2-Acetyl-6-methylpyridine

Base Information

• Chemical Name: 2-Acetyl-6-methylpyridine
• CAS No.: 6940-57-4
• Molecular Formula: C8H9NO
• Molecular Weight: 135.166
• Hs Code.: 2933399090
• NSC Number: 60153
• UNII: AWB2JUD65K
• DSSTox Substance ID: DTXSID90219528
• Nikkaji Number: J2.275.815B
• Wikidata: Q72435432
• Metabolomics Workbench ID: 47609
• Mol file: 6940-57-4.mol

Synonyms:2-Acetyl-6-methylpyridine;6940-57-4;1-(6-methylpyridin-2-yl)ethanone;Ketone, methyl 6-methyl-2-pyridyl;1-(6-Methylpyridin-2-yl)ethan-1-one;1-(6-METHYL-PYRIDIN-2-YL)-ETHANONE;6-Acetyl-2-picoline;6-methyl-2-acetylpyridine;1-(6-Methyl-2-pyridinyl)ethanone;ETHANONE, 1-(6-METHYL-2-PYRIDINYL)-;MFCD06658293;AWB2JUD65K;6-ACETYL-2-METHYLPYRIDINE;NSC-60153;NSC60153;UNII-AWB2JUD65K;2-Acetyl-6-methyl-pyridine;SCHEMBL247491;AMY7957;DTXSID90219528;CHEBI:179151;BCP06451;CS-D0743;BBL101421;NSC 60153;STL555217;1-(6-Methyl-2-pyridinyl)ethanone #;AKOS012863539;2-acetyl-6-methylpyridine, AldrichCPR;AB25782;AC-5079;Methyl 6-methyl-2-pyridyl ketone, 8CI;1-(6-Methyl-2-pyridinyl)ethanone, 9CI;SY015030;TS-01744;1-(6-METHYL-2-PYRIDINYL)-ETHANONE;FT-0647667;EN300-176876;A836482;A1-00826;J-503472

Chemical Property of 2-Acetyl-6-methylpyridine

Chemical Property:

• Vapor Pressure: 0.208mmHg at 25°C
• Refractive Index: 1.512
• Boiling Point: 208.9 °C at 760 mmHg
• PKA: 3.24±0.10(Predicted)
• Flash Point: 84.3 °C
• PSA: 29.96000
• Density: 1.036 g/cm³
• LogP: 1.59260
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 135.068413911
• Heavy Atom Count: 10
• Complexity: 133

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Acetyl-6-methylpyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC(=CC=C1)C(=O)C
• Uses: 2-Acetyl-6-methylpyridine is a flavor constituent of rum. A useful synthetic and industrial reagent.

Technology Process of 2-Acetyl-6-methylpyridine

There total 12 articles about 2-Acetyl-6-methylpyridine 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%

N-methoxy-N,6-dimethylpyridine-2-carboxamide (476471-33-7) + methylmagnesium bromide (75-16-1) → 2-acetyl-6-methylpyridine (6940-57-4)

Guidance literature:

In tetrahydrofuran; at -30 - 20 ℃; for 2h; Inert atmosphere;

Reference yield: 92.0%

(+/-)-1-[2-(6-methylpyridyl)]ethanol (71777-66-7) → 2-acetyl-6-methylpyridine (6940-57-4)

Guidance literature:

(+/-)-1-[2-(6-methylpyridyl)]ethanol; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -75 ℃; for 1.33333h;

With triethylamine; In dichloromethane; at -75 - 20 ℃; for 2h;

Reference yield: 92.0%

oxalyl dichloride (79-37-8) + (+/-)-1-[2-(6-methylpyridyl)]ethanol (71777-66-7) → 2-acetyl-6-methylpyridine (6940-57-4)

Guidance literature:

With triethylamine; In dichloromethane; dimethyl sulfoxide;

upstream raw materials:

2-methyl-6-vinylpyridine

2-bromo-6-methylpyridine

N,N-dimethyl acetamide

hydrogenchloride

Downstream raw materials:

(R)-(6-methylpyridin-2-yl)ethan-1-ol

3-(6-methyl)pyridin-2-yl-1H-pyrazole

C₁₅H₁₃N₃

1-(6-methylpyridin-2-yl)ethan-1-amine

Refernces

• 1、 -. "FUSED RING HETEROARYL COMPOUNDS AS ALK4/5 INHIBITORS". Paragraph 0149; 0150. . Retrieved 2020/08/05.
• 2、 Samanta, Subhas,Demesko, Serhiy,Dechert, Sebastian,Meyer, Franc. "A two-in-one pincer ligand and its diiron(II) complex showing spin state switching in solution through reversible ligand exchange". . p. 583 - 587. Retrieved 2015/03/04.