108817-35-2

Basic information

• Product Name: 1-chlorocyclopropane-1-carboxylic acid
• Synonyms: 1-chlorocyclopropane-1-carboxylic acid
• CAS NO: 108817-35-2
• Molecular Weight: 120.535
• Mol File: 108817-35-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1-chlorocyclopropane-1-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 1-chlorocyclopropane-1-carboxylic acid(108817-35-2)
• EPA Substance Registry System: 1-chlorocyclopropane-1-carboxylic acid(108817-35-2)

Safety Data

• Hazardous Substances Data: 108817-35-2(Hazardous Substances Data)

Usage

General Description

1-Chlorocyclopropane-1-carboxylic acid is a chemical compound with the molecular formula C5H5ClO2. It is a chlorinated carboxylic acid that is used in the synthesis of various pharmaceuticals and agricultural chemicals. 1-chlorocyclopropane-1-carboxylic acid is a derivative of cyclopropane and contains a chlorine atom attached to the cyclopropyl ring. 1-Chlorocyclopropane-1-carboxylic acid is known for its ability to serve as a precursor in the synthesis of other organic compounds, making it a valuable building block in the production of a wide range of chemical products.

Upstream product

• 4023-34-1 cyclopropanecarboxylic acid chloride 

Downstream Products

• 73492-25-8 1-chlorocyclopropanecarboxylic acid chloride 
• 1614262-52-0 (2,3,4,5,6-pentafluorophenyl) 1-chlorocyclopropanecarboxylate 
• 1594129-49-3 N-((S)-1-(4-((R)-1-(4-(cyclopropylmethoxy)phenyl)pyrrolidin-3-yloxy)phenyl)ethyl)cyclopropanecarboxamide 
• 59-67-6 nicotinic acid 

Relevant articles and documents

Kinetics of Cyclopropyl Radical Reactions. 3. Study of Some 1-Substituted Cyclopropyl Radicals by EPR Spectroscopy. The Inversion Barrier for 1-Methylcyclopropyl

The 1-methyl-, 1-ethoxy-, and 1-chlorocyclopropyl radicals have been observed by low-temperature EPR spectroscopy in "frozen" configurations in which the ring hydrogens that are syn and anti to the unpaired elecron's orbital have different hyperfine splittings.The aH(syn)/aH(anti) ratios are 1.5 (CH3), 1.8 (EtO), and 1.9 (Cl), all considerably lower than the ratio of ca. 3.3 found by Kawamura et al. for methyl-substituted 1-fluorocyclopropyl radicals.The out-of-plane angles of the 1-substituent have been calculated from measured a13Cα values to be 22.5 deg (cyclopropyl), 22.9 deg (CH3), 29.1 deg (EtO), and 5.8 deg (MeSi).These angles are considerably smaller than those that have been calculated for some of these radicals by ab initio and other methods.Variable-temperature EPR spectroscopy on 1-methylcyclopropyl yields the following Arrhenius equation for its inversion: log (kinv/s-1) = (13.1 +/- 0.3) - (3.1 +/- 0.2)/2.3RT kcal/mol.For 1-ethoxycyclopropyl the rate constant for rotation about the .C-OEt bond can be represented by log (krot/s-1) = (12.5 +/- 0.2) - (5.8 +/- 0.2)/2.3RT.The barrier to inversion of this radical is >/= 9 kcal/mol.The 1-chlorocyclopropyl radical could only be observed at very low temperatures.