3-decyn-1-ol
(Z)-dec-3-en-1-ol
Conditions | Yield |
---|---|
With hydrogen In N,N-dimethyl-formamide at 40℃; for 4h; Schlenk technique; | 93% |
With sodium tetrahydroborate; hydrogen; nickel(II) acetate tetrahydrate In ethanol at 20℃; for 12h; | 91% |
With quinoline; hydrogen; Lindlar's catalyst In hexane under 760 Torr; Ambient temperature; | 86% |
(Z)-1-(2-tetrahydropyranyloxy)-dec-3-ene
(Z)-dec-3-en-1-ol
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In methanol for 6h; Ambient temperature; | 82% |
Conditions | Yield |
---|---|
Stage #1: 2,3-dihydro-2H-furan With bis(1,5-cyclooctadiene)nickel(0); C27H39N2(1+)*Cl(1-)*ClH; lithium chloride In tetrahydrofuran at -30℃; for 0.0333333h; Inert atmosphere; Stage #2: n-hexylmagnesium bromide In tetrahydrofuran at -30℃; for 16h; Inert atmosphere; stereoselective reaction; | 47% |
heptanal
3-hydroxypropyltriphenylphosphonium bromide
A
(Z)-dec-3-en-1-ol
B
trans-3-decen-1-ol
Conditions | Yield |
---|---|
With phenyllithium 1.) THF/diethyl ether, 20 min, 2.) -75 deg C, 15 min, -30 deg C, 30 min, 25 deg C; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; |
Conditions | Yield |
---|---|
With ammonium molybdate; hydrogen; chromium(0) hexacarbonyl 1.) o-xylene, reflux, 30 min., 2.) hexane, 160-180 deg C, 50-80 atm; Yield given. Multistep reaction. Yields of byproduct given; |
n-octyne
(Z)-dec-3-en-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1.96 g / n-butyl lithium, boron trifluoride etherate / hexane; tetrahydrofuran / 0.5 h / -78 °C 2: 0.75 g / hydrogen, quinoline / Pd-CaCO3 / hexane View Scheme | |
Multi-step reaction with 2 steps 1.1: ethylmagnesium bromide / tetrahydrofuran / Reflux 1.2: 20 °C 2.1: nickel(II) acetate tetrahydrate; sodium tetrahydroborate; hydrogen / ethanol / 12 h / 20 °C View Scheme |
(Z)-dec-3-en-1-ol
(Z)-dec-3-enoic acid
Conditions | Yield |
---|---|
With dipyridinium dichromate In N,N-dimethyl-formamide for 14h; Ambient temperature; | 67% |
With potassium dichromate; sodium periodate; nitric acid In water; acetonitrile at 0 - 20℃; for 12h; | 37% |
With chromium(VI) oxide; periodic acid In water; acetonitrile at 0 - 5℃; |
(Z)-dec-3-en-1-ol
methanesulfonyl chloride
Conditions | Yield |
---|---|
With triethylamine In dichloromethane | |
With triethylamine In dichloromethane at 0℃; |
6-dodecyne
(Z)-dec-3-en-1-ol
Conditions | Yield |
---|---|
Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; |
(Z)-dec-3-en-1-ol
(Z)-1-bromdec-3-ene
Conditions | Yield |
---|---|
With carbon tetrabromide; triphenylphosphine In tetrahydrofuran Substitution; | |
Multi-step reaction with 2 steps 1: triethylamine / dichloromethane / 0 °C 2: lithium bromide / acetone / 3 h / Reflux View Scheme |
(Z)-dec-3-en-1-ol
(Z)-3-decenal
Conditions | Yield |
---|---|
With [bis(acetoxy)iodo]benzene; TEMPO on colloidal silica In dichloromethane; pentane at 20℃; | |
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; |
(Z)-dec-3-en-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: CBr4; Ph3P / tetrahydrofuran 2: tetrahydrofuran; hexamethylphosphoric acid triamide View Scheme | |
