10288-13-8

Usage

Uses

Used in Organic Synthesis:
1,2-Dibromo-3-methylbutane serves as an alkylating agent, playing a crucial role in various organic synthesis processes and research. Its reactivity and structural properties make it a valuable intermediate in the production of different organic compounds.
Used in Research:
In the field of scientific research, 1,2-dibromo-3-methylbutane is utilized for studying the properties and reactions of halogenated hydrocarbons. It aids researchers in understanding the behavior of such compounds under various conditions, contributing to the advancement of organic chemistry.

InChI:InChI=1/C5H10Br2/c1-4(2)5(7)3-6/h4-5H,3H2,1-2H3

Upstream product

• 31844-96-9 2-bromo-3-methyl-1-butene 
• 563-45-1 3-Methyl-1-butene 
• 53394-32-4 2-chloro-3-methyl-butanal 
• 20520-64-3 (1R)-trans-1,2-dimethyl-cyclopropane 
• 598-23-2 3-methyl-but-1-yne 
• 598-25-4 Dimethylallene 
• 598-74-3 2-amino-3-methylbutane 
• 594-51-4 2,3-dibromo-2-methylbutane 
• 10035-10-6 hydrogen bromide 
• 17687-63-7 1-chloro-3-methylbutan-2-one 

Downstream Products

• 50468-22-9 3-methylbutane-1,2-diol 
• 598-23-2 3-methyl-but-1-yne 
• 563-45-1 3-Methyl-1-butene 
• 78-79-5 isoprene 
• 103786-20-5 (E)-1-methoxy-4-(3-methyl-but-1-en-1-yl)benzene 
• 103786-19-2 (Z)-1-methoxy-4-(3-methylbut-1-en-1-yl)benzene 
• 28115-04-0 1-methoxy-4-(3-methylbut-1-en-2-yl)benzene 
• 563-80-4 3-methyl-butan-2-one 
• 598-25-4 Dimethylallene 
• 36566-80-0 2-methyl-3-hexyne 
• 29212-09-7 3-Ethyl-1,1-dimethylallene 

Relevant academic research and scientific papers

One-pot synthesis of substituted styrenes from vicinal dibromoalkanes and arylboronic acids

Dehydrobromination of vicinal dibromoalkanes in systems comprising 1,2-dimethoxy-ethane, N-butyl-N′-methylimidazolium tetrafluoroborate (or tetrabutylammonium bromide), and a base with subsequent palladium-catalyzed cross-coupling of the thus formed bromoalkenes with arylboronic acids furnished substituted styrenes. Springer Science+Business Media, Inc. 2007.

Synthetic Microbial Chemistry, XXVI. - Absolute Configuration of (+)-Xanthocidin as Determined by the Synthesis of Its Enantiomers of Known Stereochemistry

The absolute configuration of the antibiotic (+)-xanthocidin (4,5-dihydroxy-5-isopropyl-4-methyl-2-methylene-3-oxocyclopentane-1-carboxylic acid, 1) was shown to be 1R,4S,5S by the synthesis of its enantiomers.Lipase AK (Amano) was used for the key resolution step, and the absolute configuration of the resolved intermediate (+)-16 was determined by X-ray analysis of its (1S)-camphanic ester (+)-20. - Key Words: Antibiotics / Asymmetric acylation / Lipases / Streptomyces xanthocidicus / Xanthocidin

Bromochlorination of Alkenes with Dichlorobromate (1-) ion. IV. Regiochemistry of Bromochlorinations of Alkenes with Molecular Bromine Chloride and Dichlorobromate (1-) Ion

The regioselectivity of the addition of molecular bromine chloride to alkenes is dependent on both the steric and electronic effects of the alkyl substituent.In contrast, the regioselectivity of the addition of dichlorobromate (1-) ion to alkenes is controlled mainly by the steric effect of the substituent.

One-pot Conversions of Amines into Olefins via Non-isolated Pyridinium Intermediates

Secondary alkyl primary amines are converted by the pyrylium salt (1) directly at 20 deg C into olefins via the corresponding secondary carbenium ions.Isomeric olefin mixtures are elucidated and result from carbenium ion rearrangements.

Direct and Regioselective Transformation of α-Chloro Carbonyl Compounds into Alkenes and Deuterioalkenes

The successive treatment ethyl chloroacetate or chloroacetyl chloride with Grignard reagents and lithium powder leads to symmetrical terminal olefins in a regioselective manner.The best results are obtained with acid chlorides.The influence of the temperature and the reaction time on overall yield of the process are studied; in general, yields are increased by working at low temperature (-60 deg C).Internally substituted olefins are obtained from α-chloro acid chlorides through a similar process.The treatment of α-chloro aldehydes, ketones and carboxylic acid derivatives (esters or acid chlorides) with lithium aluminium hydride or lithium aluminium hydride/aluminium chloride and lithium powder at low temperature (-60 deg C) leads in a regioselective manner to olefins with the same carbon skeleton as the starting carbonyl compound.Reactions with lithium aluminium deuteride lead to incorporation of deuterium at predetermined positions in the alkene.

Stereoselective Synthesis of (S,E)-6-Isopropyl-3,9-dimethyl-5,8-decadienyl Acetate, the (S)-Enantiomer of the Yellow Scale Pheromone

The (S)-enantiomer of the sex pheromone of the yellow scale (Aonidiella citrina), (S,E)-6-isopropyl-3,9-dimethyl-5,8-decadienyl acetate, was stereoselectively synthesized from (R)-(+)-citronellic acid.