ChemicalBook--->CAS DataBase List--->7099-88-9

7099-88-9

7099-88-9 Structure

7099-88-9 Structure
IdentificationBack Directory
[Name]

4-Chlorobenzoylformic acid
[CAS]

7099-88-9
[Synonyms]

(4-chlorophenyl)(oxo)acetic acid
Benzeneacetic acid, 4-chloro-α-oxo-
2-(4-chlorophenyl)-2-oxoacetic acid
4-chloro-alpha-oxo-benzeneacetic acid
[Molecular Formula]

C8H5ClO3
[MDL Number]

MFCD02656397
[MOL File]

7099-88-9.mol
[Molecular Weight]

184.58
Chemical PropertiesBack Directory
[Melting point ]

94.5-95 °C
[Boiling point ]

129-132 °C(Press: 0.5 Torr)
[density ]

1.447±0.06 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Room Temperature
[pka]

2.03±0.54(Predicted)
[Appearance]

White to off-white Solid
Questions And AnswerBack Directory
[Uses]

(4-Chlorophenyl)glyoxylic acid is a pharmaceutical intermediate that can be prepared in two steps from chlorobenzene and ethyl 2-chloro-2-oxoacetate. It can be used to prepare a compound that can be used to treat conditions associated with KIT and PDGFR.
Safety DataBack Directory
[Symbol(GHS) ]

GHS hazard pictograms
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335-H302
[Precautionary statements ]

P264-P280-P305+P351+P338-P337+P313P-P264-P270-P301+P312-P330-P501-P264-P280-P302+P352-P321-P332+P313-P362
[HS Code ]

2918300090
Spectrum DetailBack Directory
[Spectrum Detail]

4-Chlorobenzoylformic acid(7099-88-9)1HNMR
Hazard InformationBack Directory
[Synthesis]

ETHYL 4-CHLOROBENZOYLFORMATE

34966-48-8

4-Chlorobenzoylformic acid

7099-88-9

Step 2: Synthesis of 2-(4-chlorophenyl)-2-oxoacetic acid Ethyl 2-(4-chlorophenyl)-2-oxoacetate (4.0 g, 18.9 mmol) was reacted with lithium hydroxide (1.98 g, 47.1 mmol) in a solvent mixture of THF:MeOH:H2O (76 mL, v/v 10:6:3) with stirring for 3 h at 25 °C. The reaction was carried out at 25 °C for 2 h. The reaction was carried out at 25 °C for 3 h. The reaction was completed with the use of concentrated hydrochloric acid. Upon completion of the reaction, the mixture was neutralized to pH 2-3 with concentrated hydrochloric acid. the resulting white precipitate was collected by filtration, washed three times with water and dried under vacuum to afford (4-chlorophenyl)glyoxalic acid (3.0 g, 86% yield) as a white solid. Mass spectrometry (electrospray positive ion mode) analysis showed that the theoretical mass-to-charge ratio of C8H5ClO3 was 184,186; the measured value was 185,187 [M + H]+.

[References]

[1] Organic Letters, 2014, vol. 16, # 13, p. 3528 - 3531
[2] Patent: US2017/22206, 2017, A1. Location in patent: Paragraph 0176; 0177; 0178
[3] Journal of the American Chemical Society, 1995, vol. 117, # 14, p. 3999 - 4013
[4] Patent: EP1486483, 2004, A1. Location in patent: Page 32
[5] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2013, vol. 52, # 6, p. 818 - 823
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