Bromobenzyl cyanide

Base Information

• Chemical Name: Bromobenzyl cyanide
• CAS No.: 5798-79-8
• Molecular Formula: C8H6 Br N
• Molecular Weight: 196.046
• Hs Code.: 2926909090
• European Community (EC) Number: 227-348-8
• UN Number: 1694
• UNII: 7JP1R2F6C6
• DSSTox Substance ID: DTXSID50871146
• Nikkaji Number: J31.185E
• Wikipedia: Bromobenzyl_cyanide
• Wikidata: Q425589
• Pharos Ligand ID: 324F122CSCRP
• ChEMBL ID: CHEMBL1085832
• Mol file: 5798-79-8.mol

Synonyms:Acetonitrile,bromophenyl- (6CI,8CI); 2-Bromo-2-phenylacetonitrile; BBC; Camite; a-Bromo-a-tolunitrile; a-Bromobenzeneacetonitrile; a-Bromobenzyl cyanide; a-Bromobenzylnitrile; a-Bromophenylacetonitrile

Chemical Property of Bromobenzyl cyanide

Chemical Property:

• Vapor Pressure: 0.075mmHg at 25°C
• Melting Point: 29°
• Refractive Index: 1.6550 (estimate)
• Boiling Point: 228°C at 760 mmHg
• Flash Point: 91.7°C
• PSA: 23.79000
• Density: 1.513g/cm³
• LogP: 2.64618
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 194.96836
• Heavy Atom Count: 10
• Complexity: 141

Purity/Quality:

98%min ^*data from raw suppliers

Bromobenzylcyanide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Toxic Gases & Vapors -> Tear Gas Agents
• Canonical SMILES: C1=CC=C(C=C1)C(C#N)Br
• Uses: Tear gas in riot control and a war gas, and agri- cultural fungicide to control certain fungal diseases of stone fruit.

Technology Process of Bromobenzyl cyanide

There total 10 articles about Bromobenzyl cyanide 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: 90.4%

phenylacetonitrile (140-29-4) → bromo-phenyl-acetonitrile (5798-79-8)

Guidance literature:

With bromine; at 110 ℃;

DOI:10.26452/ijrps.v10i1.1910

Reference yield: 60.0%

(RS)-mandelonitrile (532-28-5,613-88-7) → bromo-phenyl-acetonitrile (5798-79-8)

Guidance literature:

With 2,4,4,6-Tetrabromo-2,5-cyclohexadien-1-one; triphenylphosphine; In dichloromethane; at 0 ℃; for 24h;

DOI:10.1070/mc2003v013n06abeh001830

Reference yield: 5.0%

phenylacetonitrile (140-29-4) → bromo-phenyl-acetonitrile (5798-79-8) + 2-(2-bromophenyl)acetonitrile (19472-74-3)

Guidance literature:

With N-Bromosuccinimide; palladium diacetate; toluene-4-sulfonic acid; In acetonitrile; at 20 ℃; Solvent; Reagent/catalyst; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.joc.6b02731

upstream raw materials:

bromocyane

sodium ethanolate

phenylacetonitrile

1-methyl-4-nitrosobenzene

Downstream raw materials:

(4-methyl-piperazin-1-yl)-phenyl-acetonitrile

2-(4-fluorophenyl)-2-phenylacetonitrile

2-(4-methoxyphenyl)-2-phenylacetonitrile

(4-ethoxy-phenyl)-phenyl-acetonitrile

Refernces

• 1、 -. "Sydney and Sydney keepinone compounds as well as preparation method and application thereof (by machine translation)". Paragraph 0172-0175. . Retrieved 2020/05/05.
• 2、 Donslund, Aske S.,Neumann, Karoline T.,Corneliussen, Nicklas P.,Grove, Ebbe K.,Herbstritt, Domenique,Daasbjerg, Kim,Skrydstrup, Troels. "Access to β-Ketonitriles through Nickel-Catalyzed Carbonylative Coupling of α-Bromonitriles with Alkylzinc Reagents". supporting information. p. 9856 - 9860. Retrieved 2019/07/09.