5-Hexen-1-ol Chemical Properties

Melting point:

<-20°C

Boiling point:

78-80 °C/25 mmHg (lit.)

Density 

0.834 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.435(lit.)

FEMA 

4351 | 5-HEXENOL

Flash point:

117 °F

storage temp. 

Sealed in dry,2-8°C

solubility 

18.6g/l

form 

Liquid

pka

15.17±0.10(Predicted)

color 

Clear colorless

Specific Gravity

0.846

Odor

green

PH

7 (H2O)

Odor Type

green

Water Solubility 

Miscible with water.

JECFA Number

1623

BRN 

1236458

Stability:

Volatile

InChIKey

UIZVMOZAXAMASY-UHFFFAOYSA-N

LogP

1.50

CAS DataBase Reference

821-41-0(CAS DataBase Reference)

EPA Substance Registry System

5-Hexen-1-ol (821-41-0)

Safety Information

Hazard Codes 

F

Risk Statements 

10

Safety Statements 

16-24/25

RIDADR 

UN 1987 3/PG 3

WGK Germany 

1

F 

9

Hazard Note 

Flammable

TSCA 

Yes

HazardClass 

3

PackingGroup 

III

HS Code 

29052290

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

5-Hexen-1-ol Usage And Synthesis

Background

Enol is an important fine chemical, such as isophytol, folyl alcohol, etc. It can be further used as a critical intermediate for synthesizing medicines, pesticides, essences, spices and the like with high economic added values. It has a large market demand. 5-Hexen-1-ol is a common organic synthesis and medical intermediate and an essential raw material for chemical engineering and medicine.

Chemical Properties

Clear, colorless liquid with a green aroma.

Uses

5-Hexen-1-ol is used in cyclization to a tetrahydropyran by phenylselenoetherification. It is also used as a building block in synthetic chemistry. Further, it is used to prepare 6-bromo-hex-1-ene by reaction with phosphorus tribromide.

Preparation

5-hexen-1-ol may be prepared from 2-(chloromethyl)tetrahydropyran according to the literature procedure for the preparation of 4-penten-1-ol (Brooks, L. A.; Snyder, H. R. Org. Synth. Coll. Vol. III 1955, 698).

Application

5-Hexen-1-ol is used as a food flavouring agent and as a raw material in organic synthesis for cyclisation to other compounds such as tetrahydropyran via phenylselenide etherification.

Aroma threshold values

Medium strength odor; recommend smelling in a 10.00% solution or less

Synthesis

6-bromo-1-hexene is used as a raw material, and tetrabutylammonium bromide is used as a catalyst. In an acetonitrile solvent, it is heated to react with potassium acetate. The mixed solution is then cooled to room temperature (18-25°C), the reaction solution is concentrated under reduced pressure, and then water is added to dissolve; methyl tert-butyl ether is added and stirred to separate the layers, the water layer is extracted once with methyl tert-butyl ether, the organic phases are combined and filtered, and the filtrate is concentrated under reduced pressure. The concentrated solution begins to hydrolyze, and 15% alkaline aqueous solution and methanol are added to the concentrated solution. The mixture is stirred at room temperature to dissolve each other; after the hydrolysis is completed, the methanol is concentrated under reduced pressure. After concentration to dryness, the system begins to separate into layers, with an upper organic phase and a lower aqueous phase. The aqueous phase is extracted twice with dichloromethane, and the combined organic phases are concentrated under reduced pressure to obtain 5-Hexen-1-ol.

5-Hexen-1-ol(821-41-0)Related Product Information

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