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5-Methylpyridine-2,3-dicarboxylic acid

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CAS:53636-65-0
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CAS:53636-65-0
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CAS:53636-65-0

5-Methylpyridine-2,3-dicarboxylic acid manufacturers

5-Methylpyridine-2,3-dicarboxylic acid Basic information
Product Name:5-Methylpyridine-2,3-dicarboxylic acid
Synonyms:5-Methylpyridine-2,3-dicarboxylic acid;(5-Methyl-2,3-pyridinedicarboxylic acid);2,3-Pyridinedicarboxylic acid, 5-methyl-;5-Methylpyridine-2,3-dicarboxylicaci;5-Methylpyridine-2,3-dicarboxylic acid ISO 9001:2015 REACH;5-METHYL-PYRINDINE-2,3-DICARBONXYLIC ACID
CAS:53636-65-0
MF:C8H7NO4
MW:181.15
EINECS:
Product Categories:
Mol File:53636-65-0.mol
5-Methylpyridine-2,3-dicarboxylic acid Structure
5-Methylpyridine-2,3-dicarboxylic acid Chemical Properties
Boiling point 436.2±45.0 °C(Predicted)
density 1.460
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
pka5.41±0.20(Predicted)
AppearanceLight yellow to brown Solid
InChIInChI=1S/C8H7NO4/c1-4-2-5(7(10)11)6(8(12)13)9-3-4/h2-3H,1H3,(H,10,11)(H,12,13)
InChIKeyJPIJMXOJEHMTPU-UHFFFAOYSA-N
SMILESC1(C(O)=O)=NC=C(C)C=C1C(O)=O
CAS DataBase Reference53636-65-0
EPA Substance Registry System2,3-Pyridinedicarboxylic acid, 5-methyl- (53636-65-0)
Safety Information
TSCA TSCA listed
MSDS Information
5-Methylpyridine-2,3-dicarboxylic acid Usage And Synthesis
Chemical PropertiesWhite or light yellow crystalline powder
Uses5-Methoxymethylpyridine-2,3-dicarboxylic acid is used in the preparation of herbicides of the class imidazolinones.
Synthesis
3-Methyl-8-hydroxyquinoline

75457-13-5

5-Methylpyridine-2,3-dicarboxylic acid

53636-65-0

A) 3-methyl-8-hydroxyquinoline (15.9 g, 0.10 mol) is dissolved in dichloromethane and slowly added dropwise to 70% nitric acid (126 g, 1.8 mol) at 80°C to 100°C over a period of 1 hour while stirring is maintained. The gases generated during the reaction are scrubbed and vented. The reaction mixture is then heated at 100°C to 105°C for 4 h. After cooling to 85°C, the reaction mixture is treated with 88% formic acid (85%-95% concentration) for 20 min and continued heating at 85°C to 95°C for 0.5 h. The reaction solution is cooled to 0.5°C. The reaction solution was cooled to 0°C, stirred for 1 hour and filtered. The resulting solid was washed with acetone and dried to give 10.6 g of 5-methyl-2,3-pyridinedicarboxylic acid (58.6% yield), which was analyzed by HPLC for 97.4% purity.

References[1] Patent: US5371229, 1994, A
[2] Patent: US5371229, 1994, A
[3] Journal of the Chemical Society, 1956, p. 4433,4437
[4] Synthesis, 1989, # 11, p. 880 - 882
5-Methylpyridine-2,3-dicarboxylic acid Preparation Products And Raw materials
Raw materialsQuinolinic acid-->Diethyl oxalacetate-->Diethyl azodicarboxylate-->2-Ethylacrylaldehyde-->3-Methyl-8-hydroxyquinoline-->Nitric acid-->Formic acid-->Dichloromethane
Preparation ProductsImazameth
Tag:5-Methylpyridine-2,3-dicarboxylic acid(53636-65-0) Related Product Information
4-Methylpyridine 2-Chloro-5-chloromethylpyridine Ethyl 2-(Chlorosulfonyl)acetate 2,6-Lutidine 2,5-PYRIDINEDICARBOXYLIC ACID Azamethiphos 2,4,6-Collidine Folic acid Quinolinic acid 2,3-Lutidine OXALIC ACID Citric acid Ascoric Acid 5-ETHYLPYRIDINE-2,3-DICARBOXYLIC ACID 5-Ethylpyridine-2,3-dicarboxylic acid diethyl ester 5-Methoxymethyl-2,3-pyridinedicarboxylic acid 2,3-PYRIDINEDICARBOXYLIC ACID, 5-(TRIFLUOROMETHYL)-, DIETHYL ESTER 5-Methylpyridine-2,3-dicarboxylatediethylester

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