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928-96-1

Basic Information
CAS No.: 928-96-1
Name: 3-Hexen-1-ol, (3Z)-
Article Data: 85
Cas Database
Molecular Structure:
Molecular Structure of 928-96-1 (3-Hexen-1-ol, (3Z)-)
Formula: C6H12O
Molecular Weight: 100.161
Synonyms: 3-Hexen-1-ol,(Z)- (8CI);3-Hexen-1-ol, cis- (5CI);(3Z)-3-Hexen-1-ol;(3Z)-Hexenol;(Z)-3-Hexen-1-ol;(Z)-3-Hexenol;(Z)-Hex-3-en-1-ol;3Z-Hexen-1-ol;Blaetteralkohol;ENT 25091;Folic alcohol;Green leaf alcohol;cis-3-Hexen-1-ol;cis-3-Hexene-1-ol;cis-3-Hexenol;
EINECS: 213-192-8
Density: 0.843 g/cm3
Melting Point: -60oC
Boiling Point: 156.5 °C at 760 mmHg
Flash Point: 44.4 °C
Solubility: insoluble in water
Appearance: colourless liquid
Hazard Symbols: FlammableF
Risk Codes: 10
Safety: 16
Transport Information: UN 1987 3/PG 3
PSA: 20.23000
LogP: 1.33500
Synthetic route
1002-28-4

3-hexyn-1-ol

928-96-1

(Z)-3-Hexen-1-ol

Conditions
ConditionsYield
With hydrogen; N,N′-bis(salicylidene)-ethylenediamino‑palladium In pyridine for 0.283333h;100%
With hydrogen; copper-palladium; silica gel In ethanol at 25℃; under 760.051 Torr;99%
With trichlorosilane; silica gel; acetic acid; tetrakis(triphenylphosphine) palladium(0) In dichloromethane for 3h; Ambient temperature;96%
1002-28-4

3-hexyn-1-ol

A

928-96-1

(Z)-3-Hexen-1-ol

B

111-27-3

hexan-1-ol

Conditions
ConditionsYield
With hydrogen; copper-palladium; silica gel In ethanol at 25℃; under 760 Torr; Kinetics;A 99%
B n/a
With hydrogen In methanol at 30℃; under 760.051 Torr; for 3h;A 99%
B 1%
With hydrogen In methanol at 20℃; under 150.015 - 900.09 Torr; for 0.0116667h; Inert atmosphere; Schlenk technique; Green chemistry;A n/a
B n/a
111-28-4

2,4-hexadiene-1-ol

A

928-96-1

(Z)-3-Hexen-1-ol

B

928-97-2

(E)-3-hexen-1-ol

D

111-27-3

hexan-1-ol

Conditions
ConditionsYield
With hydrogen; (methyl benzoate)Cr(CO)6 In methanol at 190 - 200℃; under 36775.4 Torr; for 2h;A 92.5%
B 4.6%
C 2.3%
D 0.6%
With hydrogen; (1,2,4,5-tetramethylbenzene)tricarbonylchromium(0) In methanol at 190 - 200℃; under 36775.4 Torr; for 4h; Product distribution; other arene ligands, other solvents; also in absence of arene ligands;
1002-28-4

3-hexyn-1-ol

A

928-96-1

(Z)-3-Hexen-1-ol

B

928-97-2

(E)-3-hexen-1-ol

C

111-27-3

hexan-1-ol

Conditions
ConditionsYield
With hydrogen In methanol at 20℃; under 1800.18 Torr; Catalytic behavior; Reagent/catalyst;A 88%
B n/a
C n/a
With hydrogen; poly(N-vinyl-2-pyrrolidone)-stabilised Pd-nanoclusters In methanol at 29℃;
With hydrogen In isopropyl alcohol at 30℃; under 2250.23 Torr; for 20h; Autoclave; optical yield given as %de; stereoselective reaction;
17102-64-6

Sorbyl alcohol

928-96-1

(Z)-3-Hexen-1-ol

Conditions
ConditionsYield
With Na12(Ga4(1,5-bis(2,3-dihydroxybenzamido)naphthalene))6; [(DMPE)Rh(COD)][BF4]; hydrogen In water-d2 at 20℃; for 12h;84%
With hydrogen; chromium(0) hexacarbonyl In hexane at 160 - 180℃; under 38000 - 60800 Torr; for 4h;
With hydrogen; [(η5-C5Me5)Ru(η4-MeCH=CHCH=CHCO2H)] triflate In ethylene glycol at 40℃; under 15001.5 Torr; for 0.42h; Catalytic hydrogenation;
6789-80-6

