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CS-W001157 4
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(3-Chloro-2-methylphenyl)methanol

  • CAS No. 90369-75-8

  • Cat. No. CS-0136274
  • Purity≥95%
  • MDL No.MFCD09753680

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

(3-Chloro-2-methylphenyl)methanol|CS-0136274

Structure of 90369-75-8

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General Information

  • CAS No. 90369-75-8
  • Cat. No. CS-0136274
  • Purity ≥95%
  • MDL No. MFCD09753680
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉ClO
  • Molecular Weight 156.61
  • Synonym(s) None
  • SMILES OCC1=CC=CC(Cl)=C1C

Description

This bench-stable benzyl alcohol derivative features a chlorinated aryl ring and methyl substituent, enabling selective functionalization in synthetic pathways. The para-chloro and ortho-methyl groups create distinct electronic and steric profiles, enhancing compatibility with transition-metal catalysis. This compound integrates readily into pharmaceutical intermediates and agrochemical scaffolds, offering predictable reactivity under standard conditions.

Application

(3-Chloro-2-methylphenyl)methanol serves as a versatile building block for pharmaceutical and agrochemical synthesis, enabling efficient functionalization at the benzylic position. Its stability under standard reaction conditions and compatibility with diverse coupling protocols facilitate straightforward derivatization. The molecule functions as a key intermediate in constructing substituted benzene scaffolds, particularly valuable in medicinal chemistry due to its ortho-chloro and methyl substituents that influence electronic and steric properties.

Synthesis

  • Route1

    References

    • Kraus, James M.; Verlinde, Christophe L. M. J.; Karimi, Mandana; Lepesheva, Galina I.; Gelb, Michael H.; Buckner, Frederick S. Journal of Medicinal Chemistry, 2009 , vol. 52, # 6 p. 1639 - 1647
  • Route2

    References

    • Allerghan, Inc. Patent: US2008/194650 A1, 2008 ; Location in patent: Page/Page column 22 ; US 20080194650 A1
  • Route3

    References

    • Mitchell, Reginald H.; Lai, Yee-Hing Journal of Organic Chemistry, 1984 , vol. 49, # 14 p. 2534 - 2540

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   20.23
  • LogP   2.14072
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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