1,4-Dibromopentane Chemical Properties

Melting point:

-34.4 °C (lit.)

Boiling point:

98-99 °C/25 mmHg (lit.)

Density 

1.687 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.508

Flash point:

>110°C

storage temp. 

2-8°C

form 

clear liquid

color 

Colorless to Light orange to Yellow

Specific Gravity

1.687

Water Solubility 

Insoluble in water.

BRN 

605295

CAS DataBase Reference

626-87-9(CAS DataBase Reference)

NIST Chemistry Reference

Pentane, 1,4-dibromo-(626-87-9)

EPA Substance Registry System

Pentane, 1,4-dibromo- (626-87-9)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-36/38-22

Safety Statements 

26-36-37/39

WGK Germany 

3

TSCA 

Yes

HS Code 

29033919

MSDS

• Language:English Provider:1,4-Dibromopentane
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

1,4-Dibromopentane Usage And Synthesis

Chemical Properties

clear colorless to light yellow-brown liquid with a wine smell.

Uses

1,4-Dibromopentane is used in the preparation of pharaoh ant trail pheromone stereoisomer, indolizidine alkaloid. It is also involved in the preparation 1,2-dimethyl-1-phenylcyclopentane and boc-L-2-amino-6-bromoheptanoic acid.

Preparation

1,4-Dibromopentane is synthesized by ring-opening bromination of 2-methyltetrahydrofuran with hydrobromic acid and sulfuric acid. First, add hydrobromic acid into the reaction pot for cooling, slowly add 2-methyltetrahydrofuran and sulfuric acid in turn under stirring, and finish the addition when the temperature does not exceed 40°C. The temperature was raised to 60°C, reacted for 2h, and then reacted at 80-85°C for 4h. After cooling, the bromide was separated and washed with water until neutral to obtain 1,4-dibromopentane as an oily substance. Yield 92.5%.

Synthesis Reference(s)

Journal of the American Chemical Society, 74, p. 917, 1952 DOI: 10.1021/ja01124a016

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