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4-Methyl-3-nitropyridine

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4-Methyl-3-nitropyridine Basic information
Product Name:4-Methyl-3-nitropyridine
Synonyms:4-METHYL-3-NITROPYRIDINE;pyridine, 4-Methyl-3-nitro-;3-Nitro-4-methylpyridine;3-nitro-4-picoline;Pyridine, 4-methyl-3-nitro- (9CI);Methyl-3-nitropyridine,4-;4-Methyl-3-nitropyridine,98%;4-Methyl-3-nitropyridine 97%
CAS:5832-44-0
MF:C6H6N2O2
MW:138.12
EINECS:628-685-7
Product Categories:Heterocycle-Pyridine series;NITRO;Pyridine series;Pyridine;Heterocyclic Building Blocks;Pyridines;C6
Mol File:5832-44-0.mol
4-Methyl-3-nitropyridine Structure
4-Methyl-3-nitropyridine Chemical Properties
Melting point 24-28 °C
Boiling point 238 °C
density 1.228 g/mL at 25 °C
refractive index n20/D 1.549
Fp 227 °F
storage temp. Inert atmosphere,Room Temperature
pka1.87±0.18(Predicted)
form powder to lump to clear liquid
color White or Colorless to Yellow
BRN 118796
InChIInChI=1S/C6H6N2O2/c1-5-2-3-7-4-6(5)8(9)10/h2-4H,1H3
InChIKeyJLNRJMGYBKMDGI-UHFFFAOYSA-N
SMILESC1=NC=CC(C)=C1[N+]([O-])=O
CAS DataBase Reference5832-44-0(CAS DataBase Reference)
Safety Information
Hazard Codes Xn,T,Xi
Risk Statements 22-37/38-41-36/37/38
Safety Statements 26-39-36
RIDADR 2810
WGK Germany 3
Hazard Note Harmful
HazardClass 6.1
PackingGroup III
HS Code 29333990
Storage Class11 - Combustible Solids
Hazard ClassificationsAcute Tox. 4 Oral
Eye Dam. 1
Skin Irrit. 2
STOT SE 3
MSDS Information
ProviderLanguage
4-Methyl-3-nitropyridine English
SigmaAldrich English
ALFA English
4-Methyl-3-nitropyridine Usage And Synthesis
Chemical PropertiesDeliquescent cryst
Uses4-Methyl-3-nitropyridine may be used as a starting material in the synthesis of ethyl 6-azaindole-2-carboxylate and also 3-substituted azaindoles.
Uses4-METHYL-3-NITROPYRIDINE is a useful research chemical.
General Description4-Methyl-3-nitropyridine, a substituted nitropyridine, can be prepared by the malonation of 4-methoxy-3-nitropyridine with sodium diethyl malonate.
Synthesis
4-Methylpyridine

108-89-4

4-Methyl-3-nitropyridine

5832-44-0

The general procedure for synthesizing 3-nitro-4-methylpyridine from 4-methylpyridine is as follows:1) In step 1) of Example 1, prepare a reaction solution by adding 60 g of nitrogen pentoxide solid to 300 g of liquid sulfur dioxide at -30° C. and stirring sufficiently until completely dissolved.2) Dissolve 30 g of 4-methylpyridine in 120 g of liquid sulfur dioxide and maintain the temperature at -30° C.3 ) Slowly drop the reaction solution into 300 g of ice water for 5 minutes. ) Slowly add the nitrogen pentoxide-sulfur dioxide solution prepared in step 1) dropwise to the 4-methylpyridine solution, and react for 5 min. 4) Slowly pour the reaction solution into 300 g of ice water, and hydrolyze thoroughly. 5) Adjust the pH of the hydrolyzed solution to 8-9 using sodium carbonate. 6) Add 290 g of toluene for two extractions, and combine the extracts. 7) Remove the solvent by vacuum distillation to obtain 39 g of 3- Nitro-4-methylpyridine. The purity of the product was 99.0% by gas chromatography.

References[1] Organic and Biomolecular Chemistry, 2005, vol. 3, # 3, p. 538 - 541
[2] Acta Chemica Scandinavica, 1994, vol. 48, # 12, p. 1001 - 1006
[3] Acta Chemica Scandinavica, 1994, vol. 48, # 2, p. 181 - 182
[4] Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1995, # 6, p. 1211 - 1216
[5] Acta Chemica Scandinavica, 1996, vol. 50, # 6, p. 556 - 557
Tag:4-Methyl-3-nitropyridine(5832-44-0) Related Product Information
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