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(R)-2-(3-Chlorophenyl)-2-hydroxyacetic acid

  • CAS No. 61008-98-8

  • Cat. No. CS-B1332
  • Purity≥98%
  • MDL No.MFCD04038807

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

(R)-2-(3-Chlorophenyl)-2-hydroxyacetic acid|CS-B1332

Structure of 61008-98-8

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General Information

  • CAS No. 61008-98-8
  • Cat. No. CS-B1332
  • Purity ≥98%
  • MDL No. MFCD04038807
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇ClO₃
  • Molecular Weight 186.59
  • Synonym(s) (αR)-3-Chloro-α-hydroxybenzeneacetic acid; (R)-(-)-3-Chloromandelic acid; (R)-(3-Chlorophenyl)hydroxyacetic acid; (2R)-2-(3-Chlorophenyl)-2-Hydroxy-Acetic Acid
  • SMILES ClC1=CC=CC([C@@H](O)C(O)=O)=C1

Description

(R)-2-(3-Chlorophenyl)-2-hydroxyacetic acid features a chiral center flanked by a hydroxyl group and a 3-chlorophenyl moiety, delivering enhanced stereochemical control in asymmetric synthesis. The electron-withdrawing chlorine substituent stabilizes adjacent carbanions, enabling efficient functionalization under mild conditions. This bench-stable, moisture-tolerant reagent integrates seamlessly into pharmaceutical intermediates and chiral building block workflows.

Application

(R)-2-(3-Chlorophenyl)-2-hydroxyacetic acid serves as a valuable chiral building block for synthesizing pharmaceutical intermediates and bioactive heterocycles. Its well-defined stereochemistry and carboxylic acid functionality enable straightforward derivatization, including esterification and amide coupling, while the ortho-chlorophenyl group provides a handle for further functionalization via cross-coupling reactions. The compound exhibits good bench stability and is readily purified by recrystallization, making it suitable for scalable synthesis workflows.

Safety Information

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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

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Computational Chemistry Data

  • TPSA   57.53
  • LogP   1.458
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   2

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