626-88-0

Basic information

• Product Name: 1-Bromo-4-methylpentane
• Synonyms: 1-Bromo-4-methylpent;1-BroMo-4-Methylpentane,4-Methylpentyl BroMide;1-bromo-4-methyl-pentan;Br(CH2)3CH(CH3)2;1-BROMO-4-METHYLPENTANE;4-METHYLPENTYL BROMIDE;Bromomethylpentane;Isopentylmethyl bromide
• CAS NO: 626-88-0
• Molecular Formula: C₆H₁₃Br
• Molecular Weight: 165.07
• EINECS: 210-968-8
• Product Categories: Alkyl;Halogenated Hydrocarbons;Organic Building Blocks
• Mol File: 626-88-0.mol
• Article Data: 12

Chemical Properties

• Melting Point: -44.22°C (estimate)
• Boiling Point: 146 °C(lit.)
• Flash Point: 112 °F
• Appearance: Colorless liquid
• Density: 1.134 g/mL at 25 °C(lit.)
• Vapor Pressure: 5.59mmHg at 25°C
• Refractive Index: n20/D 1.446(lit.)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1-Bromo-4-methylpentane(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Bromo-4-methylpentane(626-88-0)
• EPA Substance Registry System: 1-Bromo-4-methylpentane(626-88-0)

Safety Data

• Hazard Codes: Xn,N
• Statements: 10-51/53-36-22
• Safety Statements: 16-36-61-26
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 626-88-0(Hazardous Substances Data)

Usage

Description

1-Bromo-4-methylpentane, also known as isopentyl bromide, is an organic compound with the chemical formula C6H13Br. It is a colorless liquid at room temperature and is soluble in organic solvents. 1-Bromo-4-methylpentane consists of a five-carbon alkane chain with a bromine atom attached to the fourth carbon and a methyl group on the first carbon.

Uses

Used in Organic Synthesis:
1-Bromo-4-methylpentane is used as an alkylating agent for the synthesis of various organic compounds. Its reactivity allows it to form new carbon-carbon bonds, making it a valuable intermediate in the production of complex organic molecules.
Used in Pharmaceutical Industry:
1-Bromo-4-methylpentane is used as a building block in the synthesis of pharmaceutical compounds. Its ability to form new bonds with other molecules makes it a useful precursor in the development of new drugs.
Used in Chemical Industry:
1-Bromo-4-methylpentane is used in the production of various chemicals, including diethyl 2-(4′-methylpentyl)malonate, 1,3-bis(4-(isopentyloxy)phenyl)urea, and 1,3-bis(4-(isopentyloxy)phenyl)thiourea. These compounds have applications in various fields, such as agriculture, materials science, and pharmaceuticals.

InChI:InChI=1/C6H13Br/c1-6(2)4-3-5-7/h6H,3-5H2,1-2H3

Upstream product

• 691-37-2 4-Methyl-1-pentene 
• 646-07-1 4-Methylpentanoic acid 
• 25415-67-2 ethyl isocaproate 
• 2412-80-8 methyl 4-methylpentanoate 
• 107-82-4 i-pentyl bromide 
• 626-89-1 4-Methyl-1-pentanol 

Downstream Products

• 14370-87-7 2-(4-methylpentyl)cyclohexanone 
• 93079-31-3 (7R,8R)-2-methyl-8-O-benzyl-7,8-octadecanediol 
• 1346258-52-3 (7R,8R)-2-methyl-8-O-tert-butyldiphenylsilyl-7,8-octadecanediol 
• 516-72-3 20(S)-hydroxycholesterol 
• 60148-94-9 (R)-2,6-dimethyl-heptanoic acid 
• 51311-41-2 (4R)-4-(hydroxymethyl)-3-(6-methylheptanoyl)dihydro-furan-2(3H)-one 
• 52648-04-1 1-bromo-6-methylheptane 
• 679841-41-9 (E)-(2R,3R,5S,2'R)-2-(6'-methylhept-2'-yl)-3-dimethyl(phenyl)silyl-5-methylcyclohexanone oxime acetate 
• 679841-65-7 (E)-(2R,3R,5S,2'R)-2-(6'-methylhept-2'-yl)-3-dimethyl(phenyl)silyl-5-methylcyclohexanone oxime acetate 
• 679841-64-6 (2R,3R,5S,2'R)-3-dimethyl(phenyl)silyl-5-methyl-2-(6'-methylhept-2'-yl)cyclohexanone oxime 
• 679841-40-8 (2R,3R,5S,2'R)-2-(6'-methylhept-2'-yl)-3-dimethyl(phenyl)silyl-5-methylcyclohexanone 
• 150-86-7 phytol 
• 6750-34-1 (3R,7R)-hexahydrofarnesol 
• 2724-56-3 isolauric acid 

Relevant articles and documents

A short synthesis of (Z)-15-methylhexadec-11-enoic acid

The biologically intriguing (Z)-15-methylhexadec-11-enoic acid, a component of Myxococcus xanthus and Cyamopsis tetragonolobus, has been synthesized in 19% overall yield via the Wittig reaction of 4-methyl-1-pentyltriphenylphosphonium bromide and 10-bromodecanal. The title compound displayed marginal cytotoxicity against human cervix carcinoma (HeLa) and Chinese hamster ovary (CHO) cells.

Synthesis of disparlure analogues, using resolution on microcrystalline cellulose triacetate-I

The gypsy moth, Lymantria dispar, uses a chiral epoxide, (+)-(7R,8S)-2-methyl-7,8-epoxyoctadecane, (+)-disparlure, as its main sex attractant. The moths can detect both enantiomers of disparlure and respond differently to each one. In an effort to understand the structure-activity relationships of the gypsy moth olfactory system, we prepared the analogues of (+)- and (-)-disparlure. The key intermediate in route to the analogues was 2-epoxytridecan-1-ol. Herein we report the resolution of 2-epoxytridecan-1-yl esters on microcrystalline cellulose triacetate and the synthesis of 5-oxa and (5Z)-ene analogues of (+)- and (-)-disparlure. An effort to make 5-aza analogues resulted in the formation of anti-5-(1-hydroxy-1-undecyl)-3-(3-methylbutyl) oxazolidin-2-one. The analogues were tested for their electroantennogram responses and for their ability to bind to pheromone-binding protein 1 (PBP1). We found that the 5-oxa analogues gave strong responses and that the antenna and the PBP1 no longer distinguish the enantiomers of the 5-oxa analogues. The analogues all bound the PBP1 with similar affinity to (-)-disparlure.

Asymmetric synthesis of A-factor

The synthesis of enantlopure A-factor ['autoregulatory factor'; (3R)-(-)-2-(6-methylheptanoyl)-3-hydroxymethylbutano-4-lactone] by the completely diastereoselective benzyloxymethylation of (4R)-3-(3-phenylpropanoyl)-4-isopropyloxazolidin-2-one is reported.