2,6-Dimethylisonicotinonitrile

Base Information

• Chemical Name: 2,6-Dimethylisonicotinonitrile
• CAS No.: 39965-81-6
• Molecular Formula: C8H8N2
• Molecular Weight: 132.165
• Hs Code.: 2933399090
• European Community (EC) Number: 810-359-2
• DSSTox Substance ID: DTXSID30494690
• Wikidata: Q72469646
• Mol file: 39965-81-6.mol

Synonyms:2,6-Dimethylisonicotinonitrile;39965-81-6;2,6-dimethylpyridine-4-carbonitrile;2,6-Dimethyl-4-cyanopyridine;4-Pyridinecarbonitrile, 2,6-dimethyl-;4-Cyano-2,6-dimethylpyridine;SCHEMBL1179216;2,6-dimethyl-4-cyano-pyridine;2,6-dimethyl-isonicotinonitrile;DTXSID30494690;TXBLTSMCEXEFMI-UHFFFAOYSA-N;2,6-dimethyl-4-pyridinecarbonitrile;CL0018;MFCD00152363;AKOS006273602;AB93194;CS-W006231;DS-1935;AC-23233;2,6-Dimethylisonicotinonitrile, AldrichCPR;BB 0262956;FT-0646183;EN300-191541;A824825;Z1198151282;3-ALPHA-HYDROXY-6-OXO-5-ALPHA-CHOLAN-24-OICACID

Chemical Property of 2,6-Dimethylisonicotinonitrile

Chemical Property:

• Vapor Pressure: 0.07mmHg at 25°C
• Melting Point: 80-82℃
• Refractive Index: 1.525
• Boiling Point: 229.2 °C at 760 mmHg
• PKA: 3.30±0.10(Predicted)
• Flash Point: 91.554 °C
• PSA: 36.68000
• Density: 1.05 g/cm³
• LogP: 1.57008
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 132.068748264
• Heavy Atom Count: 10
• Complexity: 146

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,6-Dimethylisonicotinonitrile 97% ^*data from reagent suppliers

Safty Information:

• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=N1)C)C#N
• Uses: 2,?6-?Dimethylisonicotinon?itrile is used in the synthetic preparation of 2-ethylthioisonicotinamide.

Technology Process of 2,6-Dimethylisonicotinonitrile

There total 16 articles about 2,6-Dimethylisonicotinonitrile 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: 77.0%

zinc(II) cyanide (557-21-1) + 4-bromo-2,6-dimethylpyridine (5093-70-9) → 2,6-dimethylisonicotinonitrile (39965-81-6)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 120 ℃; for 5.5h; Temperature; Inert atmosphere;

Reference yield: 42.0%

potassium cyanide (151-50-8) + 1,2,6-trimethylpyridinium methosulfate (112950-66-0) → 2,6-dimethylisonicotinonitrile (39965-81-6)

Guidance literature:

In water; at 20 ℃; for 48h;

Reference yield: 18.0%

potassium cyanide (151-50-8) + 1-methoxy-2,6-dimethylpyridinium methyl sulfate (87117-15-5) → 2,6-dimethylpyridine (108-48-5) + 2,6-dimethylisonicotinonitrile (39965-81-6)

Guidance literature:

In water; at 20 ℃; for 24h;

DOI:10.1002/chem.200500619

upstream raw materials:

2,6-lutidine N-oxide

potassium cyanide

4-amino-2,6-lutidine

water

Downstream raw materials:

2,6-dimethylpyridine-4-carboxamide

2,6-dimethyl-1-oxy-isonicotinonitrile

t-butyl (2,6-dimethylpyridin-4-yl)methylcarbamate

1-(2,6-dimethylpyridin-4-yl)methanamine

Refernces

• 1、 -. "CGRP RECEPTOR ANTAGONISTS". Page/Page column 34; 35. . Retrieved 2017/03/25.
• 2、 Coombs, John R.,Fraunhoffer, Kenneth J.,Simmons, Eric M.,Stevens, Jason M.,Wisniewski, Steven R.,Yu, Miao. "Improving Robustness: In Situ Generation of a Pd(0) Catalyst for the Cyanation of Aryl Bromides". . p. 7040 - 7044. Retrieved 2017/07/17.