3-Cyano-2-methylpyridine

Base Information

• Chemical Name: 3-Cyano-2-methylpyridine
• CAS No.: 1721-23-9
• Molecular Formula: C7H6N2
• Molecular Weight: 118.138
• Hs Code.: 2933399990
• DSSTox Substance ID: DTXSID70406191
• Wikidata: Q72458602
• Mol file: 1721-23-9.mol

Synonyms:3-Cyano-2-methylpyridine;1721-23-9;2-methylpyridine-3-carbonitrile;2-METHYLNICOTINONITRILE;2-Methyl-3-cyanopyridine;2-Methyl-nicotinonitrile;3-PYRIDINECARBONITRILE, 2-METHYL-;MFCD06254420;2-METHYL-3-PYRIDINECARBONITRILE;methylnicotinonitrile;3-cyano-2methylpyridine;3-CYANO-2-PICOLINE;SCHEMBL155110;DTXSID70406191;UBKKNWJGYLSDSJ-UHFFFAOYSA-N;BCP32332;AB2931;STL227854;AKOS002336169;AM85629;PB23449;SY041601;TS-01606;CS-0051830;FT-0697818;EN300-119621;Z1198168592

Chemical Property of 3-Cyano-2-methylpyridine

Chemical Property:

• Vapor Pressure: 0.194mmHg at 25°C
• Melting Point: 58 °C
• Refractive Index: 1.531
• Boiling Point: 210.31 °C at 760 mmHg
• PKA: 2.51±0.10(Predicted)
• Flash Point: 86.496 °C
• PSA: 36.68000
• Density: 1.084 g/cm³
• LogP: 1.26168
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1
• 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

2-methylpyridine-3-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CC=N1)C#N

Technology Process of 3-Cyano-2-methylpyridine

There total 14 articles about 3-Cyano-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: 90.0%

zinc(II) cyanide (557-21-1) + 3-bromo-2-picoline (38749-79-0) → 2-methyl-nicotinonitrile (1721-23-9)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 175 ℃; for 2h; Microwave irradiation; Inert atmosphere;

Reference yield: 83.0%

→ 2-methyl-nicotinonitrile (1721-23-9)

Guidance literature:

Reference yield: 81.0%

6-chloro-2-methyl-3-pyridinecarbonitrile (66909-36-2) → 2-methyl-nicotinonitrile (1721-23-9)

Guidance literature:

With 5%-palladium/activated carbon; ammonium formate; In methanol; at 20 ℃; for 12h;

DOI:10.1021/jm201512x

upstream raw materials:

1,3,3-triethoxypropene

3-Aminocrotononitrile

2-oxopropanal

2-methylnicotinamide

Downstream raw materials:

1-(2-methylpyridin-3-yl)ethanone

2-[3-(3,4-Dimethoxy-phenyl)-but-3-enyl]-nicotinonitrile

2-(chloromethyl)nicotinenitrile

(+/-)-sceletium alkaloid A₄

Refernces

STRUCTURE AND AMBIPHILIC REACTIVITY OF INDOLIZINES. 2. 8(6)-ACETYL- AND CYANOINDOLIZINES

10.1007/BF00663856

The research focuses on the synthesis and reactivity of 8(6)-acetyl- and cyanoindolizines. The purpose is to explore the effects of substituents on the structure and reactivity of indolizines, particularly those substituted in the pyridine ring, as this area has received little attention. The researchers used the Chichibabin method to synthesize these compounds from 2-methyl-3(5)-acetyl and cyanopyridines and α-bromoketones. Key chemicals used include 2-methyl-3-cyanopyridine, bromoacetone, and sodium bicarbonate. The study concludes that electron-acceptor substituents in positions 6 and 8 of the indolizine nucleus deepen the color and increase the λmax values in UV spectra, with the 8-isomers being more deeply colored than the 6-isomers. Additionally, the researchers attempted base-catalyzed rearrangement of acetylindolizines to indoles but found that the presence of a nitro-group or a similarly electronegative substituent is necessary for successful recyclization.