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CS-W001157 4
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(4-Amino-2-chlorophenyl)methanol

  • CAS No. 51420-25-8

  • Cat. No. CS-0199437
  • Purity≥97%
  • MDL No.None

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

(4-Amino-2-chlorophenyl)methanol|CS-0199437

Structure of 51420-25-8

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General Information

  • CAS No. 51420-25-8
  • Cat. No. CS-0199437
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈ClNO
  • Molecular Weight 157.60
  • Synonym(s) 4-amino-2-chloro-benzyl alcohol
  • SMILES C1=CC(=CC(=C1CO)Cl)N

Description

This bench-stable arylmethanol features a para-amino group flanked by a chloro substituent, enabling direct incorporation into pharmaceutical intermediates and functionalized biaryl scaffolds. The hydroxymethyl functionality supports derivatization under mild conditions, while the electron-donating amino moiety enhances reactivity in coupling processes.

Application

(4-Amino-2-chlorophenyl)methanol serves as a versatile building block in medicinal chemistry, enabling the synthesis of diverse heterocyclic scaffolds and functionalized aryl derivatives. Its dual amino and hydroxymethyl functionalities offer orthogonal reactivity for selective derivatization, while the chloro group facilitates palladium-catalyzed coupling reactions. The compound exhibits good bench stability and is amenable to standard purification techniques, making it well-suited for iterative synthesis workflows in API development.

Synthesis

  • Route1

    References

    • SGX Pharmaceuticals, Inc. Patent: US2007/173488 A1, 2007 ; Location in patent: Page/Page column 52 ;
  • Route2

    References

    • Witt Chemische Berichte, 1892 , vol. 25, p. 83

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   46.25
  • LogP   1.4145
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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