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CS-W001157 4
Total: USD 88.00

2-Amino-6-chlorophenol

  • CAS No. 38191-33-2

  • Cat. No. CS-W021577
  • Purity≥98%
  • MDL No.MFCD07801210

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

2-Amino-6-chlorophenol|CS-W021577

Structure of 38191-33-2

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General Information

  • CAS No. 38191-33-2
  • Cat. No. CS-W021577
  • Purity ≥98%
  • MDL No. MFCD07801210
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆ClNO
  • Molecular Weight 143.57
  • Synonym(s) 3-Chloro-2-hydroxyaniline
  • SMILES NC1=C(C(=CC=C1)Cl)O

Description

2-Amino-6-chlorophenol serves as a key intermediate in pharmaceutical synthesis, featuring a reactive amino group flanked by a chlorine atom and hydroxyl functionality. This arrangement enables selective derivatization under mild conditions, supporting efficient coupling reactions in drug development workflows.

Application

2-Amino-6-chlorophenol serves as a versatile building block in the synthesis of pharmaceutical intermediates and agrochemicals. Its ortho-directed reactivity enables efficient electrophilic substitution, while the amino and hydroxyl groups offer complementary handles for coupling reactions and protecting group strategies. The molecule exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic sequences in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • Huensch, Sabine; Richter, Wolfgang; Ugi, Ivar; Chattopadhyaya, Jyoti Liebigs Annalen der Chemie, 1994 , # 3 p. 269 - 276
  • Route2
    • In-stock
      2-Chloro-6-nitrophenol|CS-W008347
      603-86-1
    • null|null
      7439-89-6
    • ~58%
    • In-stock
      2-Amino-6-chlorophenol|CS-W021577
      38191-33-2

    References

    • Abbott Laboratories Patent: US6921763 B2, 2005 ;
  • Route3
    • null|null
      95-57-8
    • ~%
    • In-stock
      2-Amino-6-chlorophenol|CS-W021577
      38191-33-2

    References

    • Campiani, Giuseppe; Nacci, Vito; Fiorini, Isabella; De Filippis, Maria P.; Garofalo, Antonio; Ciani, Silvia M.; Greco, Giovanni; Novellino, Ettore; Williams, D. Clive; Zisterer, Daniela M.; Woods, Margaret J.; Mihai, Camelia; Manzoni, Cristina; Mennini, Tiziana Journal of Medicinal Chemistry, 1996 , vol. 39, # 18 p. 3435 - 3450

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-H319
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   46.25
  • LogP   1.6278
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   0

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