Multi-step reaction with 3 steps 1: triethylamine / dichloromethane / 0 °C 2: lithium bromide / acetone / 3 h / Reflux 3: dimethyl sulfoxide / 12 h / 0 - 23 °C View Scheme |
(Z)-dec-3-en-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: CBr4; Ph3P / tetrahydrofuran 2: tetrahydrofuran; hexamethylphosphoric acid triamide 3: n-BuLi / hexamethylphosphoric acid triamide 4: LiAlH4 / tetrahydrofuran; bis-(2-methoxy-ethyl) ether View Scheme |
(Z)-dec-3-en-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: CBr4; Ph3P / tetrahydrofuran 2: tetrahydrofuran; hexamethylphosphoric acid triamide 3: n-BuLi / hexamethylphosphoric acid triamide View Scheme |
(Z)-dec-3-en-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: CBr4; Ph3P / tetrahydrofuran 2: tetrahydrofuran; hexamethylphosphoric acid triamide 3: n-BuLi / hexamethylphosphoric acid triamide 4: LiAlH4 / tetrahydrofuran; bis-(2-methoxy-ethyl) ether 5: acetic acid View Scheme |
(Z)-dec-3-en-1-ol
(Z)-12-nonadecen-9-one
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: triethylamine / CH2Cl2 2: 0.9 g / NaI / acetone / 3 h 3: 0.31 g / NaH / dimethylsulfoxide; diethyl ether / 3 h / Ambient temperature 4: 0.18 g / conc. hydrochloric acid / CH2Cl2; diethyl ether / 0.25 h / 25 °C View Scheme |
(Z)-dec-3-en-1-ol
(13Z)-eicos-13-en-10-one
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: triethylamine / CH2Cl2 2: 0.9 g / NaI / acetone / 3 h 3: 0.180 g / NaH / dimethylsulfoxide; diethyl ether 4: conc. hydrochloric acid / CH2Cl2; diethyl ether View Scheme |
(Z)-dec-3-en-1-ol
(Z)-3-decenyl iodide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: triethylamine / CH2Cl2 2: 0.9 g / NaI / acetone / 3 h View Scheme |
(Z)-dec-3-en-1-ol
1-((Z)-9-Isocyano-nonadec-12-ene-9-sulfonyl)-4-methyl-benzene
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: triethylamine / CH2Cl2 2: 0.9 g / NaI / acetone / 3 h 3: 0.31 g / NaH / dimethylsulfoxide; diethyl ether / 3 h / Ambient temperature View Scheme |
(Z)-dec-3-en-1-ol
1-((Z)-10-Isocyano-icos-13-ene-10-sulfonyl)-4-methyl-benzene
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: triethylamine / CH2Cl2 2: 0.9 g / NaI / acetone / 3 h 3: 0.180 g / NaH / dimethylsulfoxide; diethyl ether View Scheme |
(Z)-dec-3-en-1-ol
(Z)-dodeca-1,5-dien-3-one
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: Dess-Martin periodane / dichloromethane / 3 h / 20 °C 2: tetrahydrofuran / 0 - 20 °C 3: Dess-Martin periodane / dichloromethane / 3 h / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1: Dess-Martin periodane / dichloromethane / 3 h / 20 °C 2: tetrahydrofuran / 0 - 20 °C 3: Dess-Martin periodane / dichloromethane / 3 h / 20 °C View Scheme |
(Z)-dec-3-en-1-ol
(Z)-dodeca-1,5-dien-3-ol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: Dess-Martin periodane / dichloromethane / 3 h / 20 °C 2: tetrahydrofuran / 0 - 20 °C View Scheme |
Conditions | Yield |
---|---|
With titanium(IV) isopropylate; tert.-butylhydroperoxide; 3,3'-bis(7-tert-butyl-8-hydroxyquinolin-2-yl)-1,1'-binaphthyl-2,2'-diol In dichloromethane; water at 20℃; for 48h; Inert atmosphere; Overall yield = 64 %; Optical yield = 85 %ee; enantioselective reaction; | A n/a B n/a |
