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765-17-3

Basic Information
CAS No.: 765-17-3
Name: bombykol
Article Data: 30
Molecular Structure:
Molecular Structure of 765-17-3 (bombykol)
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
Synthetic route
74502-09-3

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

765-17-3

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

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In ethanol at 70℃; for 4h;97.7%
220083-29-4

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

765-17-3

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

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran at 0℃; for 2h; Substitution;93%
With tetrabutyl ammonium fluoride In tetrahydrofuran at 0℃; for 4h;
765-21-9

(E)-10-hexadecen-12-yn-1-ol

765-17-3

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

Conditions
ConditionsYield
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
31849-75-9

(Z)-1-pentenyl bromide

87096-18-2

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

765-17-3

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

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium ethanolate In ethanol; benzene for 2.5h; Heating;82%
110897-15-9

(Z)-(1-pentenyl)-diisopropyloxyborane

87096-20-6

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

765-17-3

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

Conditions
ConditionsYield
With potassium hydroxide; PdL482%

C6H12ClMgO(1-)*Cl(1-)*Mg(2+)

94742-73-1

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

765-17-3

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

Conditions
ConditionsYield
With copper(I) bromide In tetrahydrofuran at 10℃; for 0.5h;76%
56904-95-1

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

56904-76-8

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

A

765-17-3

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

B

765-19-5

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

Conditions
ConditionsYield
With magnesium In tetrahydrofuran; diethyl ether at -30℃; for 1.5h;A 75%
B 20%
72621-48-8

chloro-8 trimethylsilyl oxy-1 octane

56904-76-8

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

A

765-17-3

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

B

765-19-5

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

Conditions
ConditionsYield
With magnesium In tetrahydrofuran; diethyl ether at -30℃; for 1.5h;A 75%
B 20%
270074-60-7

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

765-17-3

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

Conditions
ConditionsYield
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%
87096-20-6

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

87096-19-3

(Z)-1-pentenyldisiamylborane

765-17-3

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

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