(2-Phenylpyridin-4-yl)methanol

Base Information

• Chemical Name: (2-Phenylpyridin-4-yl)methanol
• CAS No.: 4634-12-2
• Molecular Formula: C12H11NO
• Molecular Weight: 185.225
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID70583118
• Wikidata: Q82474635
• Mol file: 4634-12-2.mol

Synonyms:(2-phenylpyridin-4-yl)methanol;4634-12-2;SCHEMBL995901;DTXSID70583118;LAJBPNOPUTXYJY-UHFFFAOYSA-N

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

Chemical Property:

• Boiling Point: 105-115 °C(Press: 0.05 Torr)
• PSA: 33.12000
• Density: 1.145±0.06 g/cm3(Predicted)
• LogP: 2.24090
• XLogP3: 1.6
• 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:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NC=CC(=C2)CO

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

There total 13 articles about (2-Phenylpyridin-4-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: 96.0%

ethyl 2-phenylpyridine-4-carboxylate (92199-59-2) → 4-(hydroxymethyl)-2-phenylpyridine (4634-12-2)

Guidance literature:

With diisobutylaluminium hydride; at 20 ℃;

DOI:10.1016/j.ejmech.2006.11.013

Reference yield: 80.0%

2-phenylisonicotinic acid methyl ester (4634-14-4) → 4-(hydroxymethyl)-2-phenylpyridine (4634-12-2)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 90 ℃; for 12h;

DOI:10.1039/c1dt11716e

Reference yield: 71.0%

(2-bromopyridin-4-yl)methanol (118289-16-0) + phenylboronic acid (98-80-6) → 4-(hydroxymethyl)-2-phenylpyridine (4634-12-2)

Guidance literature:

(2-bromopyridin-4-yl)methanol; phenylboronic acid; With sodium carbonate; In tetrahydrofuran; water; at 20 ℃; for 1h; Inert atmosphere;

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; water; at 99.84 ℃; for 24h; Inert atmosphere;

DOI:10.1021/acs.organomet.5b00097

upstream raw materials:

ethyl 2-phenylpyridine-4-carboxylate

2-phenylpyridine-4-carboxylic acid

4-methyl-2-phenylpyridine

2-phenylisonicotinic acid methyl ester

Downstream raw materials:

4-chloromethyl-2-phenylpyridine

C₆H₅C₅H₃(CH₂OCH₂C₆H₃(OCH₂C₆H₃(N(C₆H₄)2)2)2)N

methyl (S)-2-(4-methanesulfonylpiperazin-1-yl)-3-[4-(2-phenylpyridin-4-ylmethoxy)benzenesulfonylamino]propanoate

Refernces

• 1、 Lee, Wooseok,Jung, Sungwoo,Kim, Minseok,Hong, Sungwoo. "Site-selective direct C-H pyridylation of unactivated alkanes by triplet excited anthraquinone". . p. 3003 - 3012. Retrieved 2021/03/01.
• 2、 Nacsa, Eric D.,MacMillan, David W. C.. "Spin-Center Shift-Enabled Direct Enantioselective α-Benzylation of Aldehydes with Alcohols". supporting information. p. 3322 - 3330. Retrieved 2018/03/13.