4283-80-1

Basic information

• Product Name: 2-BROMO-2-METHYLPENTANE
• Synonyms: 2-bromo-2-methyl-pentan;Pentane, 2-bromo-2-methyl-;Pentane,2-bromo-2-methyl-;2-BROMO-2-METHYLPENTANE
• CAS NO: 4283-80-1
• Molecular Formula: C₆H₁₃Br
• Molecular Weight: 165.07
• EINECS: 224-287-9
• Mol File: 4283-80-1.mol
• Article Data: 4

Chemical Properties

• Melting Point: -44.22°C (estimate)
• Boiling Point: 147.26°C (estimate)
• Flash Point: 33.1°C
• Appearance: /
• Density: 1.1746
• Vapor Pressure: 6.99mmHg at 25°C
• Refractive Index: 1.4496
• CAS DataBase Reference: 2-BROMO-2-METHYLPENTANE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-2-METHYLPENTANE(4283-80-1)
• EPA Substance Registry System: 2-BROMO-2-METHYLPENTANE(4283-80-1)

Safety Data

• Hazardous Substances Data: 4283-80-1(Hazardous Substances Data)

Usage

General Description

2-Bromo-2-methylpentane is a chemical compound with the molecular formula C6H13Br. It is derived from pentane and is classified as a haloalkane due to the presence of a bromine atom attached to a carbon atom. 2-BROMO-2-METHYLPENTANE is commonly used as a reagent in organic synthesis and chemical reactions due to its ability to undergo substitution and elimination reactions. It is also used in pharmaceutical and agrochemical industries as an intermediate in the production of various compounds. Additionally, it is a highly flammable and hazardous substance that should be handled with caution and in accordance with safety regulations.

InChI:InChI=1/C6H13Br/c1-4-5-6(2,3)7/h4-5H2,1-3H3

Upstream product

• 763-29-1 2-Methyl-1-pentene 
• 187737-37-7 propene 
• 691-37-2 4-Methyl-1-pentene 
• 590-36-3 2-methylpentan-2-ol 
• 7726-95-6 bromine 
• 107-83-5 2-Methylpentane 
• 4127-45-1 1,1,2-trimethylcyclopropane 
• 64-19-7 acetic acid 
• 105-30-6 2-methylpentan-1-ol 
• 10035-10-6 hydrogen bromide 
• 74-99-7 prop-1-yne 

Downstream Products

• 625-27-4 2-methyl-2-pentene 
• 763-29-1 2-Methyl-1-pentene 
• 590-35-2 2,2-dimethylpentane 
• 563-16-6 3,3-dimethylhexane 
• 1633-97-2 2-methylpentane-2-thiol 
• 25346-33-2 1-bromo-2-methylpentane 
• 107-83-5 2-Methylpentane 

Relevant articles and documents

The Dichotomy of Methyl Loss from 2-Methylalkane Molecular Ions

The kinetic energy release for methyl loss from the molecular ion of 2-methylpentane increases c. twofold over the time-range 1-15 μs.This results from a mixture of secondary and tertiary pentyl cations.The appearance energy showed that at threshold (and long times) only tertiary ions are formed.The molecular ion of 2-methylhexane produces tertiary hexyl ions by loss of methyl at threshold, but in the μs time-frame only secondary hexyl ions appear to be formed, because the kinetic energy release is small and independent of the observation time.

Structure-odor correlations in homologous series of alkanethiols and attempts to predict odor thresholds by 3d-qsar studies

Homologous series of alkane-1-thiols, alkane-2-thiols, alkane-3-thiols, 2-methylalkane-1-thiols, 2-methylalkane-3-thiols, 2-methylalkane-2-thiols, and alkane-1,??-dithiols were synthesized to study the influence of structural changes on odor qualities and odor thresholds. In particular, the odor thresholds were strongly influenced by steric effects: In all homologous series a minimum was observed for thiols with five to seven carbon atoms, whereas increasing the chain length led to an exponential increase in the odor threshold. Tertiary alkanethiols revealed clearly lower odor thresholds than found for primary or secondary thiols, whereas neither a second mercapto group in the molecule nor an additional methyl substitution lowered the threshold. To investigate the impact of the SH group, odor thresholds and odor qualities of thiols were compared to those of the corresponding alcohols and (methylthio)alkanes. Replacement of the SH group by an OH group as well as S-methylation of the thiols significantly increased the odor thresholds. By using comparative molecular field analysis, a 3D quantitative structure-activity relationship model was created, which was able to simulate the odor thresholds of alkanethiols in good agreement with the experimental results. NMR and mass spectrometric data for 46 sulfur-containing compounds are additionally supplied.

Crossover Products from Joint Reactions of Alkenes, Alkynes, and Hydrogen Halides

Joint reactions of alkenes, alkynes, and hydrogen bromide or hydrogen chloride were examined.Ethylene was the only olefin which afforded a crossed cycloadduct, viz. 1-bromo-1-methylcyclobutane (3), in its reaction with propyne and HBr.Reactions of propene with propyne/HBr, with 1-butyne/HCl, and with 2-butyne/HCl as well as reactions of 1-butene with propyne/HBr gave only cyclic and/or acyclic crossover products, which are derived from alkylation of the alkyne by the alkene.Dihalotrialkylcyclobutanes were obtained as cyclic crossover products, which had carbon skeletons composed of two molecules of the acetylene and of one molecule of the olefin used.