1-(4-CHLOROPHENYL)-1-CYCLOPROPANECARBOXYLIC ACID Chemical Properties

Melting point:

152-155 °C

Boiling point:

152-155°C

Density 

1.2040 (rough estimate)

refractive index 

1.5152 (estimate)

storage temp. 

Inert atmosphere,Room Temperature

solubility 

soluble in Methanol

pka

4.14±0.20(Predicted)

form 

Crystalline Powder

color 

White

InChI

InChI=1S/C10H9ClO2/c11-8-3-1-7(2-4-8)10(5-6-10)9(12)13/h1-4H,5-6H2,(H,12,13)

InChIKey

YAHLWSGIQJATGG-UHFFFAOYSA-N

SMILES

C1(C2=CC=C(Cl)C=C2)(C(O)=O)CC1

CAS DataBase Reference

72934-37-3(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

36/37/38-20/22-41

Safety Statements 

37/39-26

HazardClass 

IRRITANT

HS Code 

29163900

MSDS

• Language:English Provider:ACROS
• Language:English Provider:ALFA

1-(4-CHLOROPHENYL)-1-CYCLOPROPANECARBOXYLIC ACID Usage And Synthesis

Chemical Properties

White crystalline powder

Synthesis

The general procedure for the synthesis of 1-(4-chlorophenyl)-1-cyclopropanecarboxylic acid from 1-(4-chlorophenyl)-1-cyclopropanecarbonitrile is as follows: 1-(4-chlorophenyl)-1-cyclopropanecarbonitrile (18 g) obtained in Example 1 was added to 20% sulfuric acid solution (184 mL). The temperature was slowly raised to reflux and the reaction was maintained for 10-12 hours. Upon completion of the reaction, the reaction mixture was extracted using ethyl acetate. Subsequently, the carboxylic acid product in the organic layer was transferred to 20% sodium hydroxide solution for extraction. The aqueous phase was acidified to pH 2-4 with concentrated hydrochloric acid and a white solid product was precipitated. The solid was collected by filtration and washed with distilled water. After drying, 1-(4-chlorophenyl)-1-cyclopropanecarboxylic acid was obtained in 90-95% yield, 99.4% purity by HPLC and 152-155°C melting point.

References

[1] Patent: WO2009/150660, 2009, A1. Location in patent: Page/Page column 16
[2] Patent: WO2016/178092, 2016, A2. Location in patent: Page/Page column 63; 64
[3] Patent: WO2017/64628, 2017, A1. Location in patent: Page/Page column 33; 34
[4] Chemische Berichte, 1979, vol. 112, p. 3914 - 3933
[5] Patent: US2009/312558, 2009, A1. Location in patent: Page/Page column 6

1-(4-CHLOROPHENYL)-1-CYCLOPROPANECARBOXYLIC ACID(72934-37-3)Related Product Information

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