78-76-2

Basic information

• Product Name: 2-Bromobutane
• Synonyms: 2-Butyl bromide;Methylethylbromomethane;NSC 8417;sec-Butyl bromide
• CAS NO: 78-76-2
• Molecular Formula: C₄H₉Br
• Molecular Weight: 137.01826
• EINECS: 201-140-7
• Mol File: 78-76-2.mol
• Article Data: 27

Chemical Properties

• Melting Point: -112℃
• Boiling Point: 90.7 ºC at 760 mmHg
• Flash Point: 21.1 ºC
• Appearance: colourless liquid with a pleasant odour
• Density: 1.267 g/cm³
• Vapor Pressure: 62.9mmHg at 25°C
• Refractive Index: 1.436
• Water Solubility: insoluble
• CAS DataBase Reference: 2-Bromobutane(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromobutane(78-76-2)
• EPA Substance Registry System: 2-Bromobutane(78-76-2)

Safety Data

• Hazard Codes: F:Flammable;;
• Statements: R10:; R11:; R36/37/38:
• Safety Statements: S16:; S23:; S24/25:; S26:; S37/39:
• PackingGroup: II
• Hazardous Substances Data: 78-76-2(Hazardous Substances Data)

Usage

General Description

2-Bromobutane is an organic compound that falls into the category of alkyl halides. Its chemical formula is C4H9Br, where bromine is attached to a four-carbon butane molecule. Its chemical abstracts service (CAS) number is 78-76-2. It is a colorless to light-yellow liquid at room temperature with a slightly pleasant odor and is widely used in chemical reactions, particularly as a precursor in the synthesis of other organic compounds. It is typically produced through free-radical bromination of butane. However, due to its reactivity and toxicity, it should be handled with precaution in a laboratory setting. High exposure to 2-bromobutane can cause eyes and skin irritation, harm to the respiratory system, and negative impacts on the central nervous system.

InChI:InChI=1/C4H9Br/c1-3-4(2)5/h4H,3H2,1-2H3/t4-/m1/s1

Upstream product

• 106-98-9 1-butylene 
• 78-86-4 s-butyl chloride 
• 2465-56-7 methylene 
• 75-26-3 isopropyl bromide 
• 118725-88-5 dibromophosphoric acid sec-butyl ester 
• 78-92-2 iso-butanol 
• 590-18-1 (Z)-2-Butene 
• 1825-66-7 sec-butoxytrimethylsilane 
• 7726-95-6 bromine 
• 106-97-8 n-butane 
• 10035-10-6 hydrogen bromide 
• 64-19-7 acetic acid 
• 109-65-9 1-bromo-butane 
• 99715-46-5 Bi(i-C₄H₉)3 

Downstream Products

• 5787-33-7 (R)-(-)-s-butyl bromide 
• 25991-45-1 1-(1-methylpropyl)piperidine 
• 101582-56-3 N-sec-butyl-toluene-4-sulfonanilide 
• 61248-62-2 (+/-)-2-mesityloxy-butane 
• 101286-68-4 (3-sec-butoxy-phenyl)-phenyl-amine 
• 51241-44-2 (+/-)-2-m-tolyloxy-butane 
• 51241-46-4 p-tolyl s-butyl ether 
• 18936-17-9 2-methylbutanenitrile 
• 10574-17-1 but-2-yl phenyl ether 
• 10108-61-9 N-(1-methylpropyl)phthalimide 
• 924-43-6 sec-butyl nitrite 
• 600-24-8 2-nitrobutane 
• 109-65-9 1-bromo-butane 
• 5408-86-6 2,3-dibromobutane 

Relevant articles and documents

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.

Iron-copper cooperative catalysis in the reactions of alkyl grignard reagents: Exchange reaction with alkenes and carbometalation of alkynes

Iron-copper cooperative catalysis is shown to be effective for an alkene-Grignard exchange reaction and alkylmagnesiation of alkynes. The Grignard exchange between terminal alkenes (RCH=CH2) and cyclopentylmagnesium bromide was catalyzed by FeCl3 (2.5 mol %) and CuBr (5 mol %) in combination with PBu3 (10 mol %) to give RCH2CH 2MgBr in high yields. 1-Alkyl Grignard reagents add to alkynes in the presence of a catalyst system consisting of Fe(acac)3, CuBr, PBu3, and N,N,N″,N″-tetramethylethylenediamine to give β-alkylvinyl Grignard reagents. The exchange reaction and carbometalation take place on iron, whereas copper assists with the exchange of organic groups between organoiron and organomagnesium species through transmetalation with these species. Sequential reactions consisting of the alkene-Grignard exchange and the alkylmagnesiation of alkynes were successfully conducted by adding an alkyne to a mixture of the first reaction. Isomerization of Grignard reagents from 2-alkyl to 1-alkyl catalyzed by Fe-Cu also is applicable as the first 1-alkyl Grignard formation step.

Triphenylphosphine/2,3-dichloro-5,6-dicyanobenzoquinone as a new, selective and neutral system for the facile conversion of alcohols, thiols and selenols to alkyl halides in the presence of halide ions

A mixture of triphenylphosphine (Ph3P) and 2,3-dichloro-5,6-dicyanobenzoquinone in CH2Cl2 affords a complex which in the presence of R4NX (X=Cl, Br, I) converts alcohols, thiols and selenols into their corresponding alkyl halides in high yields at room temperature. The method is highly selective for the conversion of 1° alcohols in the presence of 2° ones and also 1° and 2° alcohols in the presence of 3° alcohols, thiols, epoxides, trimethylsilyl- and tetrahydropyranyl ethers, 1,3 dithianes, disulfides, and amides.