501666-10-0

Usage

Synonyms

CPCD

Physical state

Colorless liquid

Primary uses

Production of pharmaceuticals
Production of agrochemicals
Synthesis of other organic compounds

Chemical properties

Versatile building block in organic chemistry
Used in the formation of cyclic compounds
Acts as a reagent in various chemical reactions

Safety precautions

Strong irritant properties
Should be handled with caution in a laboratory setting

Importance

Important intermediate in the synthesis of various organic compounds
Numerous applications in the chemical industry

Upstream product

• 35878-28-5 cyclopentane-cis-1,2-dicarboxylic acid anhydride 
• 21917-20-4 (trans)-1,2-cyclopentanedicarboxylic acid 
• 111138-48-8 (1S,2S)-2-methoxycarbonylcyclopentane-1-carboxylic acid 
• 88315-64-4 (1S,2R)-cis-2-methoxycarbonyl-cyclopentane-1-carboxylic acid 
• 80656-14-0 trans-1,2-cyclopentanedicarboxylic acid 
• 88335-90-4 (1R,2S)-cis-2-methoxycarbonyl-cyclopentane-1-carboxylic acid 
• 111138-68-2 trans-(1R,2R)-cyclopentane-1-carboxylic acid methyl ester 2-carboxylic acid 
• 17224-73-6 (1R,2R)-cyclopentane-1,2-dicarboxylic acid 

Relevant academic research and scientific papers

A circular dichroism-DFT method for conformational study of flexible molecules: The case of 1-and 2-naphthyl diesters

The two chromophores, 1-or 2-naphthyl, have been introduced into chiral dicarboxylic acids molecules via the ester bond, in order to experimentally determine/prove the absolute stereochemistry of the molecule. The 1-naphthyl chromophore is considered to b

Asymmetric synthesis of chiral bisoxazolines and their use as ligands in metal catalysis

Novel C2- and C1-symmetric chiral bisoxazolines with a cyclic backbone have been synthesized in an asymmetric manner starting from meso anhydrides. All synthetic steps are easy to perform and lead to the desired products in good over

A short synthesis of trans-cyclopentane-1,2-diamine

A convenient and rapid synthesis of the title compound is described, requiring three steps with no chromatographic purification; the key procedure is a double Curtius rearrangement.

Synthesis, Fungicidal Activity, and Effects on Fungal Polyamine Metabolism of Novel Cyclic Diamines

A number of novel, cyclic diamines were synthesized and examined for fungicidal activity as part of a continuing program of work on polyamine analogues. The novel synthetic cyclic diamines trans-1,2-bis(diethylaminomethyl)cyclopentane (compound 1) and trans-5,6-bis(aminomethyl)bicyclo[2.2.1]-hept-2-ene (compound 2) and the synthetic cyclic diamine 1,2-bis(dimethylaminomethyl)-4,5-dimethylcyclohexa-1,4-diene (compound 3) controlled the important crop pathogen Erysiphe graminis DC f.sp. hordei Marchai. Since E. graminis cannot be cultured in vitro, the effects of the three diamines on polyamine biosynthesis were studied using the fungal pathogen Pyrenophora avenae Ito & Kuribay. All three compounds were effective in reducing the growth of P. avenae in vitro and in altering polyamine levels. However, whereas compound 1 reduced concentrations of all three polyamines, compound 2 increased spermidine 2-fold and compound 3 had little effect on spermidine and spermine concentrations but reduced putrescine concentration by 69%. These changes in polyamine concentrations could not be correlated with changes in activities of biosynthetic enzymes. It seems therefore that although these novel cyclic diamines alter fungal polyamine metabolism, their effects on the growth of P. avenae may not be related to depletion of cellular polyamines.