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

Uses

1-Bromo-4-methylpentane is an alkylating agent. It can be used in organic synthesis diethyl 2-(4′-methylpentyl)malonate; 1,3-bis(4-(isopentyloxy)phenyl)urea, 1,3-bis(4-(isopentyloxy)phenyl)thiourea.

General Description

1-Bromo-4-methylpentane can be synthesized by treating 4-methyl-1-pentanol with phosphorous tribromide. The conformational analysis of its liquid-state and solid-state IR and Raman spectra and showed the presence of a mixture of PC,PH, and P′H conformers.

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

Upstream product

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

Downstream Products

• 14370-87-7 2-(4-methylpentyl)cyclohexanone 
• 4730-22-7 6-methyl-2-heptanol 
• 109449-18-5 1-isohexyl-2-oxo-cyclohexanecarboxylic acid ethyl ester 
• 818-49-5 4-methylhexan-1-ol 
• 6570-97-4 (3S,10R,13S,17S)-10,13-dimethyl-17-(5-methylhexanoyl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl acetate 
• 70240-41-4 4-methyl-1-pentyltriphenylphopshonium bromide 
• 103836-78-8 1-(3,3-dimethyl-2-phenylcyclopropen-1-yl)-4-methylpentane 
• 136885-27-3 Sodium; 4-(4-methyl-pentyloxy)-benzenesulfonate 
• 92610-33-8 1-Methyl-4-((E)-7-methyl-1-methylsulfanyl-oct-1-ene-3-sulfonyl)-benzene 
• 65967-73-9 hydroxysydonic acid 
• 95342-70-4 α-(+/-)-N-4-methylpentylnormetazocine 
• 95342-70-4 α-(+)-N-4-methylpentylnormetazocine 
• 95342-70-4 α-(-)-N-4-methylpentylnormetazocine 
• 6196-80-1 1-iodo-4-methylpentane 

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.