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CS-W001157 4
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2-Chloro-6-hydroxybenzaldehyde

  • CAS No. 18362-30-6

  • Cat. No. CS-W017992
  • Purity≥97%
  • MDL No.MFCD01646166

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

2-Chloro-6-hydroxybenzaldehyde|CS-W017992

Structure of 18362-30-6

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General Information

  • CAS No. 18362-30-6
  • Cat. No. CS-W017992
  • Purity ≥97%
  • MDL No. MFCD01646166
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅ClO₂
  • Molecular Weight 156.57
  • Synonym(s) 6-Chlorosalicylaldehyde
  • SMILES ClC1=C(C=O)C(=CC=C1)O

Description

2-Chloro-6-hydroxybenzaldehyde features a hydroxyl group flanked by electron-withdrawing chlorine and aldehyde functionalities, enabling selective functionalization in aromatic synthesis. This ortho-directed reactivity profile supports efficient coupling processes under mild conditions.

Application

2-Chloro-6-hydroxybenzaldehyde serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling direct functionalization at the aromatic ring due to its complementary electron-withdrawing chlorine and reactive aldehyde group. The hydroxyl moiety provides a handle for derivatization or protection, while the aldehyde facilitates reductive amination, Schiff base formation, or coupling reactions. Its bench-stable nature and compatibility with standard synthetic protocols make it well-suited for modular scaffold construction in multi-step sequences.

Synthesis

  • Route1

    References

    • ASTRAZENECA AB; GYBAeCK, Helena; MALMSTROeM, Jonas; TERP, Elgaard, Gitte Patent: WO2012/87229 A1, 2012 ; Location in patent: Page/Page column 14 ; WO 2012/087229 A1
  • Route2

    References

    • BOEHRINGER INGELHEIM INTERNATIONAL GmbH; CARSON, Rebekah J.; FADER, Lee; KAWAI, Stephen; LANDRY, Serge Patent: WO2009/62288 A1, 2009 ; Location in patent: Page/Page column 78; 80 ;
  • Route3
    • null|null
      50-00-0
    • null|null
      108-43-0
    • ~14%
    • In-stock
      4-Chloro-2-hydroxybenzaldehyde|CS-W007810
      2420-26-0
    • In-stock
      2-Chloro-6-hydroxybenzaldehyde|CS-W017992
      18362-30-6

    References

    • Acta Chemica Scandinavica, , vol. 53, # 4 p. 258 - 262

Safety Information

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GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H318
Precautionary Statements : P264-P270-P280-P330-P501

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   1.8581
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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