2,6-Dimethylphenylacetonitrile

Base Information

• Chemical Name: 2,6-Dimethylphenylacetonitrile
• CAS No.: 54708-14-4
• Molecular Formula: C10H11N
• Molecular Weight: 145.204
• Hs Code.: 2926909090
• European Community (EC) Number: 675-696-8
• DSSTox Substance ID: DTXSID50398681
• Nikkaji Number: J1.922.265I
• Wikidata: Q82200796
• Mol file: 54708-14-4.mol

Synonyms:2,6-DIMETHYLPHENYLACETONITRILE;54708-14-4;2-(2,6-dimethylphenyl)acetonitrile;Benzeneacetonitrile, 2,6-dimethyl-;SCHEMBL954804;2,6-Dimethylbenzeneacetonitrile;2,6-dimethyl-phenyl-acetonitrile;DTXSID50398681;ABOLDLVTFQCAHP-UHFFFAOYSA-N;CL9427;MFCD00060300;AKOS006344185;AS-46343;FT-0682164;EN300-1857115

Chemical Property of 2,6-Dimethylphenylacetonitrile

Chemical Property:

• Vapor Pressure: 0.0117mmHg at 25°C
• Melting Point: 31-33 °C
• Refractive Index: 1.524
• Boiling Point: 261.2 °C at 760 mmHg
• Flash Point: 122.9 °C
• PSA: 23.79000
• Density: 0.979 g/cm³
• LogP: 2.36948
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 145.089149355
• Heavy Atom Count: 11
• Complexity: 155

Purity/Quality:

98%Min ^*data from raw suppliers

2,6-Dimethylphenylacetonitrile ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22
• Safety Statements: 22-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2,6-Dimethylphenylacetonitrile

There total 18 articles about 2,6-Dimethylphenylacetonitrile 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: 98.6%

2,6-dimethylbenzyl chloride (5402-60-8) → 2,6-dimethylphenylacetonitrile (54708-14-4)

Guidance literature:

With sodium cyanide;

Reference yield: 87.0%

2-Bromo-m-xylene (576-22-7) + sodium cyanoacetate (1071-36-9) → 2,6-dimethylphenylacetonitrile (54708-14-4)

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; bis(η3-allyl-μ-chloropalladium(II)); In 1,3,5-trimethyl-benzene; at 20 - 140 ℃; for 10.1667h; chemoselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1002/anie.201006763

Reference yield: 84.0%

2-trimethylsilylacetonitrile (18293-53-3) + 2-Bromo-m-xylene (576-22-7) → 2,6-dimethylphenylacetonitrile (54708-14-4)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; zinc(II) fluoride; tri-tert-butyl phosphine; In N,N-dimethyl-formamide; at 90 ℃; for 24h;

DOI:10.1021/ja053027x

upstream raw materials:

2,6-dimethylbenzyl chloride

sodium cyanide

2,6-dimethylbenzyl bromide

potassium cyanide

Downstream raw materials:

6-(2,6-Dimethyl-phenyl)-pyrido[2,3-d]pyrimidin-7-ylamine

2,7-diamino-6-(2,6-dimethylphenyl)-pyrido[2,3-d]pyrimidine

2-(2,6-Dimethyl-phenyl)-acetimidic acid ethyl ester

2-(2,6-dimethyl-phenyl)-acetamidine

Refernces

• 1、 -. "APELIN RECEPTOR AGONISTS AND METHODS OF USE THEREOF". . . Retrieved 2019/02/25.
• 2、 Shang, Rui,Ji, Dong-Sheng,Chu, Ling,Fu, Yao,Liu, Lei. "Synthesis of α-Aryl nitriles through palladium-catalyzed decarboxylative coupling of cyanoacetate salts with aryl halides and triflates". supporting information; experimental part. p. 4470 - 4474. Retrieved 2011/06/24.