(Z)-11-Hexadecenol supplier | CasNO.56683-54-6

Name
(Z)-hexadec-11-en-1-ol
EINECS
CAS No. 56683-54-6
Article Data40
CAS DataBase
Density 0.847±0.06 g/cm3 (20 ºC 760 Torr)
Solubility
Melting Point
Formula C16H32 O
Boiling Point 309°C at 760 mmHg
Molecular Weight 240.429
Flash Point 134.9°C
Transport Information
Appearance
Safety Low toxicity by ingestion. When heated to decomposition it emits acrid smoke and irritating vapors.
Risk Codes
Molecular Structure
Hazard Symbols Low toxicity by ingestion.
Synonyms 11-Hexadecen-1-ol,(Z)-; (Z)-11-Hexadecen-1-ol; (Z)-11-Hexadecenol; cis-11-Hexadecen-1-ol
PSA 20.23000
LogP 5.23600

Synthetic route

: 34010-21-4
(Z)-11-hexadecen-1-yl acetate

: 56683-54-6
(Z)-11-hexadecen-1-ol

Conditions

Conditions	Yield
With sodium hydroxide In ethanol for 1h; Heating;	97%
Hydrolysis;
With Tris-HCl buffer; antennal esterase from Sesamia nonagrioides In ethanol at 32℃; for 1h; pH=8.0; Enzyme kinetics;

: 2416-20-8
(11Z)-hexadec-11-enoic acid

: 56683-54-6
(Z)-11-hexadecen-1-ol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In diethyl ether for 5h;	96%

: 65686-49-9
11-hexadecyn-1-ol

: 56683-54-6
(Z)-11-hexadecen-1-ol

Conditions

Conditions	Yield
With bis(cyclopentadienyl)titanium dichloride; isobutylmagnesium bromide	92%
With sodium tetrahydroborate; Ni(CH3CO2)4H2O; hydrogen; diethylamine In ethanol	91%
With hydrogen; P2Ni	87%

: 99159-89-4
(Z)-2-(hexadec-11-en-1-yloxy)tetrahydro-2H-pyran

: 56683-54-6
(Z)-11-hexadecen-1-ol

Conditions

Conditions	Yield
With pyridinium p-toluenesulfonate In ethanol at 80℃;	92%
With pyridinium p-toluenesulfonate In methanol at 55℃; for 6h;	52%
With hydrogenchloride In methanol

: 592-41-6
1-hexene

: 68760-58-7
11-eicosenol

: 56683-54-6
(Z)-11-hexadecen-1-ol

Conditions

Conditions	Yield
With C32H41N3O4Ru In tetrahydrofuran at 20℃; Inert atmosphere; Glovebox; chemoselective reaction;	76%

: tetrakis(11-hydroxyundecyl)phosphanium bromide

: 56683-54-6
(Z)-11-hexadecen-1-ol

Conditions

Conditions	Yield
With polytetrafluoroethylene; pentanal; sodium ethanolate In tetrahydrofuran at 90 - 95℃; for 24h;	75%

: 69820-25-3
(Z)-hexadec-5-ene

A: 56683-54-6
(Z)-11-hexadecen-1-ol

B: 106463-48-3
Δ5-hexadecenol

Conditions

Conditions	Yield
With CYP52A13 hydroxylase enzyme; oxygen In water at 30℃; Reagent/catalyst;	A 74.4% B 27.6%
With CYP52A3 hydroxylase enzyme; oxygen In water at 30℃; Reagent/catalyst;	A 33.2% B 66.8%

: 1,11-hexadecadiene

: 56683-54-6
(Z)-11-hexadecen-1-ol

Conditions

Conditions	Yield
With sodium hydroxide; sodium tetrahydroborate; dihydrogen peroxide; ethyl acetate; calcium chloride In tetrahydrofuran 1.) reflux, 12 h then rt., 48 h; 2.) reflux, 7 h; 3.) 1.5 h;	68%
With sodium hydroxide; calcium borohydride; dihydrogen peroxide; ethyl acetate In tetrahydrofuran for 7h; Product distribution; Mechanism; Heating; var. alkene, metal borohydride;	68%

