2-PHENYL-CYCLOPROPANECARBOXYLIC ACID Chemical Properties

Melting point:

89-90 °C(Solv: water (7732-18-5))

Boiling point:

317.1±31.0 °C(Predicted)

Density 

1.250±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

form 

solid

pka

4.57±0.10(Predicted)

color 

White

InChI

InChI=1S/C10H10O2/c11-10(12)9-6-8(9)7-4-2-1-3-5-7/h1-5,8-9H,6H2,(H,11,12)

InChIKey

AHDDRJBFJBDEPW-UHFFFAOYSA-N

SMILES

C1(C(O)=O)CC1C1=CC=CC=C1

Safety Information

Hazard Codes 

Xi

Hazard Note 

Irritant

HS Code 

2916399090

2-PHENYL-CYCLOPROPANECARBOXYLIC ACID Usage And Synthesis

Synthesis

In a 3000 mL round bottom flask, a methanol (600 mL) solution of ethyl cis-2-phenylcyclopropane-1-carboxylate (120 g, 0.63 mol, 1.00 eq.) was added, followed by a slow addition of a methanol (600 mL) solution of potassium hydroxide (177 g, 3.16 mol, 5.00 eq.). The reaction mixture was stirred at room temperature for 5 hours. Upon completion of the reaction, the reaction solution was concentrated in vacuum by rotary evaporator. The concentrated residue was diluted with 1000 mL of deionized water and the pH was adjusted to 2 with 2 M hydrochloric acid solution. the aqueous phase was extracted with dichloromethane (3 x 1000 mL), the organic layers were combined and washed with brine (1 x 1500 mL). Finally, the organic layer was concentrated in vacuum to give 2-phenylcyclopropanecarboxylic acid (100 g, 98% yield) as a white solid.

References

[1] Patent: WO2014/164867, 2014, A1. Location in patent: Paragraph 0254
[2] Helvetica Chimica Acta, 1986, vol. 69, p. 1655 - 1665

2-PHENYL-CYCLOPROPANECARBOXYLIC ACID(5685-38-1)Related Product Information

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