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5042-97-7

5042-97-7 Structure

5042-97-7 Structure
IdentificationBack Directory
[Name]

6-Chloro-2-naphthoic acid
[CAS]

5042-97-7
[Synonyms]

6-Chloro-2-naphthoic acid
2-Naphthalenecarboxylic acid, 6-chloro-
[Molecular Formula]

C11H7ClO2
[MDL Number]

MFCD11848443
[MOL File]

5042-97-7.mol
[Molecular Weight]

206.63
Chemical PropertiesBack Directory
[Melting point ]

285-286 °C
[Boiling point ]

366.6±17.0 °C(Predicted)
[density ]

1.395±0.06 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Room Temperature
[pka]

4.06±0.30(Predicted)
[Appearance]

White to light yellow Solid
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H319-H315-H335-H302
[Precautionary statements ]

P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362-P264-P270-P301+P312-P330-P501
Spectrum DetailBack Directory
[Spectrum Detail]

6-Chloro-2-naphthoic acid(5042-97-7)1HNMR
Hazard InformationBack Directory
[Synthesis]

6-Bromo-2-naphthoic acid

5773-80-8

6-Chloro-2-naphthoic acid

5042-97-7

6-Bromo-2-naphthalenecarboxylic acid (3.0 g, 11.47 mmol) was used as a raw material and suspended in degassed DMF (45 mL) with CuCl (11.7 g, 114.64 mmol) and CuI (2.19 g, 11.50 mmol) under argon protection. The reaction mixture was heated to reflux for 4 h under light protection. After completion of the reaction, it was cooled to room temperature and the reaction solution was poured into water (200 mL) and extracted with ethyl acetate (2 x 500 mL). The organic phases were combined, washed sequentially with water (4 × 500 mL) and saturated saline (1 × 500 mL), dried over anhydrous magnesium sulfate, filtered and concentrated to dryness under reduced pressure. The residue was ground with acetonitrile and the resulting solid was recrystallized by ethyl acetate to give pure 6-chloro-2-naphthalenecarboxylic acid (Compound 32, 2.2 g, 93% yield) as an off-white solid. hPLC retention time t R 6.47 min.

[References]

[1] Patent: US2009/221557, 2009, A1. Location in patent: Page/Page column 120
[2] Patent: WO2010/96853, 2010, A1. Location in patent: Page/Page column 104
[3] Patent: WO2010/96854, 2010, A1. Location in patent: Page/Page column 119
[4] Patent: US2012/141392, 2012, A1. Location in patent: Page/Page column 57
[5] Patent: US2002/91116, 2002, A1
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