(S)-(4-Chlorophenyl)(pyridin-2-yl)methanol

Base Information

• Chemical Name: (S)-(4-Chlorophenyl)(pyridin-2-yl)methanol
• CAS No.: 176022-47-2
• Molecular Formula: C12H10ClNO
• Molecular Weight: 219.671
• UNII: A5YAR7TN78
• DSSTox Substance ID: DTXSID70452173
• Nikkaji Number: J724.500I
• Wikidata: Q72457484
• Mol file: 176022-47-2.mol

Synonyms:(S)-(4-Chlorophenyl)(pyridin-2-yl)methanol;176022-47-2;(S)-(4-chlorophenyl)-pyridin-2-ylmethanol;(S)-alpha-(4-chlorophenyl)pyridine-2-methanol;A5YAR7TN78;SCHEMBL21246926;DTXSID70452173;AKOS015901645;AC-6930;AS-76620;(S)-(4-chlorophenyl)pyridin-2-ylmethanol;(S)-(2-Pyridinyl)(4-chlorophenyl)methanol;CS-0155859;(s)-(4-chlorophenyl)-(pyridin-2-yl)methanol;A911625;2-Pyridinemethanol, alpha-(4-chlorophenyl)-, (alphaS)-;2-PYRIDINEMETHANOL, .ALPHA.-(4-CHLOROPHENYL)-, (.ALPHA.S)-

Chemical Property of (S)-(4-Chlorophenyl)(pyridin-2-yl)methanol

Chemical Property:

• Vapor Pressure: 6.01E-06mmHg at 25°C
• Melting Point: 84-86 °C
• Refractive Index: 1.614
• Boiling Point: 364.335 °C at 760 mmHg
• PKA: 12.46±0.20(Predicted)
• Flash Point: 174.144 °C
• PSA: 33.12000
• Density: 1.275 g/cm³
• LogP: 2.81670
• Storage Temp.: 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 219.0450916
• Heavy Atom Count: 15
• Complexity: 192

Purity/Quality:

99% ^*data from raw suppliers

(S)-(4-Chlorophenyl)(pyridin-2-yl)methanol 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=NC(=C1)C(C2=CC=C(C=C2)Cl)O
• Isomeric SMILES: C1=CC=NC(=C1)[C@H](C2=CC=C(C=C2)Cl)O

Technology Process of (S)-(4-Chlorophenyl)(pyridin-2-yl)methanol

There total 20 articles about (S)-(4-Chlorophenyl)(pyridin-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: 99.7%

2-(4-chlorobenzoyl)pyridine (6318-51-0) → (S)-(+)-(4-chlorophenyl)-(2-pyridyl)methanol (176022-47-2)

Guidance literature:

With C₆₀H₆₀P₂Rh⁽¹⁺⁾*BF₄^(1-); hydrogen; In dichloromethane; at 20 ℃; for 24h; under 6080.41 Torr; enantioselective reaction; Autoclave;

DOI:10.1021/acs.orglett.5b01878

Reference yield: 99.0%

→ (S)-(+)-(4-chlorophenyl)-(2-pyridyl)methanol (176022-47-2)

Guidance literature:

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; C₃₉H₄₅FeN₂O₂PS; hydrogen; lithium tert-butoxide; In methanol; at 40 ℃; for 12h; under 22502.3 Torr; enantioselective reaction; Autoclave;

Reference yield: 93.0%

(S)-2-((4-chlorophenyl)(hydroxy)methyl)pyridine 1-oxide → (S)-(+)-(4-chlorophenyl)-(2-pyridyl)methanol (176022-47-2)

Guidance literature:

With ammonium chloride; zinc; In tetrahydrofuran; water; at 35 ℃; for 12h;

upstream raw materials:

2-pyridyllithium

4-chlorobenzaldehyde

2-(4-chlorobenzoyl)pyridine

2-Cyanopyridine

Downstream raw materials:

[14C]-Bepotastine besilate

(S)-carbinoxamine

(S)-(-)-2-((4-chlorophenyl)(piperidin-4-yloxy)methyl)pyridine

Bepotastine

Refernces

• 1、 Li, Dan-Yang,Lou, Yu-Jiao,Xu, Jian,Chen, Xiao-Yang,Lin, Xian-Fu,Wu, Qi. "Electronic Effect-Guided Rational Design of Candida antarctica Lipase B for Kinetic Resolution Towards Diarylmethanols". supporting information. p. 1867 - 1872. Retrieved 2021/02/12.
• 2、 Xu, Guochao,Dai, Wei,Wang, Yue,Zhang, Lu,Sun, Zewen,Zhou, Jieyu,Ni, Ye. "Molecular switch manipulating Prelog priority of an alcohol dehydrogenase toward bulky-bulky ketones". . . Retrieved 2019/12/27.