Cyclopropanecarboxylic acid

Cyclopropanecarboxylic acid Basic information
Description Uses
Product Name:Cyclopropanecarboxylic acid
Synonyms:Carboxycyclopropane;Cyclopropionic acid;CYCLOPROPYLMETHANOIC ACID;CYCLOPROPYL CARBOXYLIC ACID;CYCLOPROPANE CARBOYLIC ACID;CYCLOPROPANECARBOXYLIC ACID;CPC-ACID;RARECHEM AL BO 0005
CAS:1759-53-1
MF:C4H6O2
MW:86.09
EINECS:217-162-5
Product Categories:Cyclopropanes;Simple 3-Membered Ring Compounds;Pharmaceutical Intermediates;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;bc0001
Mol File:1759-53-1.mol
Cyclopropanecarboxylic acid Structure
Cyclopropanecarboxylic acid Chemical Properties
Melting point 14-17 °C (lit.)
Boiling point 182-184 °C (lit.)
density 1.081 g/mL at 25 °C (lit.)
refractive index n20/D 1.438(lit.)
Fp 161 °F
storage temp. 2-8°C
solubility soluble in Chloroform, Ethyl Acetate
pka4.83(at 25℃)
form Liquid
color Clear colorless to light yellow
PH3 (10g/l, H2O, 22℃)
BRN 969839
InChIKeyYMGUBTXCNDTFJI-UHFFFAOYSA-N
LogP0.630
CAS DataBase Reference1759-53-1(CAS DataBase Reference)
NIST Chemistry ReferenceCyclopropanecarboxylic acid(1759-53-1)
EPA Substance Registry SystemCyclopropanecarboxylic acid (1759-53-1)
Safety Information
Hazard Codes C,Xi
Risk Statements 34-22
Safety Statements 26-36/37/39-45-27
RIDADR UN 3265 8/PG 2
WGK Germany 3
RTECS GZ1100000
Hazard Note Irritant/Corrosive
TSCA Yes
HazardClass 8
PackingGroup II
HS Code 29162000
Toxicitymouse,LD50,intraperitoneal,172mg/kg (172mg/kg),Journal of Pharmacy and Pharmacology. Vol. 21, Pg. 85, 1969.
MSDS Information
ProviderLanguage
Trimethylenecarboxylic acid English
SigmaAldrich English
ACROS English
ALFA English
Cyclopropanecarboxylic acid Usage And Synthesis
DescriptionCyclopropanecarboxylic acid is a kind of organic acid. It is a clear liquid used as an intermediate for agrochemicals, pharmaceuticals, and other organic synthesis for the applications of electronics, chemicals, polymer additives, coatings, adhesives, surfactants, and other applications1. Moreover, its derivatives of are used against parasites in plants and animals. For example, the alkynyl esters of cyclopropane-carboxylic acid are used as pesticides. Similarly, cyclopropane carboxylic acid esters containing a polyhalogenated substituent are used as fungicides. The ethyl derivative is reagent used in the addition of cyclopropane and can act as annulation reagent for the conversion of aromatics to 2-methylindanones under Friedel-Crafts conditions2.
Uses

Cyclopropanecarboxylic acid is a monocarboxylic acid and a member of cyclopropanes. It is a conjugate acid of a cyclopropanecarboxylate.

Chemical Propertiesclear colourless to light yellow liquid
UsesCyclopropanecarboxylic Acid is used as a reagent in the synthesis of substituted 4-(thiophen-2-ylmethyl)-2H-phthalazin-1-ones as potent PARP-1 inhibitors. Also used as a reagent in the synthesis of 2-alkyloxazoles as potent and selective PI4KIIIb inhibitors demonstrating inhibition of HCV replication.
DefinitionChEBI: Cyclopropanecarboxylic acid is a monocarboxylic acid and a member of cyclopropanes. It is a conjugate acid of a cyclopropanecarboxylate.
PreparationCyclopropanecarboxylic acid has been prepared by the hydrolysis of cyclopropyl cyanide, although it is unnecessary to isolate the nitrile; by heating cyclopropanedicarboxylic acid; and by the action of alkali on ethyl γ-chlorobutyrate.7 The last two methods do not appear to be of practical importance. The oxidation of cyclopropyl methyl ketone with sodium hypobromite is reported to be an excellent preparative method for this acid.
Org. Synth. 1944, 24, 36
DOI: 10.15227/orgsyn.024.0036
Methyl cyclopropane carboxylate 1-Phenyl-1-cyclopropanecarboxylic acid Propiconazole Ciprofloxacin hydrochloride DIETHYL 1,2-CYCLOPROPANEDICARBOXYLATE Cyclopropyl methyl ketone Cyclopropyl methoxylamine Ascoric Acid ETHYL 1-METHYLCYCLOPROPANE-1-CARBOXYLATE Cyclopropanecarboxylic acid, 1-methyl- Stearic acid Cyclopropanecarboxylic acid, 2-formyl-, ethyl ester Cyclopropanecarboxylic acid, 2-methyl- Cyclopentanecarboxylic acid Ethyl cyclopropanecarboxylate Cyclopropanecarboxylic acid Cyclopropane-1-carboximidamide hydrochloride Diethyl 1,1-cyclopropanedicarboxylate

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