: 110-62-3
pentanal

: 19101-00-9
(11‑hydroxyundecyl)triphenylphosphonium bromide

: 56683-54-6
(Z)-11-hexadecen-1-ol

Conditions

Conditions	Yield
Stage #1: (11‑hydroxyundecyl)triphenylphosphonium bromide With sodium hexamethyldisilazane In tetrahydrofuran at -78℃; for 1h; Inert atmosphere; Schlenk technique; Stage #2: pentanal In tetrahydrofuran at 20℃; for 24h;	54%
With sodium amide 1.) THF, 25 deg C, 30 min, 2.) -80 deg C to 25 deg C, 15 min; Yield given. Multistep reaction;

: 65734-21-6, 82294-54-0
(11Z)-hexadeca-1,11-diene

: 56683-54-6
(Z)-11-hexadecen-1-ol

Conditions

Conditions	Yield
With 9-borabicyclo[3.3.1]nonane dimer In tetrahydrofuran
With sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; dihydrogen peroxide 1. THF, r.t., 5 h, 2. r.t., 17 h; Yield given. Multistep reaction;

: 110-62-3
pentanal

: 19101-00-9
(11‑hydroxyundecyl)triphenylphosphonium bromide

A: 56683-54-6
(Z)-11-hexadecen-1-ol

B: 61301-56-2
trans-11-hexadecen-1-ol

Conditions

Conditions	Yield
With sodium hydride; dimethyl sulfoxide In tetrahydrofuran for 0.5h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

...Expand

: 53939-28-9
(Z)-11-hexadecenal

: 56683-54-6
(Z)-11-hexadecen-1-ol

Conditions

Conditions	Yield
With sodium tetrahydroborate In methanol at 0℃; for 2h;	0.91 g
With lithium aluminium tetrahydride
With sodium tetrahydroborate In methanol at 20℃; for 1h;

: 822-05-9
(11Z)-hexadecenoic acid methyl ester

: 56683-54-6
(Z)-11-hexadecen-1-ol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In diethyl ether for 3h; Heating;

: 71570-81-5
7-bromo-1-(1-ethoxy)ethoxyheptane

: 83165-98-4
1-tosyloxynon-4Z-ene

: 56683-54-6
(Z)-11-hexadecen-1-ol

Conditions

Conditions	Yield
Multistep reaction;

: 86426-73-5
hexadec-11-ynal

: 56683-54-6
(Z)-11-hexadecen-1-ol

Conditions

Conditions	Yield
With 9-borabicyclo[3.3.1]nonane dimer; acetic acid 1.) THF, 0-5 deg C, 24 h, 2.) reflux, 9 h; Multistep reaction;

: 51309-10-5
10-chlorodecanol

: 56683-54-6
(Z)-11-hexadecen-1-ol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.) lithium amide / 1.) HMPTA, RT, 1.5 h, 2.) HMPTA, 25 deg C, 8 h 2: 91 percent / NaBH4, diethylamine, Ni(CH3CO2)4H2O, hydrogen / ethanol View Scheme

: 693-02-7
hex-1-yne

[Co2(CO)8]: [Co2(CO)8]

: 56683-54-6
(Z)-11-hexadecen-1-ol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.) lithium amide / 1.) HMPTA, RT, 1.5 h, 2.) HMPTA, 25 deg C, 8 h 2: 91 percent / NaBH4, diethylamine, Ni(CH3CO2)4H2O, hydrogen / ethanol View Scheme

: 17689-03-1
1-hexynyllithium

: 56683-54-6
(Z)-11-hexadecen-1-ol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: HMPA / tetrahydrofuran 2: p-toluenesulfonic acid / methanol 3: H2 / Pd/BaSO4 View Scheme
Multi-step reaction with 3 steps 1: 85 percent 2: 1) O3, 2) NaBH4 / 1) cyclohexane, MeOH 3: 92 percent / i-BuMgBr, Cp2TiCl2 View Scheme

: 51795-88-1
1-bromo-10-(tetrahydropyranyloxy)decane

: 56683-54-6
(Z)-11-hexadecen-1-ol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: HMPA / tetrahydrofuran 2: p-toluenesulfonic acid / methanol 3: H2 / Pd/BaSO4 View Scheme
Multi-step reaction with 3 steps 1.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -30 - 0 °C / Inert atmosphere 1.2: 16 h / Reflux 2.1: potassium hydroxide; palladium diacetate / N,N-dimethyl-formamide / 16 h / 145 °C / Sealed tube 3.1: toluene-4-sulfonic acid / methanol / 16 h / 20 °C 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

