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CS-W001157 4
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cis-Epoxysuccinic acid

  • CAS No. 16533-72-5

  • Cat. No. CS-0099343
  • Purity≥98%
  • MDL No.MFCD00191645

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

cis-Epoxysuccinic acid|CS-0099343

Structure of 16533-72-5

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General Information

  • CAS No. 16533-72-5
  • Cat. No. CS-0099343
  • Purity ≥98%
  • MDL No. MFCD00191645
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₄O₅
  • Molecular Weight 132.07
  • Synonym(s) None
  • SMILES O=C([C@@H]1O[C@@H]1C(O)=O)O

Description

cis-Epoxysuccinic acid delivers a strained, reactive epoxide ring flanked by carboxylic acid groups, enabling direct incorporation into polymer networks or conjugation strategies. This bifunctional architecture supports efficient coupling in synthetic routes requiring site-specific modification under mild conditions.

Application

cis-Epoxysuccinic acid serves as a versatile chiral building block in synthetic organic chemistry, enabling stereoselective ring-opening reactions with nucleophiles to access functionalized diols and hydroxy acids. Its bench-stable epoxide functionality exhibits high regioselectivity in aqueous and protic media, facilitating efficient synthesis of biologically relevant scaffolds. Functions as a key intermediate in the construction of heterocycles and complex natural product derivatives.

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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

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Computational Chemistry Data

  • TPSA   87.13
  • LogP   -1.077
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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