226570-67-8 Usage
Description
3-Butenylzinc bromide is an organozinc compound that serves as a nucleophilic reagent in various chemical reactions. It is characterized by its ability to participate in substitution, addition, and cross-coupling reactions, making it a versatile compound in the field of organic chemistry.
Uses
Used in Organic Chemistry:
3-Butenylzinc bromide is used as a nucleophilic reagent for substitution and addition reactions, allowing chemists to introduce new functional groups or modify existing ones in a molecule. This property makes it a valuable tool in the synthesis of complex organic compounds.
Used in Cross-Coupling Reactions:
In the field of cross-coupling reactions, 3-butenylzinc bromide is used as a reagent in Negishi couplings. These reactions are essential for the formation of carbon-carbon bonds, which are crucial in the synthesis of various organic molecules, including pharmaceuticals, agrochemicals, and advanced materials.
Used in Pharmaceutical Industry:
3-Butenylzinc bromide plays a significant role in the pharmaceutical industry, as it aids in the synthesis of complex drug molecules. Its ability to participate in various types of chemical reactions allows for the creation of novel compounds with potential therapeutic applications.
Used in Material Science:
In the field of material science, 3-butenylzinc bromide is utilized in the development of advanced materials with specific properties. Its involvement in cross-coupling reactions enables the synthesis of novel polymers and other materials with tailored characteristics for various applications, such as electronics, energy storage, and coatings.
Check Digit Verification of cas no
The CAS Registry Mumber 226570-67-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,2,6,5,7 and 0 respectively; the second part has 2 digits, 6 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 226570-67:
(8*2)+(7*2)+(6*6)+(5*5)+(4*7)+(3*0)+(2*6)+(1*7)=138
138 % 10 = 8
So 226570-67-8 is a valid CAS Registry Number.
InChI:InChI=1/C4H7.BrH.Zn/c1-3-4-2;;/h3H,1-2,4H2;1H;/q;;+1/p-1/rC4H7BrZn/c1-2-3-4-6-5/h2H,1,3-4H2
226570-67-8Relevant articles and documents
Access to Functionalized Quaternary Stereocenters via the Copper-Catalyzed Conjugate Addition of Monoorganozinc Bromide Reagents Enabled by N, N-Dimethylacetamide
Fulton, Tyler J.,Alley, Phebe L.,Rensch, Heather R.,Ackerman, Adriana M.,Berlin, Cameron B.,Krout, Michael R.
, p. 14723 - 14732 (2018/11/23)
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.