(3Z)-hexenal

928-96-1

(Z)-3-Hexen-1-ol

Conditions
ConditionsYield
With 1% Rh/Al2O3; hydrogen; iron In ethanol at 120℃; under 15001.5 Torr; for 4h; Reagent/catalyst; Temperature; Pressure; Solvent; Autoclave;80.35%
With aldehyde reductase; nicotinamide adenine dinucleotide phosphate Enzymatic reaction;
55230-25-6

6-methyl-3,6-dihydro-2H-pyran

928-96-1

(Z)-3-Hexen-1-ol

Conditions
ConditionsYield
With calcium; ethylenediamine at 90℃; for 8h;60%
627-27-0

homoalylic alcohol

96-10-6

diethylaluminium chloride

A

589-35-5, 20281-83-8

3-methyl-1-pentanol

B

928-96-1

(Z)-3-Hexen-1-ol

C

928-97-2

(E)-3-hexen-1-ol

D

71-36-3

butan-1-ol

E

111-27-3

hexan-1-ol

Conditions
ConditionsYield
With titanium tetrachloride In dichloromethane at -45℃; for 2h; Mechanism; Product distribution; variation of added base;A 13%
B 3%
C 18%
D 20%
E 21%
1002-28-4

3-hexyn-1-ol

A

928-96-1

(Z)-3-Hexen-1-ol

B

928-97-2

(E)-3-hexen-1-ol

Conditions
ConditionsYield
With Pd-BaSO4; benzene at 50℃; Hydrogenation;
With lithium; Trimethylenediamine at 25℃; for 2h;
With palladium/highly-ordered mesoporous silica supported 3-D pore network(3.7) 1-phenylethan-1-amine 0.02 for 2.91667h;
With hydrogen In methanol at 20℃; under 862.586 Torr; for 8h; Catalytic behavior; Flow reactor;A n/a
B n/a
98486-14-7

cis/trans-3-chloro-2-ethyltetrahydrofuran

A

928-96-1

(Z)-3-Hexen-1-ol

B

928-97-2

(E)-3-hexen-1-ol

Conditions
ConditionsYield
With samarium diiodide In tetrahydrofuran Product distribution; Heating; using dipolar-aprotic cosolvents;
With samarium diiodide In tetrahydrofuran for 5h; Heating; Yield given. Yields of byproduct given;
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  • cis-3-Hexen-1-ol

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Chemistry

IUPAC Name:(Z)-hex-3-en-1-ol
Molecular Formula:C6H12O
Molecular Weight:100.18
EINECS:213-192-8
Density:0.848g/mL at 25 °C(lit.)
Boiling Point:156-157 °C
Flash Point:44 °C
Water Solubility:Insoluble
Appearance:Colourless liquid
cis-3-HEXENOL's(928-96-1) Synonyms: (3Z)-3-Hexen-1-ol;(z)-3-hexen-1-o;(Z)-3-Hexen-1-ol;(Z)-Hex-3-en-1-ol;(Z)-Hex-3-ene-1-ol;(Z)Hex-3-enol;1-Hydroxyhex-3-ene;3-(Z)-Hexenol 
cis-3-HEXENOL's(928-96-1) Molecular Structure:

Toxicity Data With Reference

1.   

orl-rat LD50:4700 mg/kg

   FCTXAV    Food and Cosmetics Toxicology. 12 (1974),909.
2.   

ipr-rat LD50:600 mg/kg

   FCTXAV    Food and Cosmetics Toxicology. 7 (1969),451.
3.   

orl-mus LD50:7000 mg/kg

   FCTXAV    Food and Cosmetics Toxicology. 7 (1969),451.
4.   

ipr-mus LD50:400 mg/kg

   FCTXAV    Food and Cosmetics Toxicology. 7 (1969),451.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

A poison by intraperitoneal route. Mildly toxic by ingestion. Flammable liquid. When heated to decomposition it emits acrid smoke and fumes. See also ALCOHOL, DENATURED; ALCOHOLS, C6-12; ALCOHOLS, C9-11; ALCOHOLS, C12-13, ETHOXYLATED; ALCOHOLS, C12-15, ETHOXYLATED; ALCOHOLS, C12-16, ETHOXYLATED; ALCOHOLS, C14-15, ETHOXYLATED; ALCOHOLS, C16-18, ETHOXYLATED; ALCOHOLS, C8-10, ETHOXYLATED PROPOXYLATED; ALCOHOLS, C12-15, ETHOXYLATED PROPOXYLATED; ALCOHOLS, N.O.S..

Safety Information of cis-3-HEXENOL(928-96-1)
Hazard Codes  F
Risk Statements  10
Safety Statements  16
RIDADR  UN 1987 3/PG 3
WGK Germany  1
RTECS  MP8400000
F  10
HazardClass  3
PackingGroup  III
HS Code  29052990