5-Acetyl-2-methylpyridine

Base Information

• Chemical Name: 5-Acetyl-2-methylpyridine
• CAS No.: 36357-38-7
• Molecular Formula: C8H9NO
• Molecular Weight: 135.166
• Hs Code.: 2933399090
• European Community (EC) Number: 252-995-8
• NSC Number: 27972
• UNII: 0H4J36GB7B
• DSSTox Substance ID: DTXSID5067970
• Nikkaji Number: J31.346G
• Wikidata: Q27236777
• Mol file: 36357-38-7.mol

Synonyms:5-Acetyl-2-methylpyridine;36357-38-7;1-(6-methylpyridin-3-yl)ethanone;3-Acetyl-6-Methylpyridine;2-Methyl-5-acetylpyridine;Ethanone, 1-(6-methyl-3-pyridinyl)-;1-(6-Methylpyridin-3-yl)ethan-1-one;5-Acetyl-2-picoline;1-(6-Methyl-pyridin-3-yl)-ethanone;1-(6-Methyl-3-pyridyl)-1-ethanone;1-(6-methyl-3-pyridyl)ethanone;UNII-0H4J36GB7B;0H4J36GB7B;1-(6-Methyl-3-pyridinyl)ethanone;EINECS 252-995-8;MFCD00128113;NSC 27972;NSC-27972;NSC27972;5-acetyl-2-methyl pyridine;Pyridine, 5-acetyl-2-methyl;SCHEMBL575041;DTXSID5067970;1-(6-methylpyrid-3-yl)ethanone;BCP26797;CS-B0461;1-(6-methylpyridin-3-yl) ethanone;1-(6-methylpyridin-3-yl)-ethanone;1-(6-Methyl-3-pyridinyl)ethanone #;AKOS009423404;AB03568;AC-5980;SB36841;SY063969;TS-01742;KETONE, METHYL 6-METHYL-3-PYRIDYL;A6289;AM20061680;FT-0650200;EN300-49471;8-NITRO-2-OXO-2H-CHROMENE-3-CARBOXYLICACID;W-202510;Q27236777;3-Acetyl-6-methylpyridine

Chemical Property of 5-Acetyl-2-methylpyridine

Chemical Property:

• Appearance/Colour: pale-yellow oil
• Vapor Pressure: 0.004mmHg at 25°C
• Melting Point: 129-133°C(lit.)
• Refractive Index: 1.535
• Boiling Point: 233.608 °C at 760 mmHg
• PKA: 4.15±0.10(Predicted)
• Flash Point: 103.889 °C
• PSA: 29.96000
• Density: 1.036 g/cm³
• LogP: 1.59260
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: Partly miscible with water.
• XLogP3: 0.9
• 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:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC=C(C=C1)C(=O)C
• Uses: 5-Acetyl-2-methylpyridine is used in the preparation of pyridine-2,5-dicarboxylic acid by using potassium permanganate as an oxidant. Further, it serves as a ligand for Suzuki coupling.

Technology Process of 5-Acetyl-2-methylpyridine

There total 23 articles about 5-Acetyl-2-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: 92.0%

2-methyl-5-pyridylacetylene (1945-85-3) → 1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7)

Guidance literature:

With sulfuric acid; In toluene; at 80 ℃; for 3h; Inert atmosphere;

DOI:10.1039/c3ra42619j

Reference yield: 65.0%

Methyl 6-methylnicotinate (5470-70-2) → 1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7)

Guidance literature:

Methyl 6-methylnicotinate; With sodium hydride; In ethyl acetate; N,N-dimethyl-formamide; toluene; at 80 ℃; for 10h;

With sulfuric acid; In water; at 110 ℃; for 2h;

With potassium carbonate; In water; pH=9;

Reference yield: 65.0%

Methyl 6-methylnicotinate (5470-70-2) + ethyl acetate (141-78-6) → 1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7)

Guidance literature:

Methyl 6-methylnicotinate; ethyl acetate; With sodium hydride; In N,N-dimethyl-formamide; toluene; at 80 ℃; for 10h;

With sulfuric acid; In water; at 110 ℃; for 2h;

With potassium carbonate; In water; pH=9;

upstream raw materials:

acetylacetaldehyde dimethyl acetal

1-amino-1-buten-3-one

(E)-4-chloro-3-buten-2-one

ethyl 3-(2-methyl-5-pyridinyl)-3-oxopropanoate

Downstream raw materials:

5-Acetyl-2-methyl-1-(2-oxo-2-phenyl-ethyl)-pyridinium; bromide

2-methyl-5-pyridylacetylene

1-(6-methyl-3-pyridinyl)-1,3-butanedione

dimebon

Refernces

• 1、 -. "2,4-THIAZOLIDINEDIONE DERIVATIVES IN THE TREATMENT OF CENTRAL NERVOUS SYSTEM DISORDERS". Page/Page column 23. . Retrieved 2015/11/17.
• 2、 Tartaggia, Stefano,Caporale, Andrea,Fontana, Francesco,Stabile, Paolo,Castellin, Andrea,De Lucchi, Ottorino. "A convenient synthesis of the key intermediate of selective COX-2 inhibitor Etoricoxib". . p. 18544 - 18549. Retrieved 2013/10/21.