(4-Methylpyridin-2-yl)methanol

Base Information

• Chemical Name: (4-Methylpyridin-2-yl)methanol
• CAS No.: 42508-74-7
• Molecular Formula: C7H9NO
• Molecular Weight: 123.155
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID70489464
• Wikidata: Q72496744
• Mol file: 42508-74-7.mol

Synonyms:(4-Methylpyridin-2-yl)methanol;42508-74-7;(4-Methyl-pyridin-2-yl)-methanol;CHEMPACIFIC 38149;MFCD07774103;4-methyl-2-Pyridinemethanol;CHEMPACIFIC38149;(hydro-xymethyl)-4-picoline;SCHEMBL510182;2-(hydroxymethyl)-4-picoline;(4-methyl-2-pyridinyl)methanol;2-hydroxymethyl-4-methylpyridine;(4-methyl-pyridin-2-yl)methanol;DTXSID70489464;MTYDTSHOQKECQS-UHFFFAOYSA-N;(4-methyl-pyridine-2-yl)-methanol;AMY19901;AKOS006284135;CS-W005989;DS-2217;SB37156;SY108140;FT-0732731;EN300-102910;A872870

Chemical Property of (4-Methylpyridin-2-yl)methanol

Chemical Property:

• Vapor Pressure: 0.027mmHg at 25°C
• Melting Point: 96℃
• Boiling Point: 235.674oC at 760 mmHg
• PKA: 13.50±0.10(Predicted)
• Flash Point: 96.333oC
• PSA: 33.12000
• Density: 1.092g/cm3
• LogP: 0.88230
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 123.068413911
• Heavy Atom Count: 9
• Complexity: 85

Purity/Quality:

NLT 98% ^*data from raw suppliers

(4-Methylpyridin-2-yl)methanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=NC=C1)CO

Technology Process of (4-Methylpyridin-2-yl)methanol

There total 17 articles about (4-Methylpyridin-2-yl)methanol 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: 99.0%

4-methylpyridine-2-carboxylic acid methyl ester (13509-13-2) → (4-methyl-2-pyridinyl)methanol (42508-74-7)

Guidance literature:

4-methylpyridine-2-carboxylic acid methyl ester; With sodium tetrahydroborate; In methanol; at 20 ℃; for 36h; Inert atmosphere;

With hydrogenchloride; In methanol; water; for 0.5h; Inert atmosphere;

DOI:10.1002/adsc.201200938

Reference yield: 95.0%

4-methyl-2-pyridinecarbaldehyde (53547-60-7) → (4-methyl-2-pyridinyl)methanol (42508-74-7)

Guidance literature:

With C₄₆H₄₉CoN₃P₄⁽²⁺⁾*2BF₄^(1-); hydrogen; potassium hydroxide; In ethanol; acetonitrile; at 60 ℃; for 24h; under 22801.5 Torr; chemoselective reaction; Autoclave; Glovebox;

DOI:10.1021/jacs.9b11070

Reference yield: 82.0%

methanol (67-56-1) + 1-methoxy-4-methylpyridin-1-ium methyl sulfate (51384-29-3) → (4-methyl-2-pyridinyl)methanol (42508-74-7)

Guidance literature:

With fac-tris[2-phenylpyridinato-C²,N]iridium(III); sodium hydrogencarbonate; In acetonitrile; for 2h; Irradiation;

DOI:10.1021/acscatal.0c03726

upstream raw materials:

2,4-dimethylpyridine N-oxide

acetic anhydride

methanol

acetic acid 4-methyl-pyridin-2-ylmethyl ester

Downstream raw materials:

2-chloromethyl-4-methyl-pyridine-hydrochloride

(4-Methyl-1-oxy-[2]pyridyl)-methanol

4-methyl-pyridin-2-ylmethyl chloride

4-methyl-2-pyridinecarbaldehyde

Refernces

• 1、 Gambino, Adriana,Burnett, James C.,Koide, Kazunori. "Methyl Scanning and Revised Binding Mode of 2-Pralidoxime, an Antidote for Nerve Agent Poisoning". supporting information. p. 1893 - 1898. Retrieved 2020/02/06.
• 2、 Rammal, Fatima,Gao, Di,Boujnah, Sondes,Hussein, Aqeel A.,Lalevée, Jacques,Gaumont, Annie-Claude,Morlet-Savary, Fabrice,Lakhdar, Sami. "Photochemical C-H Silylation and Hydroxymethylation of Pyridines and Related Structures: Synthetic Scope and Mechanisms". . p. 13710 - 13717. Retrieved 2020/11/30.