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6,6-Dimethylbicyclo[3.1.1]hept-2-ene-2-carboxylic acid

  • CAS No. 19250-17-0

  • Cat. No. CS-0290234
  • Purity≥97%
  • MDL No.None

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

6,6-Dimethylbicyclo[3.1.1]hept-2-ene-2-carboxylic acid|CS-0290234

Structure of 19250-17-0

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General Information

  • CAS No. 19250-17-0
  • Cat. No. CS-0290234
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₄O₂
  • Molecular Weight 166.22
  • Synonym(s) Pina-2-ene-10-oic acid
  • SMILES O=C(C1=CCC2C(C)(C)C1C2)O

Description

6,6-Dimethylbicyclo[3.1.1]hept-2-ene-2-carboxylic acid features a rigid, strained bicyclic core with a sterically congested quaternary carbon bearing a carboxylic acid group. This configuration imparts exceptional stability and defines its utility as a constrained building block in synthetic organic chemistry. The molecule integrates readily into complex frameworks where geometric rigidity is required.

Application

6,6-Dimethylbicyclo[3.1.1]hept-2-ene-2-carboxylic acid serves as a rigid, sterically encumbered building block for synthetic medicinal chemistry and natural product analogs. Its cyclohexadienone-like architecture enables Diels-Alder cycloadditions and functionalization at the exocyclic double bond. The carboxylic acid group facilitates direct derivatization into amides, esters, or activated acyl intermediates, offering reliable access to diverse scaffold libraries with enhanced metabolic stability.

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P302+P352-P304+P340-P330-P363-P501

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   2.0634
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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