[4-(Dimethylamino)phenyl]acetonitrile

Base Information

• Chemical Name: [4-(Dimethylamino)phenyl]acetonitrile
• CAS No.: 34906-70-2
• Molecular Formula: C10H12N2
• Molecular Weight: 160.219
• DSSTox Substance ID: DTXSID90535836
• Nikkaji Number: J504.650E
• Wikidata: Q82410263
• Mol file: 34906-70-2.mol

Synonyms:34906-70-2;2-(4-(Dimethylamino)phenyl)acetonitrile;[4-(Dimethylamino)phenyl]acetonitrile;SCHEMBL2774144;DTXSID90535836;YUJKBNUEQVXKGA-UHFFFAOYSA-N;(4-dimethylamino-phenyl)-acetonitrile;AKOS009158687;SB76528

Chemical Property of [4-(Dimethylamino)phenyl]acetonitrile

Chemical Property:

• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 160.100048391
• Heavy Atom Count: 12
• Complexity: 170

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of [4-(Dimethylamino)phenyl]acetonitrile

There total 15 articles about [4-(Dimethylamino)phenyl]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: 86.0%

2-[4-(dimethylamino)phenyl]acetic acid (17078-28-3) → (4-dimethylamino-phenyl)-acetonitrile (34906-70-2)

Guidance literature:

With sodium azide; TEA; triethylphosphine; (bis-(2-methoxyethyl)amino)sulfur trufluoride; In dichloromethane; dimethyl sulfoxide; at 0 ℃; for 60h;

DOI:10.1016/j.tetlet.2007.11.090

Reference yield: 83.0%

2-trimethylsilylacetonitrile (18293-53-3) + 4-bromo-N,N-dimethylaniline (586-77-6) → (4-dimethylamino-phenyl)-acetonitrile (34906-70-2)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; zinc(II) fluoride; di(tertbutyl)phenylphosphine; In N,N-dimethyl-formamide; at 90 ℃; for 18h;

DOI:10.1021/ja053027x

Reference yield: 81.0%

p-aminophenylacetonitrile (3544-25-0) + formaldehyd (50-00-0,30525-89-4,61233-19-0) → (4-dimethylamino-phenyl)-acetonitrile (34906-70-2)

Guidance literature:

With sodium cyanoborohydride; acetic acid; In water; acetonitrile; at 20 ℃; for 3h;

DOI:10.1111/cbdd.12928 DOI:10.1016/j.bioorg.2020.104260

upstream raw materials:

p-aminophenylacetonitrile

dimethyl sulfate

2-trimethylsilylacetonitrile

4-bromo-N,N-dimethylaniline

Downstream raw materials:

4-Dimethylaminophenethylamine

3,4,5-Triphenyl-2-<4-dimethylamino-phenyl>-cyclopentadien-(2,4)-on-(1)

4,5-Diphenyl-2,3-bis-<4-dimethylamino-phenyl>-cyclopentadien-(2,4)-on-(1)

2-(4-dimethylamino-phenyl)-3-oxo-propionitrile