ChemicalBook--->CAS DataBase List--->5685-38-1

5685-38-1

5685-38-1 Structure

5685-38-1 Structure
IdentificationBack Directory
[Name]

2-PHENYL-CYCLOPROPANECARBOXYLIC ACID
[CAS]

5685-38-1
[Synonyms]

Nsc245855
AKOS B022610
AKOS MSC-0115
TIMTEC-BB SBB003944
1-Carboxy-2-phenylcyclopropane
2-PHENYL-CYCLOPROPANECARBOXYLIC ACID
2-Phenyl-1-cyclopropanecarboxylic acid
Cyclopropanecarboxylic acid, 2-phenyl-
2-Phenylcyclopropane-1-carboxylic acid 95+%
1-Carboxy-2-phenylcyclopropane, (2-Carboxycycloprop-1-yl)benzene
[Molecular Formula]

C10H10O2
[MDL Number]

MFCD00066860
[MOL File]

5685-38-1.mol
[Molecular Weight]

162.19
Chemical PropertiesBack Directory
[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 DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319
[Precautionary statements ]

P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
[Hazard Codes ]

Xi
[Hazard Note ]

Irritant
[HS Code ]

2916399090
Spectrum DetailBack Directory
[Spectrum Detail]

2-PHENYL-CYCLOPROPANECARBOXYLIC ACID(5685-38-1)1HNMR
Hazard InformationBack Directory
[Synthesis]

Cyclopropanecarboxylic acid, 2-phenyl-, ethyl ester, (1R,2S)-rel-

946-38-3

2-PHENYL-CYCLOPROPANECARBOXYLIC ACID

5685-38-1

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
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