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| CAS No.: | 765-17-3 |
|---|---|
| Name: | bombykol |
| Molecular Structure: | |
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| Formula: | C16H30 O |
| Molecular Weight: | 238.414 |
| Synonyms: | 10,12-Hexadecadien-1-ol,(Z,E)- (8CI); 10,12-Hexadecadien-1-ol, trans-10,cis-12- (7CI);(E,Z)-10,12-Hexadecadien-1-ol; (E,Z)-10,12-Hexadecadienol; Bombycol; Bombykol;Hexadeca-10-trans,12-cis-dien-1-ol |
| Density: | 0.859g/cm3 |
| Boiling Point: | 298.3°C at 760 mmHg |
| Flash Point: | 133.5°C |
| PSA: | 20.23000 |
| LogP: | 5.01200 |

1-Tetrahydropyranyloxyhexadec-(E)10,(Z)12-diene


(10E,12Z)-hexadeca-10,12-dien-1-ol

| Conditions | Yield |
|---|---|
| With pyridinium p-toluenesulfonate In ethanol at 70℃; for 4h; | 97.7% |

(4Z,6E)-16-(tert-butyldimethylsilyl)oxy-4,6-hexadecadiene


(10E,12Z)-hexadeca-10,12-dien-1-ol

| Conditions | Yield |
|---|---|
| With tetrabutyl ammonium fluoride In tetrahydrofuran at 0℃; for 2h; Substitution; | 93% |
| With tetrabutyl ammonium fluoride In tetrahydrofuran at 0℃; for 4h; |

| Conditions | Yield |
|---|---|
| With water; silver; copper; zinc In methanol at 60 - 70℃; for 6.5h; | 90% |
| With quinoline; hydrogen; Lindlar's catalyst | |
| With hydrogen; Lindlar's catalyst In methanol |

(Z)-1-pentenyl bromide


(E)-(11-hydroxy-1-undecenyl)boronic acid


(10E,12Z)-hexadeca-10,12-dien-1-ol

| Conditions | Yield |
|---|---|
| With tetrakis(triphenylphosphine) palladium(0); sodium ethanolate In ethanol; benzene for 2.5h; Heating; | 82% |

(Z)-(1-pentenyl)-diisopropyloxyborane


(E)-11-hydroxy-1-undecenyl iodide


(10E,12Z)-hexadeca-10,12-dien-1-ol

| Conditions | Yield |
|---|---|
| With potassium hydroxide; PdL4 | 82% |


1-iodo, (E,Z)4,6-decadiene


(10E,12Z)-hexadeca-10,12-dien-1-ol

| Conditions | Yield |
|---|---|
| With copper(I) bromide In tetrahydrofuran at 10℃; for 0.5h; | 76% |

(bromo-8 octyloxy-1)-1, ethoxy-1 ethane


acetoxy-1 octadiene-2,4 (E,Z)

A

(10E,12Z)-hexadeca-10,12-dien-1-ol

B

(10E,12E)-hexadeca-10,12-dien-1-ol

| Conditions | Yield |
|---|---|
| With magnesium In tetrahydrofuran; diethyl ether at -30℃; for 1.5h; | A 75% B 20% |


chloro-8 trimethylsilyl oxy-1 octane


acetoxy-1 octadiene-2,4 (E,Z)

A

(10E,12Z)-hexadeca-10,12-dien-1-ol

B

(10E,12E)-hexadeca-10,12-dien-1-ol

| Conditions | Yield |
|---|---|
| With magnesium In tetrahydrofuran; diethyl ether at -30℃; for 1.5h; | A 75% B 20% |


(10E,12Z)-Hexadeca-1,10,12-triene


(10E,12Z)-hexadeca-10,12-dien-1-ol

| Conditions | Yield |
|---|---|
| Stage #1: (10E,12Z)-Hexadeca-1,10,12-triene With 9-borabicyclo[3.3.1]nonane dimer In tetrahydrofuran for 2h; Addition; Stage #2: With sodium hydroxide; dihydrogen peroxide In tetrahydrofuran at 25℃; for 2h; Oxidation; | 67% |

(E)-11-hydroxy-1-undecenyl iodide


(Z)-1-pentenyldisiamylborane


(10E,12Z)-hexadeca-10,12-dien-1-ol

| Conditions | Yield |
|---|---|
| With tetrakis(triphenylphosphine) palladium(0); sodium ethanolate In ethanol; benzene for 2.5h; Heating; | 50% |