrienoate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 98 percent / DMAP, NEt3 / CH2Cl2 / 7 h / -4 °C 2: 83 percent / 18 h / 120 °C 3: 1.) n-butyllithium / 1.) THF, -20 deg C, 4 min, 2.) DMEU, from -78 deg C to -40 deg C, 4 h View Scheme |
The 3-Dodecen-1-ol, (3Z)-, with the CAS registry number 32451-95-9, is also known as (3Z)-Dodec-3-en-1-ol. Its EINECS registry number is 251-057-5. This chemical's molecular formula is C12H24O and molecular weight is 184.32. What's more, its IUPAC name is called (Z)-Dodec-3-en-1-ol.
Physical properties about 3-Dodecen-1-ol, (3Z)- are: (1)ACD/LogP: 4.80; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 1; (4)#H bond donors: 1; (5)#Freely Rotating Bonds: 10; (6)Polar Surface Area: 9.23 Å2; (7)Index of Refraction: 1.456; (8)Molar Refractivity: 59.23 cm3; (9)Molar Volume: 217.7 cm3; (10)Surface Tension: 30.9 dyne/cm; (11)Density: 0.846 g/cm3; (12)Flash Point: 97.6 °C; (13)Enthalpy of Vaporization: 58.77 kJ/mol; (14)Boiling Point: 268.1 °C at 760 mmHg; (15)Vapour Pressure: 0.00106 mmHg at 25 °C.
Preparation of 3-Dodecen-1-ol, (3Z)-: this chemical can be prepared by Dodec-3-yn-1-ol. This reaction needs reagent H2 and solvent methanol. The yield is 96 %.
Uses of 3-Dodecen-1-ol, (3Z)-: it is used to produce other chemicals. For example, it can react with Toluene-4-sulfonyl chloride to get (Z)-3-Dodecenyl p-toluenesulfonate. The reaction occurs with solvent pyridine at temperature of 2-5 °C. The reaction time is 20 hours.
You can still convert the following datas into molecular structure:
(1) SMILES: OCC\C=C/CCCCCCCC
(2) InChI: InChI=1S/C12H24O/c1-2-3-4-5-6-7-8-9-10-11-12-13/h9-10,13H,2-8,11-12H2,1H3/b10-9-
(3) InChIKey: BDGQTWOHKASHQU-KTKRTIGZSA-N
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