Basic information Safety Supplier Related

5-PHENYLPICOLINIC ACID

Basic information Safety Supplier Related

5-PHENYLPICOLINIC ACID Basic information

Product Name:
5-PHENYLPICOLINIC ACID
Synonyms:
  • 5-PHENYLPICOLINIC ACID
  • 5-PHENYLPYRIDINE-2-CARBOXYLIC ACID
  • 5-(2-Methoxyphenyl)-picolinic acid
  • 5-(2-Methylphenyl)-picolinic acid
  • 5-(3-Methoxyphenyl)-picolinic acid
  • 5-(3-Methylphenyl)-picolinic acid
  • 5-(4-Ethylphenyl)-picolinic acid
  • 5-(4-Methylphenyl)-picolinic acid
CAS:
75754-04-0
MF:
C12H9NO2
MW:
199.21
Mol File:
75754-04-0.mol
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5-PHENYLPICOLINIC ACID Chemical Properties

Melting point:
156-157℃
Boiling point:
399℃
Density 
1.241
Flash point:
195℃
storage temp. 
2-8°C
form 
solid
pka
0.95±0.50(Predicted)
color 
White
CAS DataBase Reference
75754-04-0
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Safety Information

Risk Statements 
22-36/37/38
Safety Statements 
22-26-36/37/39
HS Code 
2933399990
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5-PHENYLPICOLINIC ACID Usage And Synthesis

Synthesis

86574-52-9

75754-04-0

Methyl 5-phenylpyridinecarboxylate (120 mg) was used as a raw material and dissolved in a solvent mixture of tetrahydrofuran (5 mL) and water (5 mL). Lithium hydroxide (100 mg) was added to the solution and the reaction mixture was stirred for 16 hours at room temperature. Upon completion of the reaction, water was added to the reaction solution and extracted with ethyl acetate. The aqueous layer was separated, its pH was adjusted to 6 with hydrochloric acid and extracted again with ethyl acetate. The organic layers were combined, washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was removed by distillation under reduced pressure to give 100 mg of 5-phenylpyridinecarboxylic acid in 89% yield.

References

[1] Patent: JP2017/171619, 2017, A. Location in patent: Paragraph 0103; 0107
[2] Journal of Medicinal Chemistry, 2011, vol. 54, # 13, p. 4721 - 4734

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