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CS-W001157 4
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4-Amino-2-chlorobenzonitrile

  • CAS No. 20925-27-3

  • Cat. No. CS-W016289
  • Purity≥98%
  • MDL No.MFCD00035926

*For research and further manufacturing use only, not for direct human use.

4-Amino-2-chlorobenzonitrile|CS-W016289

Structure of 20925-27-3

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General Information

  • CAS No. 20925-27-3
  • Cat. No. CS-W016289
  • Purity ≥98%
  • MDL No. MFCD00035926
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅ClN₂
  • Molecular Weight 152.58
  • Synonym(s) benzonitrile, 4-amino-2-chloro-
  • SMILES N#CC1=CC=C(N)C=C1Cl

Description

4-Amino-2-chlorobenzonitrile features a strategically positioned amino group and chloro substituent on a nitrile-bearing benzene scaffold, enabling its use in coupling reactions and as a building block for pharmaceutical intermediates. This electron-rich aryl halide integrates readily into diverse synthetic pathways under standard conditions.

Application

4-Amino-2-chlorobenzonitrile serves as a versatile building block in medicinal chemistry, enabling direct incorporation into heterocyclic scaffolds via cyclization or coupling reactions. Its ortho-chloro and nitrile groups provide complementary reactivity for palladium-catalyzed cross-couplings and nucleophilic substitution, while the amino functionality allows for derivatization through acylation or diazotization. Bench-stable and readily purified by recrystallization, it functions efficiently in multi-step syntheses requiring functional group tolerance and predictable regiochemistry.

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 3439
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H302+H312-H315-H319-H331-H335
Precautionary Statements : P264-P270-P330-P405-P501

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Computational Chemistry Data

  • TPSA   49.81
  • LogP   1.79388
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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