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CAS 3813-52-3

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5-Norbornene-2,3-dicarboxylic acid

Description:
5-Norbornene-2,3-dicarboxylic acid is a bicyclic organic compound characterized by its unique norbornene structure, which features a fused bicyclic system. This compound contains two carboxylic acid functional groups located at the 2 and 3 positions of the norbornene framework, contributing to its reactivity and potential applications in organic synthesis and polymer chemistry. It is typically a colorless to pale yellow solid at room temperature and is soluble in polar organic solvents. The presence of the carboxylic acid groups allows for hydrogen bonding and enhances its acidity compared to non-functionalized norbornene derivatives. This compound is of interest in the field of materials science, particularly in the development of thermosetting resins and as a monomer in the synthesis of various polymers. Additionally, its reactivity can be exploited in Diels-Alder reactions and other cycloaddition processes, making it a valuable intermediate in organic synthesis. Safety precautions should be observed when handling this compound, as with many organic acids, due to its potential irritant properties.
Formula:C9H10O4
InChI:InChI=1S/C9H10O4/c10-8(11)6-4-1-2-5(3-4)7(6)9(12)13/h1-2,4-7H,3H2,(H,10,11)(H,12,13)
InChI key:InChIKey=NIDNOXCRFUCAKQ-UHFFFAOYSA-N
SMILES:C(O)(=O)C1C(C(O)=O)C2CC1C=C2
Synonyms:
  • (1R,2R,3S,4R)-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate
  • (1R,2S,3R,4S)-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid
  • (1S,2R,3S,4S)-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate
  • (2R,3S)-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid
  • 1,2-Benzenedicarboxylic acid, 1,2,3,6-tetrahydro-3,6-endo-methylene-
  • 3,6-Endo-Methylenecyclohex-4-Ene-1,2-Dicarboxylic Acid
  • 3,6-Endomethylene-4-cyclohexene-1,2-dicarboxylic acid
  • 3,6-Endomethylenephthalic acid, tetrahydro-
  • 3,6-Methano-4-cyclohexene-1,2-dicarboxylic acid
  • 5-Norbornene-2,3-dicarboxylic acid
  • See more synonyms
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