3-Amino-3-phenylacrylonitrile

Base Information

• Chemical Name: 3-Amino-3-phenylacrylonitrile
• CAS No.: 1823-99-0
• Molecular Formula: C₉H₈N₂
• Molecular Weight: 144.176
• Hs Code.: 2926909090
• European Community (EC) Number: 217-355-4
• Nikkaji Number: J199.642H,J328.265A
• ChEMBL ID: CHEMBL3251045
• Mol file: 1823-99-0.mol

Synonyms:aminocinnamonitrile

Chemical Property of 3-Amino-3-phenylacrylonitrile

Chemical Property:

• Vapor Pressure: 5.73E-06mmHg at 25°C
• Boiling Point: 379.7°Cat760mmHg
• Flash Point: 183.5°C
• PSA: 49.81000
• Density: 1.101g/cm³
• LogP: 2.21008
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 144.068748264
• Heavy Atom Count: 11
• Complexity: 191

Purity/Quality:

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

3-amino-3-phenylprop-2-enenitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Amino-3-phenylacrylonitrile

There total 11 articles about 3-Amino-3-phenylacrylonitrile 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: 98.0%

benzonitrile (100-47-0) + acetonitrile (75-05-8,26809-02-9) → 3-amino-3-phenylacrylonitrile (1823-99-0,17196-74-6,60375-56-6)

Guidance literature:

With potassium tert-butylate; In benzene; for 24h; Ambient temperature;

DOI:10.1002/jhet.5570350405

Reference yield: 90.0%

phenylacetonitrile (140-29-4) + acetonitrile (75-05-8,26809-02-9) → 3-amino-3-phenylacrylonitrile (1823-99-0,17196-74-6,60375-56-6)

Guidance literature:

With potassium tert-butylate; In toluene; at 40 ℃; for 0.166667h;

DOI:10.1039/c5ra26931h

Reference yield: 63.0%

lithioacetonitrile (99749-00-5) + benzonitrile (100-47-0) → 3-amino-3-phenylacrylonitrile (1823-99-0,17196-74-6,60375-56-6)

Guidance literature:

In tetrahydrofuran; at -78 ℃;

DOI:10.1016/S0040-4039(00)86025-6

upstream raw materials:

benzonitrile

acetonitrile

(2Z)-3-bromo-3-phenylprop-2-enenitrile

cis-trans-3-Trimethylsilylamino-cinnamonitril

Downstream raw materials:

6-hydroxy-2,4-diphenyl-nicotinonitrile

2,6-diphenyl-1,4-dihydropyridine-3,5-dicarbonitrile

3-cyano-2,4,6-triphenylpyridine

6-morpholin-4-yl-2,4-diphenyl-nicotinonitrile

Refernces

• 1、 -. "Green synthesis method of nicotinic acid ester compounds based on non-metallic conditions". Paragraph 0058; 0061. . Retrieved 2021/09/29.
• 2、 Sun, Jiyun,Zhen, Xiaohua,Ge, Huaibin,Zhang, Guangtao,An, Xuechan,Du, Yunfei. "Synthesis of trifluoromethylated 2H-azirines through Togni reagent-mediated trifluoromethylation followed by PhIO-mediated azirination". supporting information. p. 1452 - 1458. Retrieved 2018/07/05.