6-Methyl-2-pyridinecarboxaldehyde

Base Information

• Chemical Name: 6-Methyl-2-pyridinecarboxaldehyde
• CAS No.: 1122-72-1
• Molecular Formula: C7H7NO
• Molecular Weight: 121.139
• Hs Code.: 2933.39
• European Community (EC) Number: 214-359-8
• NSC Number: 8954
• UNII: 0RNR5L79R2
• DSSTox Substance ID: DTXSID5061530
• Nikkaji Number: J28.017H
• Wikidata: Q72496578
• Mol file: 1122-72-1.mol

Synonyms:6-methylpyridine-2-carboxaldehyde;ligand L (pyridine)

Chemical Property of 6-Methyl-2-pyridinecarboxaldehyde

Chemical Property:

• Appearance/Colour: light yellow to brown low melting solid
• Vapor Pressure: 0.593mmHg at 25°C
• Melting Point: 31 - 33 °C
• Refractive Index: n20/D 1.527(lit.)
• Boiling Point: 188.6 °C at 760 mmHg
• PKA: 3.96±0.10(Predicted)
• Flash Point: 68.3 °C
• PSA: 29.96000
• Density: 1.095 g/cm³
• LogP: 1.20250
• Storage Temp.: 0-6°C
• Sensitive.: Light Sensitive/Air Sensitive
• Water Solubility.: 750 g/L (20 ºC)
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 121.052763847
• Heavy Atom Count: 9
• Complexity: 103

Purity/Quality:

99% ^*data from raw suppliers

6-Methyl-2-pyridinecarboxaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Pyridines
• Canonical SMILES: CC1=NC(=CC=C1)C=O
• Uses: 6-Methyl-2-pyridinecarboxaldehyde was used in the synthesis of 1-(10-cyano- and -10-bromo-5H-dibenzo[a,d]cyclohepten-5-yl)-4-[(arylmethylene)amino]piperazines which are compounds that exhibits anticon vulsant properties. 6-Methyl-2-pyridinecarboxaldehyde was used in the synthesis of 1-(10-cyano- and -10-bromo-5H-dibenzo[a,d]cyclohepten-5-yl)-4-[(arylmethylene)amino]piperazines which are compounds that exhibits anticon vulsant properties. 6-Methylpyridine-2-carboxaldehyde is used to produce 1-(6-methyl-pyridin-2-yl)-hexan-1-one with pent-1-ene at temperature of 100°C. This reaction will need reagent 2-amino-3-picoline and catalysts (Ph3P)3RhCl, Cp2ZrCl2.

Technology Process of 6-Methyl-2-pyridinecarboxaldehyde

There total 16 articles about 6-Methyl-2-pyridinecarboxaldehyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

7-methyl-1,2,3-triazolo<1,5-a>pyridine (78539-91-0) → 6-methyl-2-pyridinecarboxaldehyde (1122-72-1)

Guidance literature:

With selenium(IV) oxide; In xylene; at 140 ℃; for 24h;

Reference yield: 96.0%

2-(Hydroxymethyl)-6-methylpyridine (1122-71-0) → 6-methyl-2-pyridinecarboxaldehyde (1122-72-1)

Guidance literature:

With silica gel; 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium perchlorate; In dichloromethane; Ambient temperature;

DOI:10.1016/S0040-4039(99)00029-5

Reference yield: 94.9%

2-(Hydroxymethyl)-6-methylpyridine (1122-71-0) → 6-methyl-2-pyridinecarboxaldehyde (1122-72-1) + 6-methyl-2-pyridinecarboxylic acid (934-60-1)

Guidance literature:

With sodium hypochlorite; C₈H₁₈NPol; sodium hydrogencarbonate; In water; toluene; at 15 - 20 ℃; for 4.5h; Product distribution / selectivity;

upstream raw materials:

2,6-dimethylpyridine

2-(Hydroxymethyl)-6-methylpyridine

(6-Methyl-1-oxy-[2]pyridyl)-methanol

1,2-bis(6-methylpyridin-2-yl)ethane-1,2-dione

Downstream raw materials:

1-(5-chloro-2-hydroxy-phenyl)-3t-(6-methyl-[2]pyridyl)-propenone

6-chloro-2-(6-methyl-[2]pyridyl)-chroman-4-one

(2-carbamoyl-phenoxy)-acetic acid-[(6-methyl-[2]pyridylmethylene)-hydrazide]

3c-(6-methyl-[2]pyridyl)-2-phenyl-acrylonitrile

Refernces

• 1、 Chigir' et al.. "-". . p. 2053,2059. Retrieved 1969.
• 2、 Das, Oindrila,Paine, Tapan Kanti. "Aerobic oxidation of primary alcohols catalyzed by copper complexes of 1,10-phenanthroline-derived ligands". . p. 11476 - 11481. Retrieved 2012.
• 3、 Gambino, Adriana,Burnett, James C.,Koide, Kazunori. "Methyl Scanning and Revised Binding Mode of 2-Pralidoxime, an Antidote for Nerve Agent Poisoning". supporting information. p. 1893 - 1898. Retrieved 2020/02/06.
• 4、 Krinochkin,Kopchuk,Chepchugov,Kovalev,Zyryanov,Rusinov,Chupakhin. "Effect of substituent in pyridine-2-carbaldehydes on their heterocyclization to 1,2,4-triazines and 1,2,4-triazine 4-oxides". . p. 963 - 970. Retrieved 2017/09/07.