155589-48-3

Usage

Uses

Used in Organic Synthesis:
4-CHLOROBUTYLZINC BROMIDE is used as a reagent for the introduction of the 4-chlorobutylzinc group in organic reactions, allowing for the formation of various functional groups. Its mild and selective nature makes it suitable for use in the synthesis of complex organic molecules.
Used in Pharmaceutical Industry:
4-CHLOROBUTYLZINC BROMIDE is used as a building block in the synthesis of pharmaceutical compounds, contributing to the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
4-CHLOROBUTYLZINC BROMIDE is used as a reagent in the synthesis of agrochemicals, such as pesticides and herbicides, to create new compounds with improved efficacy and selectivity.
Used in Materials Science:
4-CHLOROBUTYLZINC BROMIDE is used as a precursor in the development of new materials with specific properties, such as polymers, coatings, and adhesives, for various industrial applications.
Used in Cross-Coupling Reactions:
4-CHLOROBUTYLZINC BROMIDE is used as a reagent in cross-coupling reactions, enabling the formation of carbon-carbon or carbon-heteroatom bonds, which are crucial for the synthesis of complex organic molecules.
Used in Asymmetric Synthesis:
4-CHLOROBUTYLZINC BROMIDE is used as a chiral reagent in asymmetric synthesis, allowing for the selective formation of enantiomerically pure compounds, which are important in the development of chiral drugs and agrochemicals.

InChI:InChI=1/C4H8Cl.BrH.Zn/c1-2-3-4-5;;/h1-4H2;1H;/q-1;;+2/p-1/rC4H8Cl.BrZn/c1-2-3-4-5;1-2/h1-4H2;/q-1;+1

Upstream product

• 6940-78-9 4-chlorobutyl bromide 
• 7440-66-6 zinc 

Relevant academic research and scientific papers

Csp3-Csp3 Bond-Forming Reductive Elimination from Well-Defined Copper(III) Complexes

Carbon-carbon bond-forming reductive elimination from elusive organocopper(III) complexes has been considered the key step in many copper-catalyzed and organocuprate reactions. However, organocopper(III) complexes with well-defined structures that can undergo reductive elimination are extremely rare, especially for the formation of Csp3-Csp3 bonds. We report herein a general method for the synthesis of a series of [alkyl-CuIII-(CF3)3]- complexes, the structures of which have been unequivocally characterized by NMR spectroscopy, mass spectrometry, and X-ray crystal diffraction. At elevated temperature, these complexes undergo reductive elimination following first-order kinetics, forming alkyl-CF3 products with good yields (up to 91%). Both kinetic studies and DFT calculations indicate that the reductive elimination to form Csp3-CF3 bonds proceeds through a concerted transition state, with a ΔH? = 20 kcal/mol barrier.

Access to Functionalized Quaternary Stereocenters via the Copper-Catalyzed Conjugate Addition of Monoorganozinc Bromide Reagents Enabled by N, N-Dimethylacetamide

Monoorganozinc reagents, readily obtained from alkyl bromides, display excellent reactivity with β,β-disubstituted enones and TMSCl in the presence of Cu(I) and Cu(II) salts to synthesize a variety of cyclic functionalized β-quaternary ketones in 38-99% yields and 9:1-20:1 diastereoselectivities. The conjugate addition features a pronounced improvement in DMA using monoorganozinc bromide reagents. A simple one-pot protocol that harnesses in situ generated monoorganozinc reagents delivers comparable product yields.