| Identification | Back 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 Properties | Back 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 |
| Hazard Information | Back Directory | [Synthesis]
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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