2-(4-Amino-3-chlorophenyl)acetonitrile

Base Information

• Chemical Name: 2-(4-Amino-3-chlorophenyl)acetonitrile
• CAS No.: 80199-02-6
• Molecular Formula: C₈H₇ClN₂
• Molecular Weight: 166.61
• European Community (EC) Number: 869-715-0
• Mol file: 80199-02-6.mol

Synonyms:2-(4-Amino-3-chlorophenyl)acetonitrile;80199-02-6;SCHEMBL4711611;UJOMOYNESLBIEW-UHFFFAOYSA-N;AKOS027259513;(4-Amino-3-chloro-phenyl)-acetonitrile;EN300-218161;F88457;Z1255382501

Chemical Property of 2-(4-Amino-3-chlorophenyl)acetonitrile

Chemical Property:

• Boiling Point: 313.1±27.0 °C(Predicted)
• Density: 1.282±0.06 g/cm3(Predicted)
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 166.0297759
• Heavy Atom Count: 11
• Complexity: 172

Purity/Quality:

97% ^*data from raw suppliers

2-(4-amino-3-chlorophenyl)acetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=C(C=C1CC#N)Cl)N

Technology Process of 2-(4-Amino-3-chlorophenyl)acetonitrile

There total 3 articles about 2-(4-Amino-3-chlorophenyl)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: 49.0%

o-chloroaniline (95-51-2) + acetonitrile (75-05-8,26809-02-9) → α-(4-amino-3-chlorophenyl)-acetonitrile (80199-02-6) + 2-(2-amino-3-chlorophenyl)acetonitrile

Guidance literature:

With di-tert-butyl peroxide; iron(II) chloride; at 110 ℃; for 14h; regioselective reaction; Schlenk technique; Inert atmosphere; Sealed tube; Green chemistry;

DOI:10.1021/acs.orglett.2c00498

Reference yield:

4-Aminobenzonitrile (873-74-5) → α-(4-amino-3-chlorophenyl)-acetonitrile (80199-02-6)

Guidance literature:

With N-chloro-succinimide; In isopropyl alcohol; for 1h; Heating / reflux;

Reference yield:

p-aminophenylacetonitrile (3544-25-0) → α-(4-amino-3-chlorophenyl)-acetonitrile (80199-02-6)

Guidance literature:

With N-chloro-succinimide; In isopropyl alcohol; for 1h; Heating / reflux;

upstream raw materials:

4-Aminobenzonitrile

p-aminophenylacetonitrile

o-chloroaniline

acetonitrile

Downstream raw materials:

4-(2-aminoethyl)-2-chloroaniline