84189-17-3

Basic information

• Product Name: 2,3-DIBROMOMETHYLPENTANE
• Synonyms: 2,3-DIBROMOMETHYLPENTANE
• CAS NO: 84189-17-3
• Molecular Formula: C₆H₁₂Br₂
• Molecular Weight: 243.96748
• Mol File: 84189-17-3.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,3-DIBROMOMETHYLPENTANE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-DIBROMOMETHYLPENTANE(84189-17-3)
• EPA Substance Registry System: 2,3-DIBROMOMETHYLPENTANE(84189-17-3)

Safety Data

• Hazardous Substances Data: 84189-17-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2,3-Dibromomethylpentane is used as a building block for the synthesis of various pharmaceutical compounds. Its structure and reactivity allow for the creation of complex molecules that can be utilized in the development of new drugs.
Used in Agrochemical Industry:
In the agrochemical sector, 2,3-Dibromomethylpentane serves as a key intermediate in the synthesis of pesticides and other agrochemical products. Its ability to participate in chemical reactions makes it valuable for the production of effective and targeted agricultural chemicals.
Used in Organic Synthesis:
2,3-Dibromomethylpentane is used as a versatile reagent in organic synthesis for the preparation of a wide range of chemical compounds. Its high reactivity and structural features make it an essential component in the synthesis of complex organic molecules for various applications.

Upstream product

• 674-76-0 (E)-4-methylpent-2-ene 
• 691-38-3 (Z)-4-methyl-2-pentene 
• 187737-37-7 propene 
• 74-99-7 prop-1-yne 

Downstream Products

• 691-38-3 (Z)-4-methyl-2-pentene 
• 200395-89-7 dibromo di-n-hexyl tellurium(IV) 
• 4461-48-7 4-methyl-2-pentene 

Relevant articles and documents

Debrominations of vic-Dibromides with Diorganotellurides. 1. Stereoselectivity, Relative Rates, and Mechanistic Implications

Debrominations of vic-dibromides with diaryl tellurides 1-4 and di-n-hexyl telluride (9) are described. A mechanistic explanation of the debromination is offered which accounts for several key experimental observations: (1) the reaction is highly stereoselective with erythro-dibromides giving trans-olefins and threo-dibromides giving cis-olefins, (2) the reaction is accelerated by more electron-rich diorganotellurides, (3) the reaction is accelerated in a more polar solvent, (4) the reaction is accelerated by the addition of carbocation-stabilizing substituents to the carbons bearing the bromo substituents, and (5) erythro-dibromides are much more reactive than threo-dibromides. It is proposed that bromonium ion formation from the vic-dibromide is slow and rate-determining. Bromonium ion formation is followed by rapid scavenging of "Br-" by the diorganotelluride. The bromonium ion formation provides stereoselectivity and eclipsing interactions lower the reactivity of threo-dibromides. No intermediate species were observed by 1H NMR.

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.