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TCI

CAS 56842-95-6

Bicyclo[1.1.1]pentane-1,3-dicarboxylic Acid TCI B6522

Bicyclo[1.1.1]pentane-1,3-dicarboxylic Acid TCI B6522

Chemical Identity

Other names
1,3-Bicyclo[1.1.1]pentanedicarboxylic Acid
CAS No.
56842-95-6
PubChem
CID 12820283
Formula
C7H8O4
Molecular weight
156.14 g/mol
Purity
>98.0%(GC)
Reference databases
ChemSpider·ECHA
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
bicyclo[1.1.1]pentane-1,3-dicarboxylic acid
SMILES
C1C2(CC1(C2)C(=O)O)C(=O)O
InChIKey
SBLRPOGZAJTJEG-UHFFFAOYSA-N
MDL
MDL20621127
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TCI B6522 Bicyclo[1.1.1]pentane-1,3-dicarboxylic Acid (CAS 56842-95-6) is a rigid, three-dimensional building block widely used in modern medicinal chemistry. The bicyclo[1.1.1]pentane core is frequently explored as a bioisostere for para-substituted benzene rings, offering a fixed linear vector between substituents. Its two bridgehead carboxylic acids can be converted into esters, amides, and rigid linkers for further elaboration. Supplied in a 1 g research pack, it should be weighed in a well-ventilated area and stored cool, dry, and tightly sealed.

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References cited in the TCI brochure

  1. Murugaiah A. M. Subbaiah. Bioisosteres of the Phenyl Ring: Recent Strategic Applications in Lead Optimization and Drug Design Journal of Medicinal Chemistry, 2021. doi:10.1021/acs.jmedchem.1c01215