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CS-W001157 4
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Cyclobut-1-enecarboxylic acid

  • CAS No. 23519-90-6

  • Cat. No. CS-0155456
  • Purity≥98%
  • MDL No.MFCD13192488

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

Cyclobut-1-enecarboxylic acid|CS-0155456

Structure of 23519-90-6

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General Information

  • CAS No. 23519-90-6
  • Cat. No. CS-0155456
  • Purity ≥98%
  • MDL No. MFCD13192488
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₆O₂
  • Molecular Weight 98.10
  • Synonym(s) 1-Cyclobutene-1-carboxylic acid
  • SMILES C1C=C(C1)C(=O)O

Description

Cyclobut-1-enecarboxylic acid features a strained cyclobutene ring fused to a carboxylic acid group, enabling unique reactivity in [3+2] cycloadditions and Diels-Alder transformations. The conjugated double bond enhances electrophilicity at the carbonyl carbon, facilitating nucleophilic attack under mild conditions. This compound serves as a valuable scaffold for synthesizing complex cyclic architectures in natural product analogs and functional materials.

Application

Cyclobut-1-enecarboxylic acid serves as a versatile building block in synthetic organic chemistry, enabling access to strained ring systems and functionalized heterocycles. Its conjugated alkene-carboxylic acid motif facilitates direct functionalization via Michael additions, Diels-Alder reactions, and decarboxylative transformations. The compound exhibits sufficient bench stability for routine handling and is compatible with common protecting group strategies, making it valuable for the synthesis of complex cyclic scaffolds and pharmaceutical intermediates.

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-H315-H319-H335
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   37.3
  • LogP   0.7912
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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