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6-Methylnicotinaldehyde

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6-Methylnicotinaldehyde Basic information
Application
Product Name:6-Methylnicotinaldehyde
Synonyms:6-METHYL-3-PYRIDINECARBOXALDEHYDE;5-FORMYL-2-PICOLINE;3-FORMYL-6-METHYL-PYRIDINE;6-Methylpyridine-3-carboxaldehyde;5-Formyl-2-methylpyridine;6-Methylnicotinaldehyde;3-Pyridinecarboxaldehyde, 6-methyl-;3-Formyl-6-methyl-pyridine ,97%
CAS:53014-84-9
MF:C7H7NO
MW:121.14
EINECS:
Product Categories:Heterocycle-Pyridine series;Building Blocks;Pyridines;Aldehydes;C7;C7 to C8;Carbonyl Compounds;Chemical Synthesis;Heterocyclic Building Blocks;Organic Building Blocks;Pyridine
Mol File:53014-84-9.mol
6-Methylnicotinaldehyde Structure
6-Methylnicotinaldehyde Chemical Properties
Boiling point 95℃/20mm
density 1.084
refractive index 1.546
Fp 88℃
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
pka4.15±0.10(Predicted)
form Liquid
AppearanceColorless to light yellow Liquid
Sensitive Moisture Sensitive
InChIInChI=1S/C7H7NO/c1-6-2-3-7(5-9)4-8-6/h2-5H,1H3
InChIKeyIMWMEIWYPWVABQ-UHFFFAOYSA-N
SMILESC1=NC(C)=CC=C1C=O
CAS DataBase Reference53014-84-9
Safety Information
Hazard Codes Xn
Risk Statements 22-36
Safety Statements 26
WGK Germany 3
HS Code 29333990
Storage Class10 - Combustible liquids
Hazard ClassificationsAcute Tox. 4 Oral
Eye Irrit. 2
MSDS Information
6-Methylnicotinaldehyde Usage And Synthesis
Application3-Aldehyde-6-methylpyridine is a pyridine heterocyclic compound mainly used in laboratory research and development of organic synthesis processes.
SynthesisTo a solution of 5-bromo-2-methylpyridine (151; 10 g, 58.1 mmol) in THF (150 mL) was added n-BuLi (2.5 M, 25.6 mL) at -78 ℃. The reaction mixture was stirred at this temperature for Ih. DMF (1.30 mL) was added,, and the resulting reaction mixture was stirred for 1 h at -78 °C. The addition of aq quenched the reaction. NH4Cl. Upon warming to room temperature, the mixture was extracted with EtOAc. The combined organic layers were dried (Na2SO4) and concentrated under reduced pressure. The resulting residue was purified by chromatography to afford 6-methylnicotinaldehyde 152 (5.0 g, 72percent).
References[1] Patent: US2006/287341, 2006, A1. Location in patent: Page/Page column 46
[2] Patent: US2007/4772, 2007, A1. Location in patent: Page/Page column 82
[3] Journal of Medicinal Chemistry, 1989, vol. 32, # 3, p. 583 - 593
[4] Journal of Organic Chemistry, 1988, vol. 53, # 15, p. 3513 - 3521
[5] Patent: US4778796, 1988, A
Tag:6-Methylnicotinaldehyde(53014-84-9) Related Product Information
2-Hydroxy-6-methylpyridine-3-carboxylic acid Methyl 6-methylnicotinate Nalidixic acid 3-Acetyl-2,4,6-trimethylpyridine Amfonelic acid 6-Methylnicotinic acid Streptonigrin Nalidixic acid sodium salt 2,5-Pyridinedicarboxylic acid Dimethyl pyridine-2,5-dicarboxylate 6-Methylnicotinamide 2-Chloro-4,6-dimethylnicotinamide 2,5-Pyridinedicarboxylic acid di-n-propyl ester 6-Methyl-2,3-pyridinedicarboxylic acid Diethyl 2,6-dimethyl-3,5-pyridinedicarboxylate Dimethyl 4-(4-methoxyphenyl)-2,6-dimethylpyridine-3,5-dicarboxylate 2,6-Dimethyl-3,5-pyridinedicarboxylic acid 2-Methyl-3-hydroxy-4-hydroxymethyl-5-carboxypyridine lactone