(4-Methylphenyl)bromoacetonitrile

Base Information

• Chemical Name: (4-Methylphenyl)bromoacetonitrile
• CAS No.: 90775-10-3
• Molecular Formula: C9H8BrN
• Molecular Weight: 210.073
• DSSTox Substance ID: DTXSID40577226
• Nikkaji Number: J2.619.631K
• Mol file: 90775-10-3.mol

Synonyms:90775-10-3;(4-methylphenyl)bromoacetonitrile;2-bromo-2-(4-methylphenyl)acetonitrile;2-bromo-2-p-tolylacetonitrile;SCHEMBL9501885;Bromo(4-methylphenyl)acetonitrile;DTXSID40577226;AKOS023892976;Benzeneacetonitrile, .alpha.-bromo-4-methyl-;A19295

Chemical Property of (4-Methylphenyl)bromoacetonitrile

Chemical Property:

• PSA: 23.79000
• LogP: 2.95458
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 208.98401
• Heavy Atom Count: 11
• Complexity: 162

Purity/Quality:

98%min ^*data from raw suppliers

(S)-ALPHA-BROMO-ALPHA-(4-METHYL PHENYL)-ACETONITRILE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C(C#N)Br

Technology Process of (4-Methylphenyl)bromoacetonitrile

There total 4 articles about (4-Methylphenyl)bromoacetonitrile 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: 40.0%

(4-methylphenyl)acetonitrile (2947-61-7) → (4-methylphenyl)bromoacetonitrile (90775-10-3)

Guidance literature:

With bromine; In tetrachloromethane; for 3h; Heating;

DOI:10.1055/s-1995-4135

Reference yield: 35.0%

(4-methylphenyl)acetonitrile (2947-61-7) → (4-bromomethylphenyl)bromoacetonitrile + 2-[4-(bromomethyl)phenyl]acetonitrile (7371-94-0) + (4-methylphenyl)bromoacetonitrile (90775-10-3)

Guidance literature:

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In tetrachloromethane; for 3h; Heating;

DOI:10.1016/j.bmc.2007.10.077

Reference yield:

2-hydroxy-2-(4-methylphenyl)acetonitrile (4815-10-5) → (4-methylphenyl)bromoacetonitrile (90775-10-3)

Guidance literature:

With phosphorus tribromide; In benzene;

DOI:10.1021/jm00301a003

upstream raw materials:

2-hydroxy-2-(4-methylphenyl)acetonitrile

(4-methylphenyl)acetonitrile

Downstream raw materials:

N-benzyl amino-(4-methylphenyl)acetonitrile

2-Amino-N-benzyl-N-(cyano-p-tolyl-methyl)-benzamide

N-Benzyl-N-(cyano-p-tolyl-methyl)-2-nitro-benzamide

C₂₆H₂₃ClN₄O₃

Refernces

• 1、 Boukli, Latifa,Touaibia, Mohamed,Meddad-Belhabich, Nadia,Djimde, Atime,Park, Chang-Ha,Kim, Jung-Joo,Yoon, Joo-Hyoung,Lamouri, Aazdine,Heymans, Francoise. "Design of new potent and selective secretory phospholipase A2 inhibitors. Part 5: Synthesis and biological activity of 1-alkyl-4-[4,5-dihydro-1,2,4-[4H]-oxadiazol-5-one-3-ylmethylbenz-4′-yl(oyl)] piperazines". . p. 1242 - 1253. Retrieved 2008/09/17.
• 2、 Laurent, Eliane,Marquet, Bernard,Tardivel, Robert. "-". . p. 3969 - 3980. Retrieved 2007/10/02.