4-Bromophenylacetonitrile

Base Information

• Chemical Name: 4-Bromophenylacetonitrile
• CAS No.: 16532-79-9
• Molecular Formula: C8H6BrN
• Molecular Weight: 196.046
• Hs Code.: 29269090
• European Community (EC) Number: 240-602-2
• NSC Number: 84174
• DSSTox Substance ID: DTXSID6051774
• Nikkaji Number: J31.183I
• Wikidata: Q72449140
• Mol file: 16532-79-9.mol

Synonyms:4-Bromophenylacetonitrile;16532-79-9;2-(4-Bromophenyl)acetonitrile;4-Bromobenzyl cyanide;Benzeneacetonitrile, 4-bromo-;p-Bromophenylacetonitrile;4-Bromobenzylcyanide;4-Bromobenzeneacetonitrile;p-Bromobenzyl cyanide;p-Bromobenzylcyanide;(4-bromophenyl)acetonitrile;ACETONITRILE, (p-BROMOPHENYL)-;NSC 84174;EINECS 240-602-2;MFCD00001916;BRN 1861069;4-Bromophenylacetonitrile(Chunks or pellets);4-09-00-01683 (Beilstein Handbook Reference);(4-Bromo-phenyl)-acetonitrile;4-brombenzylcyanid;NSC84174;4-bromophenyl acetonitrile;4-bromophenyl-acetonitrile;4-Bromo-phenylacetonitrile;4-bromo-benzeneacetonitrile;WLN: NC1R DE;4-bromo-phenyl-acetonitrile;SCHEMBL1875;4-Bromophenylacetonitrile, 98%;DTXSID6051774;2-(4-bromophenyl) ethanenitrile;2-(4-bromo phenyl) acetonitrile;2-(4-bromo-phenyl)-acetonitrile;STR01834;BR1112;NSC-84174;STL363609;AKOS000139487;AM10696;CS-W008769;PB47521;PS-3082;B1134;FT-0623226;A22016;P16510;A920103;AM-879/41567861;W-107936;(p-bromophenyl)-acetonitril;4-bromo-benzeneacetonitril

Chemical Property of 4-Bromophenylacetonitrile

Chemical Property:

• Appearance/Colour: colorless to pale brown crystalline mass
• Melting Point: 47-49 °C(lit.)
• Refractive Index: 1.6550 (estimate)
• 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.: Sealed in dry,Room Temperature
• Water Solubility.: slightly soluble
• 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: 139

Purity/Quality:

98% ^*data from raw suppliers

4-BromobenzylCyanide ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1CC#N)Br
• Uses: 4-Bromophenylacetonitrile is a chemical model used for the study and analysis of human buccal absorption of pharmaceuticals. 4-Bromophenylacetonitrile has been used in the synthesis of :new fluorene-based alternating polymerslight-emitting copolymer, poly(N 4,N 4-bis-(4-phenyl)-N 4,N 4′-bis-[4-(2-ethylhexyloxy)phenyl]-biphenyl-4,4′-diamine-co-1,2-bis(4′-phenyl)-1-(9′′,9′′-dihexyl-3-fluorenyl)ethane) using a Yamamoto coupling reaction N-methyl-3,4-bis(4-(N-(1-naphthyl)phenylamino)phenyl)maleimide, a novel non-doped red organic light-emitting diode (OLED) material

Technology Process of 4-Bromophenylacetonitrile

There total 32 articles about 4-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: 98.0%

P-toluenesulfonyl cyanide (19158-51-1) + 1-((allylsulfonyl)methyl)-4-bromobenzene (501325-59-3) → 4-Bromophenylacetonitrile (16532-79-9) + 1-methyl-4-(prop-2-ene-1-sulfonyl)benzene (3112-87-6)

Guidance literature:

With 1,1'-azobis(1-cyanocyclohexanenitrile); In chlorobenzene; at 110 ℃;

DOI:10.1002/1521-3773(20020902)41:17<3265::AID-ANIE3265>3.0.CO;2-X

Reference yield: 95.0%

P-toluenesulfonyl cyanide (19158-51-1) + 4-bromobenzyliodide (55883-45-9) → 4-Bromophenylacetonitrile (16532-79-9)

Guidance literature:

With allyl methyl sulfone; 1,1'-azobis(1-cyanocyclohexanenitrile); In various solvent(s); at 140 ℃; for 8h;

DOI:10.1055/s-2002-35589

Reference yield: 92.0%

tetra-n-butylammonium cyanide (10442-39-4) + 1-bromo-4-[(methoxymethyloxy)methyl]benzene (130534-91-7) → 4-Bromophenylacetonitrile (16532-79-9)

Guidance literature:

With phosphotungstic acid; at 130 - 142 ℃; for 0.0416667h; chemoselective reaction; Microwave irradiation; Ionic liquid;

DOI:10.1016/j.crci.2010.03.015

upstream raw materials:

1-methyl-4-nitrobenzene

3-(4-bromo-phenyl)-2-hydroxyimino-propionic acid

acetic anhydride

p-toluidine

Downstream raw materials:

2,2-bis-[2-(4-bromo-phenyl)-acetylamino]-1,1,1-trichloro-ethane

(Z)-4-bromo-N-hydroxybenzimidoyl cyanide

2-(4-bromophenyl)-3-methylbutyronitrile

2-(4-bromophenyl)-1-(2,4-dihydroxyphenyl)ethan-1-one

Refernces

• 1、 Chang, Chenyang,Wu, Xinxin,Zhang, Huihui,Zhu, Chen. "Radical trifunctionalization of hexenenitrile via remote cyano migration". supporting information. p. 1005 - 1008. Retrieved 2022/02/01.
• 2、 Martins, Nayara Silva,ángel, Alix Y. Bastidas,Anghinoni, Jo?o M.,Lenard?o, Eder J.,Barcellos, Thiago,Alberto, Eduardo E.. "From Stoichiometric Reagents to Catalytic Partners: Selenonium Salts as Alkylating Agents for Nucleophilic Displacement Reactions in Water". supporting information. p. 87 - 93. Retrieved 2021/11/03.