3-[4-(Dimethylamino)phenyl]propanenitrile

Base Information

• Chemical Name: 3-[4-(Dimethylamino)phenyl]propanenitrile
• CAS No.: 139670-58-9
• Molecular Formula: C11H14N2
• Molecular Weight: 174.246
• DSSTox Substance ID: DTXSID10458659
• Nikkaji Number: J1.318.879C
• Wikidata: Q82282119
• Mol file: 139670-58-9.mol

Synonyms:3-[4-(dimethylamino)phenyl]propanenitrile;139670-58-9;Benzenepropanenitrile, 4-(dimethylamino)-;3-(4-(dimethylamino)phenyl)propanenitrile;F2189-0207;DTXSID10458659;AKOS006343333;3-[4-(Dimethylamino)phenyl]propiononitrile;CS-0300260;EN300-239198

Chemical Property of 3-[4-(Dimethylamino)phenyl]propanenitrile

Chemical Property:

• PSA: 27.03000
• LogP: 2.20878
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 174.115698455
• Heavy Atom Count: 13
• Complexity: 182

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-[4-(Dimethylamino)phenyl]propanenitrile

There total 5 articles about 3-[4-(Dimethylamino)phenyl]propanenitrile 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: 93.7%

sodium cyanide (143-33-9,25596-52-5) + 2-(4-dimethylaminophenyl)ethyl tosylate (139670-57-8) → 3-(4-(dimethylamino)phenyl)propanenitrile (139670-58-9)

Guidance literature:

In dimethyl sulfoxide; 1) 93 deg C, 1.5h, 2) 100 deg C, 1h;

DOI:10.1016/S0040-4020(01)80716-X

Reference yield: 82.0%

α-benzenesulfonyl-4-dimethylamino-cinnamonitrile (50709-87-0) → 3-(4-(dimethylamino)phenyl)propanenitrile (139670-58-9)

Guidance literature:

With samarium diiodide; In tetrahydrofuran; methanol; at 60 ℃; for 5h;

DOI:10.1080/00397910008087236

Reference yield: 58.0%

ethyl 2-cyanoacetate (105-56-6) + 4-dimethylamino-benzaldehyde (100-10-7) → 3-(4-(dimethylamino)phenyl)propanenitrile (139670-58-9)

Guidance literature:

With iron pentacarbonyl; sodium hydroxide; In ethanol; at 140 ℃; for 6h; Schlenk technique; Sealed tube; Inert atmosphere;

DOI:10.1002/ejoc.201801412

upstream raw materials:

sodium cyanide

2-(4-dimethylaminophenyl)ethyl tosylate

α-benzenesulfonyl-4-dimethylamino-cinnamonitrile

4-dimethylamino-benzaldehyde

Downstream raw materials:

(1R,2R)-trans-cyclohexanediol mono-p-dimethylaminohydrocinnamate

(1R,2R)-trans-cyclohexanediol bis-p-dimethylaminohydrocinnamate