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.)

Flash point:

161 °F

storage temp. 

2-8°C

solubility 

soluble in Chloroform, Ethyl Acetate

form 

Liquid

pka

4.83(at 25℃)

color 

Clear colorless to light yellow

PH

3 (10g/l, H2O, 22℃)

BRN 

969839

InChIKey

YMGUBTXCNDTFJI-UHFFFAOYSA-N

LogP

0.630

CAS DataBase Reference

1759-53-1(CAS DataBase Reference)

NIST Chemistry Reference

Cyclopropanecarboxylic acid(1759-53-1)

EPA Substance Registry System

Cyclopropanecarboxylic 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

Toxicity

mouse,LD50,intraperitoneal,172mg/kg (172mg/kg),Journal of Pharmacy and Pharmacology. Vol. 21, Pg. 85, 1969.

MSDS

• Language:English Provider:Trimethylenecarboxylic acid
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Cyclopropanecarboxylic acid Usage And Synthesis

Description

Cyclopropanecarboxylic 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 Properties

clear colourless to light yellow liquid

Uses

Cyclopropanecarboxylic 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.

Definition

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

Preparation

Cyclopropanecarboxylic 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

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