: 73784-65-3
2-(hexadec-11-yn-1-yloxy)tetrahydro-2H-pyran

: 56683-54-6
(Z)-11-hexadecen-1-ol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: p-toluenesulfonic acid / methanol 2: H2 / Pd/BaSO4 View Scheme
Multi-step reaction with 2 steps 1: p-TsOH / methanol 2: 87 percent / H2 / P2Ni View Scheme
Multi-step reaction with 2 steps 1: 5% Pd/C; hydrogen; quinoline / pentane / 18 h / 0 - 20 °C 2: toluene-4-sulfonic acid / methanol / 0.5 h / 70 °C View Scheme
Multi-step reaction with 2 steps 1: potassium hydroxide; palladium diacetate / N,N-dimethyl-formamide / 16 h / 145 °C / Sealed tube 2: toluene-4-sulfonic acid / methanol / 16 h / 20 °C 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

: 7766-50-9
1-undecen-11-ylbromide

: 56683-54-6
(Z)-11-hexadecen-1-ol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 85 percent 2: 1) O3, 2) NaBH4 / 1) cyclohexane, MeOH 3: 92 percent / i-BuMgBr, Cp2TiCl2 View Scheme

: 114971-83-4
heptadec-1-en-12-yne

: 56683-54-6
(Z)-11-hexadecen-1-ol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1) O3, 2) NaBH4 / 1) cyclohexane, MeOH 2: 92 percent / i-BuMgBr, Cp2TiCl2 View Scheme
Multi-step reaction with 2 steps 1: 1.) 2percent O3 in O2; 2.) sodium tetrahydroborate / 1.) cyclohexane, methanol; 2.) room temp., 15 h 2: 1.) isobutylmagnesium bromide; 2.) C5H5TiCl2 / 1.) diethyl ether, 0 deg C, 15 min; 2.) room temp., 1-1,5 h View Scheme

: 1611-56-9
1-Bromo-11-hydroxyundecane

: 56683-54-6
(Z)-11-hexadecen-1-ol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 90 percent / acetonitrile 2: DMSO, NaH / tetrahydrofuran / 0.5 h View Scheme
Multi-step reaction with 2 steps 1.1: acetonitrile / 48 h / Inert atmosphere; Reflux 2.1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere; Schlenk technique 2.2: 24 h / 20 °C View Scheme

: 59499-28-4
(Z)-4-nonen-1-ol

: 56683-54-6
(Z)-11-hexadecen-1-ol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 95 percent / 6.5 h / -5 - 0 °C View Scheme
Multi-step reaction with 3 steps 1: pyridine 2: dilithium tetrachlorocuprate; magnesium / tetrahydrofuran 3: pyridinium p-toluenesulfonate / ethanol / 80 °C View Scheme

: 83165-97-3
(Z)-4-Nonenyl acetate (Z)-3-Nonenyl acetate (Z)-3-Nonenyl acetate (Z)-3-Nonenyl acetate (Z)-3-nonenyl acetate

: 56683-54-6
(Z)-11-hexadecen-1-ol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 54 percent / KOH / H2O; methanol / 24 h / Ambient temperature 2: 95 percent / 6.5 h / -5 - 0 °C View Scheme

: 13019-22-2
9-Decen-1-ol

: 56683-54-6
(Z)-11-hexadecen-1-ol

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: pyridine / Ambient temperature 3: 1.) 9-borabicyclo<3.3.1>nonane (9-BBN), 2.) methanol, glacial acetic acid / 1.) THF, 0 deg C, 48 h, 2.) 25 deg C, 1 h 4: 97 percent / 10percent aq. sodium hydroxide / ethanol / 1 h / Heating View Scheme

: 50816-18-7
9-decen-1-yl acetate

: 56683-54-6
(Z)-11-hexadecen-1-ol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 2: 1.) 9-borabicyclo<3.3.1>nonane (9-BBN), 2.) methanol, glacial acetic acid / 1.) THF, 0 deg C, 48 h, 2.) 25 deg C, 1 h 3: 97 percent / 10percent aq. sodium hydroxide / ethanol / 1 h / Heating View Scheme

