Phenyl(pyridin-2-yl)methanol

Base Information

• Chemical Name: Phenyl(pyridin-2-yl)methanol
• CAS No.: 14159-57-0
• Molecular Formula: C₁₂H₁₁NO
• Molecular Weight: 185.225
• Hs Code.: 2933399090
• NSC Number: 241060
• DSSTox Substance ID: DTXSID60311285,DTXSID50901437
• Nikkaji Number: J465.277K
• Mol file: 14159-57-0.mol

Synonyms:phenyl(pyridin-2-yl)methanol;14159-57-0;2-Pyridinemethanol, a-phenyl-;Phenyl-pyridin-2-yl-methanol;phenyl(2-pyridyl)methanol;alpha-Phenyl-2-pyridinemethanol;2-Pyridinemethanol, alpha-phenyl-;pyridylphenylcarbinol;2-Pyridinemethanol, .alpha.-phenyl-;2-Pyridylbenzylalcohol;NoName_554;phenyl-2-pyridylmethanol;2-pyridyl phenyl carbinol;C(O)(c1ccccc1)c2ccccn2;Phenyl(2-pyridinyl)methanol;Oprea1_080174;Oprea1_549351;SCHEMBL477369;Phenyl(2-pyridinyl)methanol #;F0472-0022;IFLab1_002038;DTXSID50901437;DTXSID60311285;HMS1417M14;MFCD00186514;NSC241060;STL227840;(+/-)-Phenyl(pyridin-2-yl)methanol;AKOS000126096;AKOS016038972;CCG-107386;NSC 241060;NSC-241060;SB53979;SDCCGMLS-0065417.P001;AS-59646;CS-0096547;P2755;EN300-27577;F16458;A851267;SR-01000443478;SR-01000443478-1;Z56174562

Chemical Property of Phenyl(pyridin-2-yl)methanol

Chemical Property:

• Melting Point: 83-84℃ (hexane chloroform )
• Boiling Point: 328.8°Cat760mmHg
• PKA: 12.67±0.20(Predicted)
• Flash Point: 152.6°C
• PSA: 33.12000
• Density: 1.155g/cm³
• LogP: 2.16330
• Storage Temp.: 2-8°C
• Solubility.: soluble in Methanol
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 185.084063974
• Heavy Atom Count: 14
• Complexity: 166

Purity/Quality:

98% ^*data from raw suppliers

Phenyl(2-pyridinyl)methanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(C2=CC=CC=N2)O
• Uses: Phenyl(2-pyridinyl)methanol is a reagent for metal-free reduction of nitro aromatic compounds.

Technology Process of Phenyl(pyridin-2-yl)methanol

There total 30 articles about Phenyl(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: 99.0%

phenyl(pyridin-2-yl)methanone (91-02-1) → (S)-(+)-α-phenyl-2-pyridylmethanol (5583-33-5,14159-57-0,31796-72-2,5583-34-6)

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: 81.0%

phenyl(pyridin-2-yl)methanone (91-02-1) → (R)-(-)-α-phenyl-2-pyridylmethanol (5583-33-5) + (S)-(+)-α-phenyl-2-pyridylmethanol (5583-33-5,14159-57-0,31796-72-2,5583-34-6)

Guidance literature:

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; C₃₇H₅₃FeN₂O₂PS; hydrogen; lithium tert-butoxide; In methanol; at 40 ℃; for 12h; under 22502.3 Torr; Solvent; Temperature; Reagent/catalyst; enantioselective reaction; Autoclave;

Reference yield: 70.0%

α-(2-chlorophenyl)-2-pyridinemethanol → (S)-(+)-α-phenyl-2-pyridylmethanol (5583-33-5,14159-57-0,31796-72-2,5583-34-6)

Guidance literature:

With hydrazine hydrate; palladium on activated charcoal; In ethanol; for 0.0833333h; Heating;

DOI:10.1246/bcsj.60.2651

upstream raw materials:

phenyl(pyridin-2-yl)methanone

(3S)-2-(2-methoxyethyl)-3,5-dimethyl-7,8-dimethoxy-1-oxo-1,2,3,4,5,10-hexahydrobenzo[b]-1,6-naphthyridine

(3S)-2-(2-hydroxyethyl)-3,5-dimethyl-7,8-dimethoxy-1-oxo-1,2,3,4,5,10-hexahydrobenzo[b]-1,6-naphthyridine

(3S)-2-(3-hydroxypropyl)-3,5-dimethyl-7,8-dimethoxy-1-oxo-1,2,3,4,5,10-hexahydrobenzo[b]-1,6-naphthyridine

Downstream raw materials:

{Ni(C₁₂H₁₀NO)2}

P(C₆H₁₁)2OCH(C₆H₅)C₅H₄N

P(C₆H₄CH₃)2OCH(C₆H₅)C₅H₄N

Refernces

• 1、 Takemoto, Masumi,Achiwa, Kazuo,Stoynov, Nikolay,Chen, David,Kutney, James Peter. "Synthesis of optically active α-phenylpyridylmethanols by immobilized cell cultures of Catharanthus roseus". . p. 423 - 426. Retrieved 1996.
• 2、 ?ahin, Engin,Serencam, Hüseyin,Dertli, Enes. "Production of enantiomerically pure (S)-phenyl(pyridin-2-yl)methanol with Lactobacillus paracasei BD101". . p. 448 - 454. Retrieved 2019.
• 3、 Bayda?, Yasemin,Kalay, Erbay,?ahin, Engin. "Asymmetric reduction of aromatic heterocyclic ketones with bio-based catalyst Lactobacillus kefiri P2". . p. 1147 - 1155. Retrieved 2020/10/06.
• 4、 -. "Amino alcohols using the optically active amino alcohol derivative bi- Nord complex boron - -". Paragraph 0064; 0071-0076; 0101-0103; 0105-0107. . Retrieved 2021/04/16.