(Z)-dec-3-en-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: potassium dichromate; sodium periodate; nitric acid / water; acetonitrile / 12 h / 0 - 20 °C 2: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 12 h / 20 °C View Scheme |
(Z)-dec-3-en-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: triethylamine / dichloromethane / 0 °C 2: lithium bromide / acetone / 3 h / Reflux 3: dimethyl sulfoxide / 12 h / 0 - 23 °C 4: copper(l) iodide; N-cyclohexyl-cyclohexanamine / 1,4-dioxane / 8 h / 100 °C View Scheme |
(Z)-dec-3-en-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: triethylamine / dichloromethane / 0 °C 2: lithium bromide / acetone / 3 h / Reflux 3: dimethyl sulfoxide / 12 h / 0 - 23 °C 4: copper(l) iodide; N-cyclohexyl-cyclohexanamine / 1,4-dioxane / 8 h / 100 °C 5: ethylmagnesium bromide; bis(cyclopentadienyl)titanium dichloride; magnesium / diethyl ether / 6 h / 0 - 22 °C / Inert atmosphere View Scheme |
(Z)-dec-3-en-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: triethylamine / dichloromethane / 0 °C 2: lithium bromide / acetone / 3 h / Reflux 3: dimethyl sulfoxide / 12 h / 0 - 23 °C 4: copper(l) iodide; N-cyclohexyl-cyclohexanamine / 1,4-dioxane / 8 h / 100 °C 5: ethylmagnesium bromide; bis(cyclopentadienyl)titanium dichloride; magnesium / diethyl ether / 6 h / 0 - 22 °C / Inert atmosphere 6: Jones reagent / dichloromethane; acetone / 1 h / 20 - 22 °C View Scheme |
The 3-Decen-1-ol, (3Z)-, with the CAS registry number 10340-22-4, is also known as (3Z)-Dec-3-en-1-ol. Its EINECS registry number is 233-734-7. This chemical's molecular formula is C10H20O and molecular weight is 156.27. What's more, its IUPAC name is called (Z)-Dec-3-en-1-ol.
Physical properties about 3-Decen-1-ol, (3Z)- are: (1)ACD/LogP: 3.74; (2)# of Rule of 5 Violations: 0 ; (3)ACD/LogD (pH 5.5): 3.74; (4)ACD/LogD (pH 7.4): 3.74; (5)ACD/BCF (pH 5.5): 407.87; (6)ACD/BCF (pH 7.4: 407.87; (7)ACD/KOC (pH 5.5): 2571.68; (8)ACD/KOC (pH 7.4): 2571.68; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 8; (12)Polar Surface Area: 9.23 Å2; (13)Index of Refraction: 1.453; (14)Molar Refractivity: 49.97 cm3; (15)Molar Volume: 184.7 cm3; (16)Surface Tension: 30.4 dyne/cm; (17)Density: 0.845 g/cm3; (18)Flash Point: 86.5 °C; (19)Enthalpy of Vaporization: 54.26 kJ/mol; (20)Boiling Point: 230.1 °C at 760 mmHg; (21)Vapour Pressure: 0.0128 mmHg at 25 °C.
Preparation of 3-Decen-1-ol, (3Z)-: this chemical can be prepared by Dec-3-yn-1-ol. This reaction needs reagents hydrogen, quinoline and solvent hexane at ambient temperature. The yield is 86 %.
Uses of 3-Decen-1-ol, (3Z)-: it is used to produce other chemicals. For example, it can be used to produce Dec-3c-enoic acid. The reaction occurs with reagent pyridinium dichromate and solvent dimethylformamide at ambient temperature. The yield is 67 %.
You can still convert the following datas into molecular structure:
(1) SMILES: OCC\C=C/CCCCCC
(2) InChI: InChI=1S/C10H20O/c1-2-3-4-5-6-7-8-9-10-11/h7-8,11H,2-6,9-10H2,1H3/b8-7-
(3) InChIKey: MTIJDFJGPCJFKE-FPLPWBNLSA-N
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