3-Bromophenylacetonitrile

Base Information

• Chemical Name: 3-Bromophenylacetonitrile
• CAS No.: 31938-07-5
• Molecular Formula: C8H6BrN
• Molecular Weight: 196.046
• Hs Code.: 29269090
• European Community (EC) Number: 250-867-6
• DSSTox Substance ID: DTXSID4075322
• Nikkaji Number: J74.818H
• Wikidata: Q72449143
• Mol file: 31938-07-5.mol

Synonyms:3-Bromophenylacetonitrile;31938-07-5;3-Bromobenzyl cyanide;2-(3-bromophenyl)acetonitrile;m-Bromobenzyl cyanide;Benzeneacetonitrile, 3-bromo-;(3-Bromophenyl)acetonitrile;3-bromobenzylcyanide;MFCD00001906;EINECS 250-867-6;3-BROMOBENZENEACETONITRILE;M-BROMOPHENYLACETONITRILE;3-Brombenzylcyanid;3-bromo-benzylcyanide;3-bromo-benzenacetonitrile;3-bromophenyl acetonitrile;3-Bromo-phenylacetonitrile;3-bromo-benzeneacetonitrile;(3-bromophenyl)-acetonitrile;SCHEMBL332680;(3-bromo-phenyl)-acetonitrile;3-Bromophenylacetonitrile, 98%;DTXSID4075322;STR05589;BBL104383;STL558647;ACETONITRILE, (m-BROMOPHENYL)-;AKOS000147089;AB00173;AC-4182;CS-W008786;PS-4777;AM20060012;B1929;FT-0623225;A21772;W-106869

Chemical Property of 3-Bromophenylacetonitrile

Chemical Property:

• Appearance/Colour: light yellow low melting crystalline solid
• Vapor Pressure: 0.00268mmHg at 25°C
• Melting Point: 26-29 °C
• Refractive Index: 1.5700
• Boiling Point: 286.2 °C at 760 mmHg
• Flash Point: 126.9 °C
• PSA: 23.79000
• Density: 1.487 g/cm³
• LogP: 2.51518
• Storage Temp.: Room temperature.
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 194.96836
• Heavy Atom Count: 10
• Complexity: 147

Purity/Quality:

99.9% ^*data from raw suppliers

3-Bromophenylacetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 36/37/38-20/21/22-20/21/22/36/37/38
• Safety Statements: 36/37/39-26-26/36/37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)Br)CC#N
• Uses: 3-Bromophenylacetonitrile has been used in the synthesis of:a series of aminoethylbiphenyls, novel 5-HT7 receptor ligands2-(1-cyano-1-(3-bromophenyl))methylidene-3-phenylthiazolidine-4,5-dione

Technology Process of 3-Bromophenylacetonitrile

There total 9 articles about 3-Bromophenylacetonitrile 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: 96.0%

1-bromo-3-(2,2-difluorovinyl)benzene (84750-92-5) → (3-bromophenyl)acetonitrile (31938-07-5)

Guidance literature:

With ammonium hydroxide; 18-crown-6 ether; In acetonitrile; at 100 ℃; for 24h; Sealed tube; Green chemistry;

DOI:10.1021/acs.orglett.1c04336

Reference yield: 93.0%

(3-bromophenyl)boronic acid (89598-96-9) + 2-aminoacetonitrile hydrochloride (6011-14-9) → (3-bromophenyl)acetonitrile (31938-07-5)

Guidance literature:

With sodium nitrite; In water; toluene; at 50 ℃; for 24h; Schlenk technique;

DOI:10.1002/anie.201406765

Reference yield: 70.0%

3-azido-2-methylbut-3-en-2-ol (1624363-23-0) + 3-bromobenzene-1-diazonium tetrafluoroborate → (3-bromophenyl)acetonitrile (31938-07-5)

Guidance literature:

With 2,6-dimethylpyridine; In acetonitrile; at 20 ℃; for 4h;

DOI:10.1039/c9sc01370a

upstream raw materials:

acetic anhydride

potassium cyanide

3-(3-bromo-phenyl)-2-thioxo-propionic acid

2-(3-bromophenyl)acetamide

Downstream raw materials:

3-(3-bromo-phenyl)-pentane-1,3,5-tricarbonitrile

2-(3-bromo-phenyl)-2-methyl-propionitrile

2-(3-bromo-phenyl)-acetoacetonitrile

2-(5-bromo-2-nitrophenyl)acetonitrile