507-36-8

Basic information

• Product Name: 2-BROMO-2-METHYLBUTANE
• Synonyms: 1,1-Dimethylpropylbromide;2-bromo-2-methyl-butan;2-Methyl-2-bromobutane;2-Methyl-2-butylbromid;butane,2-bromo-2-methyl-;tert-Pentyl bromide;tert-Pentylbromide;TERT-AMYL BROMIDE
• CAS NO: 507-36-8
• Molecular Formula: C₅H₁₁Br
• Molecular Weight: 151.04
• EINECS: 208-071-1
• Mol File: 507-36-8.mol
• Article Data: 18

Chemical Properties

• Melting Point: -105.4°C (estimate)
• Boiling Point: 107 °C735 mm Hg(lit.)
• Flash Point: 41 °F
• Appearance: /
• Density: 1.182 g/mL at 25 °C(lit.)
• Vapor Pressure: 31mmHg at 25°C
• Refractive Index: n20/D 1.4423(lit.)
• Storage Temp.: 0-10°C
• Merck: 14,603
• CAS DataBase Reference: 2-BROMO-2-METHYLBUTANE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-2-METHYLBUTANE(507-36-8)
• EPA Substance Registry System: 2-BROMO-2-METHYLBUTANE(507-36-8)

Safety Data

• Hazard Codes: F,Xi
• Statements: 11-36/37/38
• Safety Statements: 16-26-33
• RIDADR: UN 1993 3/PG 2
• WGK Germany: 3
• HazardClass: 3.1
• PackingGroup: II
• Hazardous Substances Data: 507-36-8(Hazardous Substances Data)

Usage

Description

2-BROMO-2-METHYLBUTANE, also known as tert-butyl bromide, is an organic compound with the chemical formula C5H11Br. It is a clear light brown to brown liquid at room temperature and is characterized by its bromine atom attached to a tertiary carbon in a four-carbon chain with a methyl group.

Uses

Used in Chemical Synthesis:
2-BROMO-2-METHYLBUTANE is used as a reagent in the chemical industry for the synthesis of various organic compounds. Its application is primarily due to its reactivity as a tertiary alkyl halide, which allows for a range of substitution and elimination reactions to produce different organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-BROMO-2-METHYLBUTANE is utilized as an intermediate in the production of drugs and pharmaceutical compounds. Its use is attributed to its ability to be transformed into various drug molecules through a series of chemical reactions, contributing to the development of new medications.
Used in Solvent Applications:
2-BROMO-2-METHYLBUTANE serves as a solvent in various chemical processes due to its ability to dissolve a wide range of substances. Its use as a solvent is favored for its relatively low reactivity with other compounds, making it suitable for a variety of applications where a stable, non-reactive solvent is required.
Used in Research and Development:
In the field of research and development, 2-BROMO-2-METHYLBUTANE is employed as a model compound to study the properties and reactions of tertiary alkyl halides. Its use in research helps scientists understand the behavior of similar compounds and develop new methods for synthesizing complex organic molecules.

InChI:InChI=1/C5H11Br/c1-4-5(2,3)6/h4H2,1-3H3

Upstream product

• 75-85-4 tert-Amyl alcohol 
• 598-75-4 3-methyl-2-butanol 
• 534-00-9 (S)-2-methylbutyl bromide 
• 78-78-4 methylbutane 
• 563-45-1 3-Methyl-1-butene 
• 107-82-4 i-pentyl bromide 
• 463-82-1 2,2-dimethylpropane 
• 115976-36-8 2-Methyl-but-2-ene; hydrobromide 
• 10035-10-6 hydrogen bromide 
• 563-46-2 2-Methyl-1-butene 
• 115976-36-8 2-Methyl-but-2-ene; hydrobromide 
• 507-20-0 tertiary butyl chloride 
• 7727-15-3 aluminium bromide 
• 137-32-6 (+/-)-2-methyl-1-butanol 

Downstream Products

• 513-35-9 2-methyl-but-2-ene 
• 563-46-2 2-Methyl-1-butene 
• 16747-31-2 3,3,4-trimethylhexane 
• 6188-50-7 1-bromo-3,3-dimethyl-pentane 
• 75-85-4 tert-Amyl alcohol 
• 4443-48-5 (-)-bornyl bromide 
• 563-16-6 3,3-dimethylhexane 
• 18295-25-5 3-bromo-2-methylbutane 
• 594-51-4 2,3-dibromo-2-methylbutane 
• 10422-35-2 1-bromo-2-methyl-butane 
• 107-82-4 i-pentyl bromide 
• 1679-09-0 1,1-dimethylpropanethiol 
• 625-15-0 tert-amylurea 
• 19656-71-4 N,N'-di-tert-pentyl-urea 

Relevant articles and documents

THE MECHANISM OF 2-METHYLBUTENE-2 HYDROHALOGENATION IN SOLID PHASE

Complexes and reactions of 2-methylbutene-2 with hydrohalogen (HCl, HBr) have been studied in solid phase at 80-150 deg K.It has been found that 2-methylbutene-2 forms with HX complexes of 1:1 and 1:2 composition.Hydrohalogenation proceeds via the rearrangement of complex 2HX*C5H10 into complex of addition product with HX.Kinetic equation depends on the reagents ratio.In excess of HX (1HX:C5H1010)reaction can be described by the first order kinetic equation.If the ratio HX:C5H10 is more then 10, reaction is described by polychronous kinetic law.The effective activation energy of solid phase hydrohalogenation does not exceed 20 kJ/mole.The molecular mechanism of hydrohalogenation in solid phase has been proposed

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Induced Fitting and Polarization of a Bromine Molecule in an Electrophilic Inorganic Molecular Cavity and Its Bromination Reactivity

Dodecavanadate, [V12O32]4? (V12), possesses a 4.4 ? cavity entrance, and the cavity shows unique electrophilicity. Owing to the high polarizability, Br2 was inserted into V12, inducing the inversion of one of the VO5 square pyramids to form [V12O32(Br2)]4? (V12(Br2)). The inserted Br2 molecule was polarized and showed a peak at 185 cm?1 in the IR spectrum. The reaction of V12(Br2) and toluene yielded bromination of toluene at the ring, showing the electrophilicity of the inserted Br2 molecule. Compound V12(Br2) also reacted with propane, n-butane, and n-pentane to give brominated alkanes. Bromination with V12(Br2) showed high selectivity for 3-bromopentane (64 %) among the monobromopentane products and preferred threo isomer among 2-,3-dibromobutane and 2,3-dibromopenane. The unique inorganic cavity traps Br2 leading the polarization of the diatomic molecule. Owing to its new reaction field, the trapped Br2 shows selective functionalization of alkanes.

1,2-Dibromotetrachloroethane: An efficient reagent for many transformations by modified Appel reaction

An efficient and facile method has been developed for the synthesis of alkyl bromides from various alcohols under mild conditions using a triphenylphosphine (PPh 3) /1,2-dibromotetrachloroethane (DBTCE) complex in excellent yields and very short time (5 min). This method can also be applied for the transformation of chiral alcohols to their corresponding bromides in very high enantiomeric excess. The PPh 3 /DBTCE complex is also successfully applied to ring-opening reactions of cyclic ethers in mild conditions. Esterification, amidation, and formation of acid anhydrides under very mild experimental conditions are also successfully accomplished by following a modification of the Appel reaction protocol in this work.