2-(3,4-Dimethylphenyl)acetonitrile

Base Information

• Chemical Name: 2-(3,4-Dimethylphenyl)acetonitrile
• CAS No.: 3020-06-2
• Molecular Formula: C10H11 N
• Molecular Weight: 145.204
• Hs Code.: 2926909090
• European Community (EC) Number: 221-168-3
• NSC Number: 26232
• UNII: CP3RTS4L38
• DSSTox Substance ID: DTXSID80184296
• Nikkaji Number: J205.323C
• Wikidata: Q83055210
• Mol file: 3020-06-2.mol

Synonyms:2-(3,4-dimethylphenyl)acetonitrile;3020-06-2;3,4-DIMETHYLPHENYLACETONITRILE;3,4-Xylylacetonitrile;Benzeneacetonitrile, 3,4-dimethyl-;CP3RTS4L38;3,4-Dimethylbenzeneacetonitrile;NSC-26232;3,4-Dimethylacetonitrile;NSC26232;UNII-CP3RTS4L38;SCHEMBL3244749;(3,4-Dimethylphenyl)acetonitrile;DTXSID80184296;ACETONITRILE, 3,4-XYLYL-;(3,4-Dimethylphenyl)acetonitrile #;EINECS 221-168-3;MFCD00019829;NSC 26232;AKOS010813880;CS-0257129;FT-0634604;EN300-66234;F79221

Chemical Property of 2-(3,4-Dimethylphenyl)acetonitrile

Chemical Property:

• Vapor Pressure: 0.012mmHg at 25°C
• Melting Point: 35-38 °C
• Boiling Point: 260.7°Cat760mmHg
• Flash Point: 122.4°C
• PSA: 23.79000
• Density: 0.979g/cm³
• LogP: 2.36948
• Storage Temp.: 2-8°C
• 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%min ^*data from raw suppliers

2-(3,4-Dimethylphenyl)acetonitrile 95% ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-(3,4-Dimethylphenyl)acetonitrile

There total 9 articles about 2-(3,4-Dimethylphenyl)acetonitrile 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: 100.0%

sodium cyanide (143-33-9,25596-52-5) + 4-(chloromethyl)-1,2-dimethylbenzene (102-46-5) → 3,4-dimethylphenylacetonitrile (3020-06-2)

Guidance literature:

In N,N-dimethyl-formamide; at 100 ℃; for 16h;

DOI:10.1016/j.bmc.2003.12.005

Reference yield:

4-bromo-o-xylene (583-71-1) + acetonitrile (75-05-8,26809-02-9) → 3,4-dimethylphenylacetonitrile (3020-06-2) + 2,3-dimethylphenylacetonitrile (76574-43-1)

Guidance literature:

With sodium amide; In ammonia; for 2h; Yield given. Yields of byproduct given;

DOI:10.1021/jo00376a020

Reference yield:

lithioacetonitrile (99749-00-5) → 3,4-dimethylphenylacetonitrile (3020-06-2) + 2,3-dimethylphenylacetonitrile (76574-43-1)

Guidance literature:

With iodine; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; 1) THF, HMPA, -20 deg C, 2 h, 2) -78 deg C -> 20 deg C, 1 h, then 20 deg C, 4 h;

DOI:10.1002/hlca.19910740836

upstream raw materials:

sodium cyanide

4-(chloromethyl)-1,2-dimethylbenzene

4-bromo-o-xylene

acetonitrile

Downstream raw materials:

(3,4-dimethyl-phenyl)-acetic acid ethyl ester

3,4-dimethylphenethylamine

(4-Methylsulfonyloxyimino-cyclohexa-2,5-dienylidene)-(3,4-dimethylphenyl)-acetonitrile

1-benzyl-4-(3,4-dimethyl-phenyl)-piperidine-4-carbonitrile

Refernces

• 1、 Macchia, B.,Macchia, M.,Manera, C.,Martinotti, E.,Nancetti, S.,et al.. "Role of the benzylic hydroxyl group of adrenergic catecholamines in eliciting α-adrebergic activity. Synthesis and α1- and α2-adrenergic activity of 3-phenyl-3-piperidinols and their desoxy analogs". . p. 869 - 880. Retrieved 2007/10/03.
• 2、 Biehl, Edward R.,Razzuk, Aziz,Jovanovic, Misa V.,Khanapure, Subhash P.. "Reaction of 4-Bromo-1,2-dimethylbenzene with Various Nucleophiles via Aryne Reaction". . p. 5157 - 5160. Retrieved 2007/10/02.