2-Cyano-3-methylpyridine

Base Information

• Chemical Name: 2-Cyano-3-methylpyridine
• CAS No.: 20970-75-6
• Molecular Formula: C7H6N2
• Molecular Weight: 118.138
• Hs Code.: 29333999
• European Community (EC) Number: 244-131-3
• DSSTox Substance ID: DTXSID60943262
• Nikkaji Number: J225.370D
• Wikidata: Q106902654
• Mol file: 20970-75-6.mol

Synonyms:2-Cyano-3-methylpyridine;20970-75-6;3-Methylpicolinonitrile;3-Methylpyridine-2-carbonitrile;3-methyl-2-pyridinecarbonitrile;2-cyano-3-methyl pyridine;2-Pyridinecarbonitrile, 3-methyl-;Pyridinecarbonitrile, methyl-;MFCD00190585;2-CYANO-3-METHYL-PYRIDINE;2-Cyano-3-picoline;3-methyl-2-cyanopyridine;SCHEMBL130043;3-Methylpicolinonitrile, 98%;3-methyl-pyridine-2-carbonitrile;DTXSID60943262;BCP16112;STR04655;BBL011525;SC4241;STL146641;AKOS005216045;AC-4379;CS-W016588;SB22060;BP-11859;TS-01608;A4555;AM20070168;FT-0612094;EN300-39349;3-methylpicolinonitrile;AN-584/42118739;W-107584;F0001-0750;Z382716046

Chemical Property of 2-Cyano-3-methylpyridine

Chemical Property:

• Appearance/Colour: light beige crystalline powder
• Vapor Pressure: 0.024mmHg at 25°C
• Melting Point: 83-87 °C(lit.)
• Refractive Index: 1.531
• Boiling Point: 248.6 °C at 760 mmHg
• PKA: -0.03±0.10(Predicted)
• Flash Point: 96.7 °C
• PSA: 36.68000
• Density: 1.08 g/cm³
• LogP: 1.26168
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 118.053098200
• Heavy Atom Count: 9
• Complexity: 133

Purity/Quality:

99% ^*data from raw suppliers

3-Methylpicolinonitrile ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(N=CC=C1)C#N
• Uses: 3-Methylpicolinonitrile is a useful chemical reagent. It has been used in the synthesis of, triazolo[1,5-c]pyrimidines as potential antiasthma agents; ?s-tetrazine derivatives as anti-tumor agents.

Technology Process of 2-Cyano-3-methylpyridine

There total 32 articles about 2-Cyano-3-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: 95.0%

Toluene-4-sulfonic acid 2,2-dicyano-3-methyl-3,6-dihydro-2H-pyridin-1-yl ester (68357-21-1) → 2-cyano-3-methylpyridine (20970-75-6)

Guidance literature:

In ethanol;

Reference yield: 88.6%

3-picoline-N-oxide (1003-73-2) + potassium cyanide → 2-cyano-3-methylpyridine (20970-75-6)

Guidance literature:

3-picoline-N-oxide; With N,N-Dimethylcarbamoyl chloride; In 1,4-dioxane; at 45 ℃; for 2h;

potassium cyanide; In 1,4-dioxane; water; at -10 - 6 ℃; for 2.5h; Solvent; Temperature;

Reference yield: 75.0%

3-Methylpyridine (108-99-6) + potassium cyanide (151-50-8) → 2-cyano-3-methylpyridine (20970-75-6)

Guidance literature:

3-Methylpyridine; With nitric acid; trifluoroacetic anhydride; at 20 ℃;

potassium cyanide; With sodium acetate; at 20 ℃; for 12h;

DOI:10.1055/s-2005-861849

upstream raw materials:

3-picoline-N-oxide

dimethyl sulfate

methyl iodide

3-methylpyridin-2-ylamine

Downstream raw materials:

2-cyano-3-(phenoxymethyl)pyridine

2-methoxyphenyl 3-methyl-pyridin-2-yl ketone

3-methyl-2-pyridinecarboxamide

Refernces

• 1、 -. "A 3 - substituted - 2 - cyano pyridine compound of preparation method". Paragraph 0094; 0097; 0100; 0103; 0106; 0107-0109. . Retrieved 2017/09/02.
• 2、 Fier, Patrick S.. "A Bifunctional Reagent Designed for the Mild, Nucleophilic Functionalization of Pyridines". supporting information. p. 9499 - 9502. Retrieved 2017/07/24.