6-Chloro-2-methylnicotinonitrile

Base Information

• Chemical Name: 6-Chloro-2-methylnicotinonitrile
• CAS No.: 66909-36-2
• Molecular Formula: C7H5ClN2
• Molecular Weight: 152.583
• Hs Code.: 2933399090
• European Community (EC) Number: 801-614-9
• DSSTox Substance ID: DTXSID80495839
• Nikkaji Number: J2.890.763J
• Wikidata: Q72454375
• Mol file: 66909-36-2.mol

Synonyms:6-CHLORO-2-METHYLNICOTINONITRILE;66909-36-2;6-chloro-2-methylpyridine-3-carbonitrile;2-Chloro-5-cyano-6-methylpyridine;MFCD07082897;3-Pyridinecarbonitrile, 6-chloro-2-methyl-;6-Chloro-2-methyl-nicotinonitrile;SCHEMBL286959;DTXSID80495839;PCDPITLPCWBXRB-UHFFFAOYSA-N;BCP11319;AKOS005145872;AB30550;AM62473;CS-W020476;3-Pyridinecarbonitrile,6-chloro-2-methyl-;A9000;FT-0656167;EN300-78167;J-518532

Chemical Property of 6-Chloro-2-methylnicotinonitrile

Chemical Property:

• Vapor Pressure: 0.027mmHg at 25°C
• Melting Point: 106-110 °C
• Refractive Index: 1.555
• Boiling Point: 246.462 °C at 760 mmHg
• PKA: -2.60±0.10(Predicted)
• Flash Point: 102.857 °C
• PSA: 36.68000
• Density: 1.269 g/cm³
• LogP: 1.91508
• Storage Temp.: 2-8°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 152.0141259
• Heavy Atom Count: 10
• Complexity: 160

Purity/Quality:

99.0% ^*data from raw suppliers

6-Chloro-2-methylnicotinonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CC(=N1)Cl)C#N

Technology Process of 6-Chloro-2-methylnicotinonitrile

There total 4 articles about 6-Chloro-2-methylnicotinonitrile 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: 91.0%

1,6-Dihydro-2-methyl-6-oxo-3-pyridinecarbonitrile (41877-40-1) → 6-chloro-2-methyl-3-pyridinecarbonitrile (66909-36-2)

Guidance literature:

With trichlorophosphate; for 1.5h; Heating;

DOI:10.1055/s-1991-26604

Reference yield: 76.0%

6-hydroxy-2-methylpyridine-3-carbonitrile (41877-40-1) → 6-chloro-2-methyl-3-pyridinecarbonitrile (66909-36-2)

Guidance literature:

With trichlorophosphate; at 100 ℃; for 2h;

Reference yield:

P,P-dichlorophenylphosphine oxide (824-72-6) + ammonium hydroxide (1336-21-6) → 6-chloro-2-methyl-3-pyridinecarbonitrile (66909-36-2)

Guidance literature:

In dichloromethane;

upstream raw materials:

1,6-Dihydro-2-methyl-6-oxo-3-pyridinecarbonitrile

P,P-dichlorophenylphosphine oxide

ammonium hydroxide

6-hydroxy-2-methylpyridine-3-carbonitrile

Downstream raw materials:

2-methyl-nicotinonitrile

C-(6-Chloro-2-methyl-pyridin-3-yl)-methylamine

6-chloro-2-methylpyridine-3-carbaldehyde

2-methyl-6-{[4-(methylsulfonyl)phenyl]amino}-3-pyridinecarbonitrile

Refernces

• 1、 -. "FURO[3,2-B]PYRIDINE COMPOUNDS USEFUL AS INHIBITORS OF THE PAR-2 SIGNALING PATHWAY". Paragraph 0244. . Retrieved 2018/04/20.
• 2、 -. "AZAINDENOISOQUINOLINE TOPOISOMERASE I INHIBITORS". Paragraph 0161. . Retrieved 2014/02/16.