2,5-Dimethylphenylacetonitrile

Base Information

• Chemical Name: 2,5-Dimethylphenylacetonitrile
• CAS No.: 16213-85-7
• Molecular Formula: C10H11N
• Molecular Weight: 145.204
• Hs Code.: 29269090
• European Community (EC) Number: 240-339-3
• NSC Number: 85352
• UNII: ULT00P22MN
• DSSTox Substance ID: DTXSID90167313
• Nikkaji Number: J90.706E
• Wikidata: Q72471203
• Mol file: 16213-85-7.mol

Synonyms:2,5-Dimethylphenylacetonitrile;16213-85-7;2-(2,5-dimethylphenyl)acetonitrile;2,5-Dimethylbenzyl cyanide;Benzeneacetonitrile, 2,5-dimethyl-;ACETONITRILE, (2,5-XYLYL)-;(2,5-Xylyl)acetonitrile;2,5-Xylylacetonitrile;2,5-Dimethylbenzeneacetonitrile;(2,5-Dimethylphenyl)acetonitrile;EINECS 240-339-3;NSC 85352;BRN 2084136;ULT00P22MN;NSC-85352;3-09-00-02486 (Beilstein Handbook Reference);NSC85352;UNII-ULT00P22MN;NCIOpen2_001008;SCHEMBL1019451;DTXSID90167313;MFCD00013816;AKOS009157382;DS-15279;CS-0153344;D4271;FT-0610474;EN300-135875;F14919;A810342;W-107965;Z820092518

Chemical Property of 2,5-Dimethylphenylacetonitrile

Chemical Property:

• Appearance/Colour: Liquid.
• Vapor Pressure: 0.015mmHg at 25°C
• Melting Point: 27-29 ºC
• Refractive Index: 1.524
• Boiling Point: 256.9 ºC at 760 mmHg
• Flash Point: 119.4 °C
• PSA: 23.79000
• Density: 0.979 g/cm³
• LogP: 2.36948
• Storage Temp.: Inert atmosphere,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: 165

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-(2,5-Dimethylphenyl)acetonitrile ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2,5-Dimethylphenylacetonitrile

There total 12 articles about 2,5-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: 81.0%

4-bromo-m-xylene (553-94-6) + acetonitrile (75-05-8,26809-02-9) → (2,5-dimethylphenyl)acetonitrile (16213-85-7) + 2,5-Dimethylaniline (95-78-3)

Guidance literature:

With ammonia; ferric nitrate; for 1h; Product distribution; var. alkylnitriles;

DOI:10.1021/jo00171a052

Reference yield: 16.0%

4-bromo-m-xylene (553-94-6) + acetonitrile (75-05-8,26809-02-9) → (2,5-dimethylphenyl)acetonitrile (16213-85-7) + Bis-(2,5-dimethyl-phenyl)-acetonitrile (127718-99-4)

Guidance literature:

With ethoxyethoxyethanol; sodium amide; In 1,2-dimethoxyethane; 1.) 45 deg C, 2 h, 2.) -10 deg C, 2 h, 3.) 0 deg C, 14 h;

Reference yield:

sodium cyanide (773837-37-9) + 2,5-dimethylbenzyl chloride (824-45-3) → (2,5-dimethylphenyl)acetonitrile (16213-85-7)

Guidance literature:

With tetrabutylammomium bromide; In water; at 60 - 65 ℃; for 4h; Temperature;

upstream raw materials:

2,5-dimethylbenzyl chloride

sodium cyanide

potassium cyanide

2-chloro-1,4-dimethyl-benzene

Downstream raw materials:

2,5-dimethylphenylacetic acid ethyl ester

4-[4-amino-6-(2,5-dimethyl-benzyl)-[1,3,5]triazin-2-ylamino]-benzonitrile

2-(4-amino-2,5-dimethylbenzyl)-4-(4-methylphenyl)-1,3-thiazole-5-carboxamide

2-(2,5-dimethyl-4-nitrobenzyl)-4-(4-methylphenyl)-1,3-thiazole-5-carboxamide

Refernces

• 1、 Waggenspack,Tran,Taylor,Yeung,Morgan,Deshmukh,Khanapure,Biehl. "Synthesis of poly(methylphenyl)acetonitriles by the aryne reaction". . p. 765 - 768. Retrieved 2007/10/02.
• 2、 Carre, M. C.,Ezzinadi, A. S.,Zouaoui, M. A.,Geoffroy, P.,Caubere, P.. "ARYNIC CONDENSATION OF NITRILE ANIONS IN THE PRESENCE OF THE COMPLEX BASE NaNH2-CH3CH2(OCH2CH2)2ONa". . p. 3323 - 3330. Retrieved 2007/10/02.