ChemicalBook Product Catalog Organic Chemistry Hydrocarbons and derivatives Hydrocarbon halides 1,4-Dibromopentane

1,4-Dibromopentane

1,4-Dibromopentane Basic information
Product Name:1,4-Dibromopentane
Synonyms:1,4-DibroMopentane, 97% 25GR;1,4-DIBROMOPENTANE;(RS)-1,4-Dibromopentane;1,4-dibromo-pentan;1,4-DibromopentaneDISC 05/09/02;pentane,1,4-dibromo-;1,4-Dibromopentane,97%;1,4-Dibrompentan
CAS:626-87-9
MF:C5H10Br2
MW:229.94
EINECS:210-967-2
Product Categories:Alkyl;Halogenated Hydrocarbons;Organic Building Blocks
Mol File:626-87-9.mol
1,4-Dibromopentane Structure
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
Fp >110°C
storage temp. 2-8°C
form clear liquid
color Colorless to Light orange to Yellow
Specific Gravity1.687
Water Solubility Insoluble in water.
BRN 605295
CAS DataBase Reference626-87-9(CAS DataBase Reference)
NIST Chemistry ReferencePentane, 1,4-dibromo-(626-87-9)
EPA Substance Registry SystemPentane, 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 Information
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1,4-Dibromopentane English
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1,4-Dibromopentane Usage And Synthesis
Chemical Propertiesclear colorless to light yellow-brown liquid with a wine smell.
Uses1,4-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.
Preparation1,4-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
1,4-Dibromopentane Preparation Products And Raw materials
Raw materialsPentane-->Bromide-->2-Methyltetrahydrofuran-->2,4-DIBROMOPENTANE
Preparation Products2-(4-BROMOPENTYL)-1H-ISIONDOLE-1,3(2H)DIONE
BROMO(3-BROMO-1-ADAMANTYL)ACETIC ACID 1-BROMO-3-(1-BROMOETHYL)ADAMANTANE 1,2,5,6-TETRABROMOHEXANE 3,5,7,8-TETRABROMOPERFLUOROOCTANENITRILE Dimethyl2,2'-Dibromoadipate 3,9,10-TRIBROMO-(-)-CAMPHOR 1,2,3,4,5-Pentabromo-6-chlorocyclohexane 1,4-DIBROMO-2-CHLORO-1,1,2-TRIFLUOROOCTANE 3-BROMO-7-(BROMOMETHYL)-1,7-DIMETHYLBICYCLO[2.2.1]HEPTAN-2-ONE 1,4-DIBENZOYL-1,4-DIBROMOBUTANE 1,4-DIBROMOCYCLOHEXANE 2,5-DIBROMOADIPIC ACID HEXABROMOSTEARIC ACID 1-BROMO-3-(BROMOMETHYL)ADAMANTANE 2,5-DIBROMO-3,4-HEXANEDIONE, 95 (+)-3,9-DIBROMOCAMPHOR (6,7-DIBROMO-2-AZABICYCLO[2.2.1]HEPT-2-YL)(PHENYL)METHANONE DIMETHYL 1,4-DIBROMOCYCLOHEXANE-1,4-DICARBOXYLATE
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