(3,5-Dimethylphenyl)acetonitrile

Base Information

• Chemical Name: (3,5-Dimethylphenyl)acetonitrile
• CAS No.: 39101-54-7
• Molecular Formula: C10H11N
• Molecular Weight: 145.204
• Hs Code.: 2926909090
• European Community (EC) Number: 254-292-1
• DSSTox Substance ID: DTXSID80192351
• Nikkaji Number: J261.308E
• Wikidata: Q72471199
• Mol file: 39101-54-7.mol

Synonyms:3,5-Dimethylphenylacetonitrile;39101-54-7;2-(3,5-dimethylphenyl)acetonitrile;(3,5-Dimethylphenyl)acetonitrile;Benzeneacetonitrile, 3,5-dimethyl-;(3,5-Dimethyl-phenyl)-acetonitrile;EINECS 254-292-1;35-Dimethylphenylacetonitrile;3.5-Dimethylphenylacetonitril;3,5-dimethylbenzeneacetonitrile;3,5-dimethylphenylethanenitrile;SCHEMBL1823353;3,5-dimethylphenyl-acetonitrile;DTXSID80192351;(3,5-Dimethylphenyl)acetonitrile #;MFCD00060304;STK661462;AKOS002217604;s10185;AS-54455;BB 0222346;FT-0614701;EN300-42383;W-106457;F3122-0062;Z274447884

Chemical Property of (3,5-Dimethylphenyl)acetonitrile

Chemical Property:

• Vapor Pressure: 0.0172mmHg at 25°C
• Melting Point: 41-44 °C
• Refractive Index: 1.524
• Boiling Point: 254.5 °C at 760 mmHg
• Flash Point: 117.5 °C
• PSA: 23.79000
• Density: 0.98 g/cm³
• LogP: 2.36948
• Storage Temp.: Refrigerator
• 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:

97% ^*data from raw suppliers

3,5-DimethylbenzylCyanide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
• Hazard Codes: R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
• Statements: 20/21/22
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1)CC#N)C
• Uses: 3,5-Dimethylbenzyl Cyanide (cas# 39101-54-7) is a compound useful in organic synthesis.

Technology Process of (3,5-Dimethylphenyl)acetonitrile

There total 14 articles about (3,5-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: 95.0%

P-toluenesulfonyl cyanide (19158-51-1) + 1,3,5-trimethyl-benzene (108-67-8) → 3,5-dimethylphenylacetonitrile (39101-54-7)

Guidance literature:

With tetrakis(tetrabutylammonium)decatungstate(VI); In water; acetonitrile; for 18h; Irradiation; Inert atmosphere;

DOI:10.1021/acs.orglett.1c01846

Reference yield: 91.0%

2-aminoacetonitrile hydrochloride (6011-14-9) + 3,5-dimethylphenyl boronic acid (172975-69-8) → 3,5-dimethylphenylacetonitrile (39101-54-7)

Guidance literature:

With sodium nitrite; In water; toluene; at 50 ℃; for 24h; Schlenk technique;

DOI:10.1002/anie.201406765

Reference yield: 88.0%

5-bromo-1,3-xylene (556-96-7) + sodium cyanoacetate (1071-36-9) → 3,5-dimethylphenylacetonitrile (39101-54-7)

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 5.16667h; chemoselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1002/anie.201006763

upstream raw materials:

1-bromomethyl-3,5-dimethylbenzene

potassium cyanide

3,5-dimethylbenzyl chloride

sodium cyanide

Downstream raw materials:

ethyl 2-(3,5-dimethylphenyl)acetate

2-(3,5-dimethylphenyl)-2-methylpropionitrile

3,5-Dimethyl-4-nitro-benzylcyanid

1,1,1-trichloro-2,2-bis-[2-(3,5-dimethyl-phenyl)-acetylamino]-ethane