: 53596-80-8
Hexadec-11-ynyl acetate

: 56683-54-6
(Z)-11-hexadecen-1-ol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.) 9-borabicyclo<3.3.1>nonane (9-BBN), 2.) methanol, glacial acetic acid / 1.) THF, 0 deg C, 48 h, 2.) 25 deg C, 1 h 2: 97 percent / 10percent aq. sodium hydroxide / ethanol / 1 h / Heating View Scheme

: 32359-01-6
hexenylmagnesium bromide

: 56683-54-6
(Z)-11-hexadecen-1-ol

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: diethyl ether / 4 h / 0 - 2 °C 2: 79 percent / pyridine / 1.) -5 deg C, 6 h; 2.) 0 deg C, 12 h 3: 53 percent / sodium iodide, zinc dust / tetrahydrofuran / 1.) 65-70 deg C, 3 h; 2.) 20 deg C, 3 h 4: 1.) 2percent O3 in O2; 2.) sodium tetrahydroborate / 1.) cyclohexane, methanol; 2.) room temp., 15 h 5: 1.) isobutylmagnesium bromide; 2.) C5H5TiCl2 / 1.) diethyl ether, 0 deg C, 15 min; 2.) room temp., 1-1,5 h View Scheme

Yield

Multi-step reaction with 5 steps
1: diethyl ether / 4 h / 0 - 2 °C
2: 79 percent / pyridine / 1.) -5 deg C, 6 h; 2.) 0 deg C, 12 h
3: 53 percent / sodium iodide, zinc dust / tetrahydrofuran / 1.) 65-70 deg C, 3 h; 2.) 20 deg C, 3 h
4: 1.) 2percent O3 in O2; 2.) sodium tetrahydroborate / 1.) cyclohexane, methanol; 2.) room temp., 15 h
5: 1.) isobutylmagnesium bromide; 2.) C5H5TiCl2 / 1.) diethyl ether, 0 deg C, 15 min; 2.) room temp., 1-1,5 h
View Scheme

: 56683-54-6
(Z)-11-hexadecen-1-ol

: 75-36-5
acetyl chloride

: 34010-21-4
(Z)-11-hexadecen-1-yl acetate

Conditions

Conditions	Yield
With pyridine In benzene for 4h; Heating;	98.5%

: 56683-54-6
(Z)-11-hexadecen-1-ol

: 108-24-7
acetic anhydride

: 34010-21-4
(Z)-11-hexadecen-1-yl acetate

Conditions

Conditions	Yield
With pyridine for 12h; Ambient temperature;	98%
With pyridine at 0℃; for 3h;	97%
With triethylamine In dichloromethane at 20℃; for 8h; Inert atmosphere; Schlenk technique; Cooling with ice;	94%

: 56683-54-6
(Z)-11-hexadecen-1-ol

: 80763-04-8
(Z)-11-Hexadecenyl bromide

Conditions

Conditions	Yield
With pyridine; bromine; triphenylphosphine In dichloromethane at -30 - 20℃;	96%
Bromination;
Multi-step reaction with 2 steps 1: 85 percent / Et3N / CH2Cl2 / 1.5 h / 20 °C 2: 64 percent / LiBr / acetone / 3 h / Heating View Scheme

: 56683-54-6
(Z)-11-hexadecen-1-ol

: 53939-28-9
(Z)-11-hexadecenal

Conditions

Conditions	Yield
Stage #1: (Z)-11-hexadecen-1-ol With oxalyl dichloride In dichloromethane; dimethyl sulfoxide at -78℃; for 0.333333h; Swern Oxidation; Inert atmosphere; Stage #2: With triethylamine In dichloromethane; dimethyl sulfoxide at -78 - 20℃; Inert atmosphere; chemoselective reaction;	95%
With PyrCrO3HCl In dichloromethane for 2h; Ambient temperature;	93%
With sodium hypochlorite; TEMPOL; tetra(n-butyl)ammonium hydrogensulfate In toluene at 20 - 22℃; for 0.158333h; Reagent/catalyst; Temperature;	85%

