4-Cyanobenzylzinc bromide

Base Information

• Chemical Name: 4-Cyanobenzylzinc bromide
• CAS No.: 135579-87-2
• Molecular Formula: C8H6BrNZn
• Molecular Weight: 261.436
• DSSTox Substance ID: DTXSID401302895
• Mol file: 135579-87-2.mol

Synonyms:4-CYANOBENZYLZINC BROMIDE;135579-87-2;bromozinc(1+);4-methanidylbenzonitrile;MFCD01311399;(4-cyanobenzyl)zinc(II) bromide;DTXSID401302895;AKOS016017917;BROMO[(4-CYANOPHENYL)METHYL]ZINC;4-Cyanobenzylzinc bromide, 0.50 M in THF;4-Cyanobenzylzinc bromide 0.5 M in Tetrahydrofuran;4-Cyanobenzylzinc bromide, 0.5M in tetrahydrofuran

Chemical Property of 4-Cyanobenzylzinc bromide

Chemical Property:

• Vapor Pressure: 0.126mmHg at 25°C
• Refractive Index: ">
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 23.79000
• Density: g/cm³
• LogP: 2.71708
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 258.89750
• Heavy Atom Count: 11
• Complexity: 132

Purity/Quality:

98%Min ^*data from raw suppliers

4-Cyanobenzylzinc bromide solution 0.5M in THF ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F,Xn
• Statements: 19-22-36/38-40-36/37-14-11
• Safety Statements: 16-26-33-36-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: [CH2-]C1=CC=C(C=C1)C#N.[Zn+]Br

Technology Process of 4-Cyanobenzylzinc bromide

There total 3 articles about 4-Cyanobenzylzinc bromide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

4-cyanobenzyl bromide (17201-43-3) → 4-cyano-benzylzinc bromide (135579-87-2)

Guidance literature:

With chloro-trimethyl-silane; iodine; ethylene dibromide; lithium chloride; zinc; In tetrahydrofuran; at 25 ℃; for 3h;

DOI:10.1080/00397911.2019.1663540

Reference yield:

4-cyanobenzyl bromide (17201-43-3) + zinc (7440-66-6) → 4-cyano-benzylzinc bromide (135579-87-2)

Guidance literature:

zinc; With ethylene dibromide; In tetrahydrofuran; at 65 ℃; for 0.0833333h; Inert atmosphere;

4-cyanobenzyl bromide; In tetrahydrofuran; at 0 ℃; for 10h; Inert atmosphere;

DOI:10.1021/jo401640c

Reference yield:

→ 4-cyano-benzylzinc bromide (135579-87-2)

Guidance literature:

With chloro-trimethyl-silane; In tetrahydrofuran; ethylene dibromide; at 65 ℃; for 0.5h; Inert atmosphere;

In tetrahydrofuran; ethylene dibromide; at 20 ℃; for 1h; Inert atmosphere;

upstream raw materials:

4-cyanobenzyl bromide

zinc

Downstream raw materials:

6-[5-(4-cyanobenzyl)furan-2-yl]nicotinonitrile

(S)-ethyl 2-[(S)-(4-cyanophenyl)methanesulfinamido]-3,3-dimethylbutanoate

C₁₆H₂₂N₂O₃S

Refernces

• 1、 López, Enol,van Melis, Carlo,Martín, Raúl,Petti, Alessia,de la Hoz, Antonio,Díaz-Ortíz, ángel,Dobbs, Adrian P.,Lam, Kevin,Alcázar, Jesús. "C(sp3)?C(sp3) Bond Formation via Electrochemical Alkoxylation and Subsequent Lewis Acid Promoted Reactions". supporting information. p. 4521 - 4525. Retrieved 2021/08/06.
• 2、 Wang, Tongtong,Schrempp, Michael,Berndh?user, Andreas,Schiemann, Olav,Menche, Dirk. "Efficient and General Aerobic Oxidative Cross-Coupling of THIQs with Organozinc Reagents Catalyzed by CuCl2: Proof of a Radical Intermediate". supporting information. p. 3982 - 3985. Retrieved 2015/09/01.