2-(Hydroxymethyl)isonicotinonitrile

Base Information

• Chemical Name: 2-(Hydroxymethyl)isonicotinonitrile
• CAS No.: 51454-63-8
• Molecular Formula: C7H6N2O
• Molecular Weight: 134.14
• Hs Code.: 2933399090
• European Community (EC) Number: 830-879-3
• DSSTox Substance ID: DTXSID70535233
• Wikidata: Q72459107
• Mol file: 51454-63-8.mol

Synonyms:2-(Hydroxymethyl)isonicotinonitrile;51454-63-8;2-(HYDROXYMETHYL)PYRIDINE-4-CARBONITRILE;4-CYANO-PYRIDINE-2-METHANOL;MFCD07774127;4-Pyridinecarbonitrile, 2-(hydroxymethyl)-;2-hydroxymethylisonicotinonitrile;2-HYDROXYMETHYL-ISONICOTINONITRILE;SCHEMBL481078;4-cyano-2-hydroxymethylpyridine;DTXSID70535233;WLZ3168;MMVBJOBTOMJNHE-UHFFFAOYSA-N;AMY17754;BCA45463;AKOS010782142;DS-6993;FD10587;SB52445;SY253026;CS-0096326;EN300-156539;A828599;J-506440;Z823278800

Chemical Property of 2-(Hydroxymethyl)isonicotinonitrile

Chemical Property:

• Boiling Point: 282.4 °C at 760 mmHg
• PKA: 13.06±0.10(Predicted)
• Flash Point: 124.6 °C
• PSA: 56.91000
• Density: 1.25 g/cm³
• LogP: 0.44558
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 134.048012819
• Heavy Atom Count: 10
• Complexity: 149

Purity/Quality:

95% purity ^*data from raw suppliers

2-(Hydroxymethyl)isonicotinonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(C=C1C#N)CO

Technology Process of 2-(Hydroxymethyl)isonicotinonitrile

There total 13 articles about 2-(Hydroxymethyl)isonicotinonitrile 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: 68.0%

2-acetoxymethyl-isonicotinonitrile (51454-62-7) → 4-cyano-2-hydroxymethylpyridine (51454-63-8)

Guidance literature:

With sulfuric acid; In tetrahydrofuran; for 20h; Heating;

DOI:10.1248/cpb.38.2446

Reference yield: 46.0%

pyridine-4-carbonitrile (100-48-1) + ammonium persulfate + chloroform methanol (7285-11-2) + sulfuric acid (7664-93-9) → 4-cyano-2-hydroxymethylpyridine (51454-63-8)

Guidance literature:

In methanol; water;

Reference yield: 43.0%

pyridine-4-carbonitrile (100-48-1) + methanol (67-56-1) → 4-cyano-2-hydroxymethylpyridine (51454-63-8)

Guidance literature:

With sodium persulfate; trifluoroacetic acid; In water; at 70 ℃; for 4h; Reagent/catalyst; Inert atmosphere;

DOI:10.1002/ejoc.201701321

upstream raw materials:

pyridine-4-carbonitrile

methanol

2-acetoxymethyl-isonicotinonitrile

4-cyanopyridine N-oxide

Downstream raw materials:

4-cyano-2-(2-hydroxy)-ethylpyridine

2-(1'-hydroxyethyl)-4-acetylpyridine

2-(bromomethyl)isonicotinonitrile

C₁₈H₁₇N₃O₄

Refernces

• 1、 Zhou, Luan,Okugawa, Naoyuki,Togo, Hideo. "Hydroxymethylation of Quinolines with Na2S2O8 by a Radical Pathway". . p. 6239 - 6245. Retrieved 2017/11/15.
• 2、 -. "OXIME COMPOUNDS AND THE USE THEREOF". Page/Page column 356. . Retrieved 2008/06/13.