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CAS No.: | 53042-79-8 |
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Name: | HEXADECADIENOLACETATE |
Article Data: | 19 |
Molecular Structure: | |
Formula: | C18H32 O2 |
Molecular Weight: | 280.451 |
Synonyms: | 7,11-Hexadecadien-1-ol,acetate, (7Z,11E)- (9CI); 7,11-Hexadecadien-1-ol, acetate, (E,Z)-;(7Z,11E)-Gossyplure; (Z,E)-7,11-Hexadecadien-1-yl acetate;(Z,E)-7,11-Hexadecadienyl acetate; cis-7,trans-11-Hexadecadienyl acetate |
Density: | 0.886g/cm3 |
Melting Point: | <25℃ |
Boiling Point: | 365.7°Cat760mmHg |
Flash Point: | 102.1°C |
PSA: | 26.30000 |
LogP: | 5.58280 |
(E)-11-hexadecen-7-ynyl acetate
1-acetoxyhexadeca-7Z,11E-diene
Conditions | Yield |
---|---|
With quinoline; hydrogen; Lindlar's catalyst In ethanol under 760 Torr; | 94% |
With quinoline; hydrogen; Lindlar's catalyst In methanol |
(7Z,11E)-1-(2'-tetrahydropyranyloxy)hexadeca-7,11-diene
acetyl chloride
1-acetoxyhexadeca-7Z,11E-diene
Conditions | Yield |
---|---|
With acetic acid Heating; | 92% |
In acetic acid for 5h; Heating; | 81% |
With pyridine; acetic acid for 12h; Ambient temperature; | 80% |
In acetic acid |
(7Z,11E)-hexadeca-7,11-dien-1-ol
acetic anhydride
1-acetoxyhexadeca-7Z,11E-diene
Conditions | Yield |
---|---|
With pyridine | 62% |
With pyridine | |
With pyridine for 24h; Ambient temperature; Yield given; |
ethyl 3-hydroxy-heptanoate
1-acetoxyhexadeca-7Z,11E-diene
Conditions | Yield |
---|---|
Multistep reaction; |
11-(Z/E)-Hexadecen-7-yn-1-yl acetate
A
(7Z,11Z)-7,11-hexadecadien-1-yl acetate
B
1-acetoxyhexadeca-7Z,11E-diene
Conditions | Yield |
---|---|
With quinoline; hydrogen; Pd-BaSO4 In methanol under 3800 Torr; Ambient temperature; Yield given. Yields of byproduct given; |
2-[((7Z,11Z)-Hexadeca-7,11-dienyl)oxy]-tetrahydro-pyran
acetyl chloride
A
(7Z,11Z)-7,11-hexadecadien-1-yl acetate
B
1-acetoxyhexadeca-7Z,11E-diene
Conditions | Yield |
---|---|
In acetic acid for 0.5h; Ambient temperature; Yield given. Yields of byproduct given. Title compound not separated from byproducts; | |
In acetic acid for 3h; Ambient temperature; Yield given. Yields of byproduct given. Title compound not separated from byproducts; |
7,11-hexadecadienal
acetyl chloride
A
(7Z,11Z)-7,11-hexadecadien-1-yl acetate
B
1-acetoxyhexadeca-7Z,11E-diene
Conditions | Yield |
---|---|
In pyridine at 0℃; for 0.166667h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; |
acetic acid 7-oxo-heptyl ester
<(E)-4-Nonenyl>-triphenylphosphonium-bromid
A
1-acetoxyhexadeca-7Z,11E-diene
B
(7Z,11Z/E)-7,11-hexadecadienyl acetate
Conditions | Yield |
---|---|
With sodium hexamethyldisilazane 1.) THF, RT, 1 h, 2.) THF, from -60 to -50 deg C, 6 h; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; |
2-[(6-bromohexyl)oxy]tetrahydro-2H-pyran
1-acetoxyhexadeca-7Z,11E-diene
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 1) LiNH2 / 1) NH3(l), 3 h; 2) abs THF, 20-25 deg C, 13 h. 2: 80 percent / nickel acetate, NaBH4, ethylene diamine / ethanol 3: 80 percent / pyridinium chlorochromate / CH2Cl2 4: 1) butyllithium, 2) butyllithium, 3) ethanol / 1) abs. THF, hexan, -30 deg C, 90 min; 2) abs. THF, hexan, 40 min at -60 deg C and 15 min at -30 deg C; 3) 30 min at -30 deg C and 24 h at -40 deg C. 5: 92 percent / glacial acetic acid / Heating View Scheme | |
Multi-step reaction with 5 steps 1: 76 percent / LiNH2, NH3 (liquid) / tetrahydrofuran / 5 h 2: ethylene diamine, H2 / Ni(OAc)2.4H2O, NaBH4 / ethanol; H2O 3: 90 percent / pyridine, CrO3 / CH2Cl2 / 0.25 h 4: 1.) n-BuLi / 1.) ether, hexane, RT, 1 h; 2.) ether, hexane, -40 deg C, 80 min 5: acetic acid / 3 h / Ambient temperature View Scheme |
pent-1-yn-5-ol
1-acetoxyhexadeca-7Z,11E-diene
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 1) LiNH2 / 1) NH3(l), 3 h; 2) abs THF, 20-25 deg C, 13 h. 2: 80 percent / nickel acetate, NaBH4, ethylene diamine / ethanol 3: 80 percent / pyridinium chlorochromate / CH2Cl2 4: 1) butyllithium, 2) butyllithium, 3) ethanol / 1) abs. THF, hexan, -30 deg C, 90 min; 2) abs. THF, hexan, 40 min at -60 deg C and 15 min at -30 deg C; 3) 30 min at -30 deg C and 24 h at -40 deg C. 5: 92 percent / glacial acetic acid / Heating View Scheme | |
Multi-step reaction with 5 steps 1: 76 percent / LiNH2, NH3 (liquid) / tetrahydrofuran / 5 h 2: ethylene diamine, H2 / Ni(OAc)2.4H2O, NaBH4 / ethanol; H2O 3: 90 percent / pyridine, CrO3 / CH2Cl2 / 0.25 h 4: 1.) n-BuLi / 1.) ether, hexane, RT, 1 h; 2.) ether, hexane, -40 deg C, 80 min 5: acetic acid / 3 h / Ambient temperature View Scheme | |
Multi-step reaction with 6 steps 1: 81 percent / LiNH2, NH3 (liquid) / 4 h 2: H2, Na/NH3 / Ni(OAc)2.4H2O, NaBH4 3: 81 percent / triphenylphosphine, Br2, pyridine / CH2Cl2; CCl4 / Ambient temperature 4: acetonitrile / Heating 5: 1.) 2M dimsyl sodium / 1.) THF, DMSO, RT, 30 min; 2.) THF, DMSO, a.) -30 deg C up to RT, RT 6: acetic acid View Scheme |