: 79-43-6
dichloro-acetic acid

: 56683-54-6
(Z)-11-hexadecen-1-ol

: Z-11-hexadecenyl-2,2-dichloroacetate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide Acylation;	92%

: 56683-54-6
(Z)-11-hexadecen-1-ol

: 124-63-0
methanesulfonyl chloride

: 107097-24-5
(Z)-hexadec-11-enyl methanesulfonate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0℃; for 0.666667h;	90%
With triethylamine In dichloromethane at 20℃; for 1.5h;	85%

: 381-73-7
Difluoroacetic acid

: 56683-54-6
(Z)-11-hexadecen-1-ol

: Z-11-hexadecenyl-2,2-difluoroacetate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide Acylation;	88%

: 56683-54-6
(Z)-11-hexadecen-1-ol

: 79-11-8
chloroacetic acid

: Z-11-hexadecenylmono-2-chloroacetate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide Acylation;	85%

: 56683-54-6
(Z)-11-hexadecen-1-ol

: 107-21-1
ethylene glycol

: 65686-49-9
11-hexadecyn-1-ol

Conditions

Conditions	Yield
With sodium hydroxide; bromine	80%

: 56683-54-6
(Z)-11-hexadecen-1-ol

: 79-08-3
bromoacetic acid

: Z-11-hexadecenylmono-2-bromoacetate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide Acylation;	77%

: 144-49-0
Fluoroacetic acid

: 56683-54-6
(Z)-11-hexadecen-1-ol

: (Z)-11-Hexadecenyl fluoroacetate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide Acylation;	69%

: 56683-54-6
(Z)-11-hexadecen-1-ol

: 76-02-8
Trichloroacetyl chloride

: (Z)-11-Hexadecenyl trichloroacetate

Conditions

Conditions	Yield
With pyridine Acylation;	69%

: 56683-54-6
(Z)-11-hexadecen-1-ol

: 407-25-0
trifluoroacetic anhydride

: Z-11-hexadecenyl-2,2,2-trifluoroacetate

Conditions

Conditions	Yield
With pyridine Acylation;	49%

: 56683-54-6
(Z)-11-hexadecen-1-ol

: 3197-61-3
N-formylimidazole

: 65202-09-7
(Z)-11-hexadecenyl formate

Conditions

Conditions	Yield
With imidazolyl sodium In tetrahydrofuran at 70℃; for 3h;

: 56683-54-6
(Z)-11-hexadecen-1-ol

: 10-((2S,3R)-3-Butyl-oxiranyl)-decan-1-ol

Conditions

Conditions	Yield
With 3-chloro-benzenecarboperoxoic acid In dichloromethane for 24h;

(Z)-11-Hexadecenol Chemical Properties

Chemistry informtion about (Z)-11-Hexadecenol (CAS NO.56683-54-6) is:
IUPAC Name: (Z)-Hexadec-11-En-1-Ol
Synonyms: (Z)-Hexadec-11-En-1-Ol ; Cis-11-Hexadecanol ; (Z)-11-Hexadecenol ; (11z)-11-Hexadecen-1-Ol ; (Z)-11-Hexadecen-1-Ol
MF: C₁₆H₃₂O
MW: 240.42468
EINECS: 260-337-6
Density: 0.847 g/cm³
Flash Point: 134.9 °C
Boiling Point: 309 °C at 760 mmHg
Vapour Pressure: 5.97E-05 mmHg at 25°C
Enthalpy of Vaporization: 63.74 kJ/mol
Following is the molecular structure of (Z)-11-Hexadecenol (CAS NO.56683-54-6) is:

(Z)-11-Hexadecenol Toxicity Data With Reference

orl-rat LD50:>5600 mg/kg

HBPTO* Handbook of pesticide toxicology. 1 (2001),142.

(Z)-11-Hexadecenol Safety Profile

Low toxicity by ingestion. When heated to decomposition it emits acrid smoke and irritating vapors.

Product Name

(Z)-hexadec-11-en-1-ol

Synthetic route

(Z)-11-Hexadecenol Chemical Properties

(Z)-11-Hexadecenol Toxicity Data With Reference

(Z)-11-Hexadecenol Safety Profile

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