Benzylzinc(II) bromide

Base Information

• Chemical Name: Benzylzinc(II) bromide
• CAS No.: 62673-31-8
• Molecular Formula: C7H7BrZn
• Molecular Weight: 236.427
• Hs Code.: 2931900090
• European Community (EC) Number: 627-093-6
• Mol file: 62673-31-8.mol

Synonyms:benzylzinc bromide;BnZnBr;benzyl zinc bromide;Benzylzinc(II) bromide;benzyl zinc(II) bromide;benzylzinc (II) bromide;62673-31-8;SCHEMBL291011;OQPRTUBCROVGHA-UHFFFAOYSA-M

Chemical Property of Benzylzinc(II) bromide

Chemical Property:

• Flash Point: 1 °F
• PSA: 0.00000
• Density: 0.978 g/mL at 25oC
• LogP: 2.84540
• Storage Temp.: 2-8°C
• Sensitive.: Air Sensitive
• Water Solubility.: Reacts with water.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 233.90225
• Heavy Atom Count: 9
• Complexity: 46.3

Purity/Quality:

98%,99%, ^*data from raw suppliers

Benzylzinc bromide solution 0.5 M in THF ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,C
• Hazard Codes: F,C,Xn
• Statements: 11-14-19-34-40-36/37
• Safety Statements: 16-26-36/37/39-45-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: [CH2-]C1=CC=CC=C1.[Zn+2].[Br-]
• Uses: It is applied in cross coupling reactions. Benzylzinc bromide solution can be used as a nucleophile for the Mannich-type synthesis of 1,2-diarylethylpiperazines. It can also undergo C?C cross coupling reactions with aryl halides.

Technology Process of Benzylzinc(II) bromide

There total 6 articles about Benzylzinc(II) 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: 92.0%

benzyl bromide (100-39-0) + zinc (7440-66-6) → benzyl(bromo)zinc (62673-31-8)

Guidance literature:

zinc; With chloro-trimethyl-silane; ethylene dibromide; In tetrahydrofuran; at 50 ℃; for 0.0166667h; Inert atmosphere; Sealed tube;

benzyl bromide; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.9b00031

Reference yield:

benzyl bromide (100-39-0) → benzyl(bromo)zinc (62673-31-8)

Guidance literature:

Reference yield:

zinc dibromide (7699-45-8) → benzyl(bromo)zinc (62673-31-8)

Guidance literature:

In tetrahydrofuran; at 0 - 20 ℃; for 1h; Inert atmosphere;

DOI:10.1055/s-0036-1591488

upstream raw materials:

benzyl bromide

zinc

zinc dibromide

benzylmagnesium chloride

Downstream raw materials:

Methyl-(E)-2-methyl-4-phenyl-2-buteonate

Z-1-phenyl-2-heptene

1-(2-benzyl-pyridin-3-yl)-ethanone

2-benzyl-1-methyl-1H-benzo[d]imidazole

Refernces

• 1、 Blesl, Julia,Breinbauer, Rolf,Schreiner, Till,Trobe, Melanie,Vareka, Martin. "A Modular Synthesis of Teraryl-Based α-Helix Mimetics, Part 4: Core Fragments with Two Halide Leaving Groups Featuring Side Chains of Proteinogenic Amino Acids". supporting information. . Retrieved 2022/03/01.
• 2、 Wang, Zhisong,Gao, Yan,He, Lei,Sun, Shuhao,Xia, Tingting,Hu, Lu,Yao, Licheng,Wang, Liangliang,Li, Dan,Shi, Hui,Liao, Xuebin. "Structure-Based Design of Highly Potent Toll-like Receptor 7/8 Dual Agonists for Cancer Immunotherapy". supporting information. p. 7507 - 7532. Retrieved 2021/06/28.