2-Acetyl-5-methylpyridine

Base Information

• Chemical Name: 2-Acetyl-5-methylpyridine
• CAS No.: 5308-63-4
• Molecular Formula: C8H9 N O
• Molecular Weight: 135.166
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID90517258
• Metabolomics Workbench ID: 48914
• Nikkaji Number: J760.060G
• Wikidata: Q72496731
• Mol file: 5308-63-4.mol

Synonyms:2-Acetyl-5-methylpyridine;5308-63-4;1-(5-METHYLPYRIDIN-2-YL)ETHANONE;1-(5-methyl-pyridin-2-yl)-ethanone;1-(5-METHYLPYRIDIN-2-YL)ETHAN-1-ONE;MFCD06658292;1-(5-methyl-2-pyridyl)ethanone;ETHANONE, 1-(5-METHYL-2-PYRIDINYL)-;2-Acetyl-5-picoline;1-(5-METHYL-PYRIDIN-2-YL)ETHANONE;2-acetyl-5-methyl-pyridine;SCHEMBL827893;DTXSID90517258;CHEBI:179147;AMY28417;BCP21065;1-(5-Methylpyridin-2-yl)-ethanone;AB1019;1-(5-methyl-2-pyridyl)-1-ethanone;AKOS006295634;AB25779;Methyl 5-methyl-2-pyridyl ketone, 8CI;1-(5-Methyl-2-pyridinyl)ethanone, 9CI;DS-16613;SY005233;BB 0260503;CS-0005383;FT-0751758;A15627;EN300-306647;J-400233

Chemical Property of 2-Acetyl-5-methylpyridine

Chemical Property:

• Vapor Pressure: 0.135mmHg at 25°C
• Boiling Point: 217.1°C at 760 mmHg
• PKA: 3.29±0.10(Predicted)
• Flash Point: 89.8°C
• PSA: 29.96000
• Density: 1.036g/cm³
• LogP: 1.59260
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1.2
• 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%Min ^*data from raw suppliers

1-(5-Methylpyridin-2-yl)ethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CN=C(C=C1)C(=O)C

Technology Process of 2-Acetyl-5-methylpyridine

There total 9 articles about 2-Acetyl-5-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-Bromo-5-methylpyridine (3510-66-5) + N,N-dimethyl acetamide (127-19-5,116057-81-9) → 1-(5-methyl-pyridin-2-yl)-ethanone (5308-63-4)

Guidance literature:

2-Bromo-5-methylpyridine; With n-butyllithium;

N,N-dimethyl acetamide; In diethyl ether; at -78 ℃;

DOI:10.1021/acs.inorgchem.8b01438

Reference yield: 79.0%

5-methylpicolinonitrile (1620-77-5) + methylmagnesium bromide (75-16-1) → 1-(5-methyl-pyridin-2-yl)-ethanone (5308-63-4)

Guidance literature:

5-methylpicolinonitrile; methylmagnesium bromide; In tetrahydrofuran; diethyl ether; at -20 - -10 ℃;

With hydrogenchloride; water; In tetrahydrofuran; diethyl ether; at -40 ℃; for 0.0833333h;

DOI:10.1039/c5ob01478f

Reference yield: 72.0%

N,N-dimethyl acetamide (127-19-5,116057-81-9) → 1-(5-methyl-pyridin-2-yl)-ethanone (5308-63-4)

Guidance literature:

2-Bromo-5-methylpyridine; With n-butyllithium; In hexanes; diethyl ether; at -78 - -40 ℃; for 0.25h;

N,N-dimethyl acetamide; In hexanes; diethyl ether; at -78 ℃; for 2h;

With ammonium chloride; In hexanes; diethyl ether; water;

upstream raw materials:

1-(6-methyl-2-piperidyl)ethan-1-ol

methyl iodide

(5-methyl-pyridin-2-yl)amine

N,N-dimethyl acetamide

Refernces

• 1、 Lan, Guangxu,Ni, Kaiyuan,Xu, Ruoyu,Lu, Kuangda,Lin, Zekai,Chan, Christina,Lin, Wenbin. "Nanoscale Metal–Organic Layers for Deeply Penetrating X-ray-Induced Photodynamic Therapy". . p. 12102 - 12106. Retrieved 2017.
• 2、 Goodman, M. Scott,Jubian, Vrej,Hamilton, Andrew D.. "Metal Templated Receptors for the Effective Complexation of Dicarboxylates". . p. 2551 - 2554. Retrieved 1995.
• 3、 -. "NANOSCALE METAL-ORGANIC LAYERS AND METAL-ORGANIC NANOPLATES FOR X-RAY INDUCED PHOTODYNAMIC THERAPY, RADIOTHERAPY, RODIODYNAMIC THERAPY, CHEMOTHERAPY, IMMUNOTHERAPY, AND ANY COMBINATION THEREOF". Page/Page column 72. . Retrieved 2019/02/17.