Quinolin-5-ylmethanol

Base Information

• Chemical Name: Quinolin-5-ylmethanol
• CAS No.: 16178-42-0
• Molecular Formula: C10H9NO
• Molecular Weight: 159.188
• Hs Code.: 2933499090
• European Community (EC) Number: 854-638-7
• DSSTox Substance ID: DTXSID60356393
• Wikidata: Q72505906
• ChEMBL ID: CHEMBL4514547
• Mol file: 16178-42-0.mol

Synonyms:Quinolin-5-ylmethanol;16178-42-0;5-quinolinemethanol;5-hydroxymethylquinoline;QUINOLIN-5-YL-METHANOL;(quinolin-5-yl)methanol;MFCD00160574;5-(Hydroxymethyl)quinoline;QUINOLINE-5-METHANOL;SCHEMBL3136413;CHEMBL4514547;DTXSID60356393;ZKPMQVSVRVORAH-UHFFFAOYSA-N;AMY13708;BCP11580;quinolin-5-yl-methanol, AldrichCPR;AKOS003237515;SB67593;AS-54852;SY034285;CS-0447696;FT-0683841;A20842;EN300-160034;W10519;quinolin-5-ylmethanol;W-205882;Z1021448144

Chemical Property of Quinolin-5-ylmethanol

Chemical Property:

• Vapor Pressure: 4.92E-05mmHg at 25°C
• Melting Point: 136-137 °C
• Refractive Index: 1.667
• Boiling Point: 334.833 °C at 760 mmHg
• PKA: 13.97±0.10(Predicted)
• Flash Point: 156.302 °C
• PSA: 33.12000
• Density: 1.219 g/cm³
• LogP: 1.72710
• Storage Temp.: 2-8°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 159.068413911
• Heavy Atom Count: 12
• Complexity: 149

Purity/Quality:

98.5% ^*data from raw suppliers

Quinolin-5-ylmethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C2C=CC=NC2=C1)CO

Technology Process of Quinolin-5-ylmethanol

There total 5 articles about Quinolin-5-ylmethanol 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: 62.0%

quinoline-5-carboxylic acid ethyl ester (98421-25-1) → quinolin-5-ylmethanol (16178-42-0)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 0 ℃; for 1.5h;

DOI:10.1016/j.ejmech.2008.03.042

Reference yield: 48.0%

quinoline-5-carboxylic acid (7250-53-5) → quinolin-5-ylmethanol (16178-42-0)

Guidance literature:

quinoline-5-carboxylic acid; With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 70 ℃; for 19h;

With sodium hydroxide; In tetrahydrofuran; water; at 0 ℃; for 1h;

Reference yield:

2-Methyl-benzoic acid quinolin-5-ylmethyl ester (77934-74-8) → ortho-methylbenzoic acid (118-90-1) + quinolin-5-ylmethanol (16178-42-0)

Guidance literature:

With water in alkaline medium; In acetone; Rate constant; Ambient temperature;

DOI:10.1016/S0040-4039(00)71154-3

upstream raw materials:

quinoline-5-carbaldehyde

quinoline-5-carboxylic acid ethyl ester

2-Methyl-benzoic acid quinolin-5-ylmethyl ester

quinoline-5-carboxylic acid

Downstream raw materials:

5-(chloromethyl)quinoline

5-(2-benzamidoethyl)quinoline

5-(2-benzamidoethyl)carbostyril

5-(2-benzamidoethyl)quinoline N-oxide

Refernces

• 1、 -. "Pyrimidinone Derivatives as Antimalarial Agents". Paragraph 1119; 1120; 1121. . Retrieved 2015/07/15.
• 2、 Moret, Vincent,Laras, Younes,Cresteil, Thierry,Aubert, Genevieve,Ping, Dou Q.,Di, Chen,Barthelemy-Requin, Magali,Beclin, Christophe,Peyrot, Vincent,Allegro, Diane,Rolland, Amandine,De Angelis, Francesca,Gatti, Evelina,Pierre, Philippe,Pasquini, Luca,Petrucci, Eleonora,Testa, Ugo,Kraus, Jean-Louis. "Discovery of a new family of bis-8-hydroxyquinoline substituted benzylamines with pro-apoptotic activity in cancer cells: Synthesis, structure-activity relationship, and action mechanism studies". experimental part. p. 558 - 567. Retrieved 2009/09/05.