4-Amino-2-chlorobenzonitrile

Base Information

• Chemical Name: 4-Amino-2-chlorobenzonitrile
• CAS No.: 20925-27-3
• Molecular Formula: C7H5ClN2
• Molecular Weight: 152.583
• Hs Code.: 2926909090
• European Community (EC) Number: 244-114-0
• UNII: WYJ3C99GPF
• DSSTox Substance ID: DTXSID20175082
• Nikkaji Number: J225.361E
• Wikidata: Q72434308
• Mol file: 20925-27-3.mol

Synonyms:4-Amino-2-chlorobenzonitrile;20925-27-3;Benzonitrile, 4-amino-2-chloro-;3-Chloro-4-cyanoaniline;2-CHLORO-4-AMINOBENZONITRILE;WYJ3C99GPF;4-amino-2-chloro-benzonitrile;4-cyano-3-chloroaniline;UNII-WYJ3C99GPF;3-Chloro-4-cyanobenzenamine;SCHEMBL171717;DTXSID20175082;EINECS 244-114-0;4-Amino-2-chlorobenzonitrile, 99%;CK2152;MFCD00035926;AKOS000120852;AC-4015;AM61841;CS-W016289;GS-3416;FT-0617462;EN300-20874;W-107586;Z104484182

Chemical Property of 4-Amino-2-chlorobenzonitrile

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 9.18E-05mmHg at 25°C
• Melting Point: 116-118 °C(lit.)
• Refractive Index: 1.609
• Boiling Point: 339.5 °C at 760 mmHg
• PKA: 0.67±0.10(Predicted)
• Flash Point: 159.1 °C
• PSA: 49.81000
• Density: 1.33 g/cm³
• LogP: 2.37508
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 152.0141259
• Heavy Atom Count: 10
• Complexity: 160

Purity/Quality:

99% ^*data from raw suppliers

4-Amino-2-chlorobenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi, N
• Hazard Codes: Xn,Xi,N
• Statements: 22-43
• Safety Statements: 22-24/25-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1N)Cl)C#N
• Uses: 4-Amino-2-chlorobenzonitrile is commonly used as an organic reagent.

Technology Process of 4-Amino-2-chlorobenzonitrile

There total 10 articles about 4-Amino-2-chlorobenzonitrile 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: 85.0%

2-chloro-4-nitrobenzaldehyde oxime → 4-amino-2-chlorobenzonitrile (20925-27-3)

Guidance literature:

With aluminum oxide; sodium dihydrogenphosphate; iron(II) sulfate; for 0.0138889h; microwave irradiation;

Reference yield: 78.0%

4-nitro-2-chlorobenzonitrile (28163-00-0) → 4-amino-2-chlorobenzonitrile (20925-27-3)

Guidance literature:

With hydrazine hydrate; In (2S)-N-methyl-1-phenylpropan-2-amine hydrate;

Reference yield: 60.0%

4-bromo-3-chloroaniline (21402-26-6) + copper(l) cyanide → 4-amino-2-chlorobenzonitrile (20925-27-3)

Guidance literature:

In N,N-dimethyl-formamide; at 145 ℃; Inert atmosphere;

DOI:10.1007/s00044-016-1504-3

upstream raw materials:

4-bromo-2-chlorobenzonitrile

C₉H₇ClN₂O

3-Chloroacetanilide

N-(4-bromo-3-chlorophenyl)acetamide

Downstream raw materials:

3-chloro-4-cyano-2',4'-dinitro-6'-trifluoromethyldiphenylamine

2-chloro-4-isocyanatobenzonitrile

4-Cyano-3-phenylthiobenzenamine

3-chloro-4-cyanobenzene-1-sulfonyl chloride

Refernces

• 1、 Elancheran,Saravanan,Choudhury, Bhaswati,Divakar,Kabilan,Ramanathan,Das, Babulal,Devi,Kotoky, Jibon. "Design and development of oxobenzimidazoles as novel androgen receptor antagonists". . p. 539 - 552. Retrieved 2016/03/08.
• 2、 Weigand, Klaus,Pelka, Sylvie. "Palladium-Catalyzed Animation of Aryl Halides on Solid Support". . p. 4689 - 4692. Retrieved 2007/10/03.