81012-82-0

Usage

Uses

Used in Pharmaceutical Industry:
(2-bromobutyl)benzene is used as an intermediate in the synthesis of various pharmaceuticals for its ability to facilitate the creation of complex organic molecules.
Used in Fine Chemicals Industry:
(2-bromobutyl)benzene is used as a precursor in the production of fine chemicals, contributing to the development of specialty compounds for various applications.

Upstream product

• 29443-54-7 1,1-diiodo-2-phenylethane 
• 557-20-0 diethylzinc 
• 701-70-2 (S)-1-phenylbutan-2-ol 
• 701-70-2 1-phenyl-2-butanol 
• 24569-60-6 2-ethyl-3-phenylpropanal 

Downstream Products

• 824-90-8 1-phenylbut-1-ene 
• 719-79-9 1,1-diphenylbutane 
• 1560-06-1 1-phenyl-2-butene 
• 38841-95-1 1-(p-methoxyphenyl)-4-phenylbutane 

Relevant academic research and scientific papers

Synthesis of Alkyl Halides from Aldehydes via Deformylative Halogenation

An unprecedented deformylative halogenation of aldehydes to alkyl halides is presented. Under oxidative conditions, 1,4-dihydropyridine (DHP), derived from an aldehyde, generated a C(sp3)- radical that coupled with a halogen radical that was generated from inexpensive and atom-economical halogen sources (NaBr, NaI, or HCl), to yield an alkyl halide. Because of the mild conditions, a wide range of functional groups were tolerated, and excellent site selectivity was achieved.

Terminal-Selective Functionalization of Alkyl Chains by Regioconvergent Cross-Coupling

Hydrocarbons are still the most important precursors of functionalized organic molecules, which has stirred interest in the discovery of new C?H bond functionalization methods. We describe herein a new step-economical approach that enables C?C bonds to be constructed at the terminal position of linear alkanes. First, we show that secondary alkyl bromides can undergo in situ conversion into alkyl zinc bromides and regioconvergent Negishi coupling with aryl or alkenyl triflates. The use of a suitable phosphine ligand favoring Pd migration enabled the selective formation of the linear cross-coupling product. Subsequently, mixtures of secondary alkyl bromides were prepared from linear alkanes by standard bromination, and regioconvergent cross-coupling then provided access to the corresponding linear arylation product in only two steps.

Visible-light-mediated conversion of alcohols to halides

The development of new means of activating molecules and bonds for chemical reactions is a fundamental objective for chemists. In this regard, visible-light photoredox catalysis has emerged as a powerful technique for chemoselective activation of chemical bonds under mild reaction conditions. Here, we report a visible-light-mediated photocatalytic alcohol activation, which we use to convert alcohols to the corresponding bromides and iodides in good yields, with exceptional functional group tolerance. In this fundamentally useful reaction, the design and operation of the process is simple, the reaction is highly efficient, and the formation of stoichiometric waste products is minimized.

Improved preparation of secondary zinc iodides by 1,2-migration of sp3 carbenoids

R2Zn in the presence of NMP or LiBr promotes the intramolecular rearrangement of 1,1-diiodoalkanes via the formation of sp3 secondary zinc carbenoid.