(4-Chloropyridin-2-yl)methanol

Base Information

• Chemical Name: (4-Chloropyridin-2-yl)methanol
• CAS No.: 63071-10-3
• Molecular Formula: C6H6ClNO
• Molecular Weight: 143.573
• Hs Code.: 2933399090
• European Community (EC) Number: 640-154-1
• DSSTox Substance ID: DTXSID30376780
• Nikkaji Number: J1.273.283J
• Wikidata: Q27461132
• ChEMBL ID: CHEMBL1738813
• Mol file: 63071-10-3.mol

Synonyms:(4-chloropyridin-2-yl)methanol;63071-10-3;4-Chloro-2-hydroxymethylpyridine;4-Chloro-2-pyridinemethanol;(4-Chloropyridine-2-yl)methanol;(4-chloro-2-pyridinyl)methanol;(4-Chloro-pyridin-2-yl)-methanol;4-Chloro-2-(hydroxymethyl)pyridine;MFCD07437885;2-PYRIDINEMETHANOL, 4-CHLORO-;4-CHLOROPYRIDINE-2-METHANOL;(4-Chloro-2-pyridinyl) methanol;(4-chloro-2-pyridyl)methanol;4-CHLORO-2-PYRIDYLMETHANOL;SCHEMBL510676;(4-Chloropyridine-2yl)methanol;CHEMBL1738813;(4-chloro pyridin-2-yl)methanol;DTXSID30376780;UEAIOHHGRGSGGJ-UHFFFAOYSA-N;(4-chloranylpyridin-2-yl)methanol;4-Chloro-2-Hydroxymethyl-pyridine;(4-chloro-pyridine-2-yl)-methanol;BBL102472;CL0188;STL556275;AKOS005073509;AC-2920;CS-W003408;MB-5013;PB23493;PD193816;SY003339;A8707;AM20070274;C2950;FT-0650469;EN300-62420;(4-Chloro-pyridin-2-yl)-methanol, AldrichCPR;A834197;J-501390;Q27461132;Z979714554

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

Chemical Property:

• Vapor Pressure: 0.0229mmHg at 25°C
• Melting Point: 0oC
• Refractive Index: 1.572
• Boiling Point: 238.6 °C at 760 mmHg
• PKA: 13.12±0.10(Predicted)
• Flash Point: 98.1 °C
• PSA: 33.12000
• Density: 1.324 g/cm³
• LogP: 1.22730
• Storage Temp.: Keep Cold
• Solubility.: soluble in Methanol
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 143.0137915
• Heavy Atom Count: 9
• Complexity: 89.1

Purity/Quality:

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

4-Chloro-2-pyridinemethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(C=C1Cl)CO
• Uses: 4-Chloro-2-pyridinemethanol is used in the inactivation of dimethylarginine dimethylaminohydrolase (DDAH).

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

There total 22 articles about (4-Chloropyridin-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: 98.0%

4-Chloro-pyridine-2-carboxylic acid methyl ester (24484-93-3) → (4-chloropyridin-2-yl)methanol (63071-10-3)

Guidance literature:

With sodium tetrahydroborate; calcium chloride; In tetrahydrofuran; methanol; at 0 ℃; for 1h;

DOI:10.1039/b905814a

Reference yield: 94.0%

ethyl 4-chloropyridine-2-carboxylate (64064-56-8) → (4-chloropyridin-2-yl)methanol (63071-10-3)

Guidance literature:

ethyl 4-chloropyridine-2-carboxylate; With sodium tetrahydroborate; In tetrahydrofuran; at 70 ℃; for 0.25h;

In tetrahydrofuran; methanol; at 70 ℃; for 1h;

DOI:10.1080/00397910500214482

Reference yield: 90.0%

4-chloro-2-pyridinecarbaldehyde (63071-13-6) → (4-chloropyridin-2-yl)methanol (63071-10-3)

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

upstream raw materials:

2-(bromomethyl)-4-chloropyridine

4-chloro-2-picoline-N-oxide

acetic anhydride

methanol

Downstream raw materials:

4-chloro-2-pyridinecarbaldehyde

2-<<(p-bromophenyl)thio>methyl>-4-chloropyridine

4-chloro-2-chloromethyl pyridine

4-chloro-2-(chloromethyl)pyridine hydrochloride

Refernces

• 1、 Enders, Markus,Hansen, Helge-Boj,Wadepohl, Hubert. "The Stronger the Better: Donor Substituents Push Catalytic Activity of Molecular Chromium Olefin Polymerization Catalysts". supporting information. p. 11084 - 11093. Retrieved 2021/06/27.
• 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.