8-Quinolinecarboxylic acid

Base Information

• Chemical Name: 8-Quinolinecarboxylic acid
• CAS No.: 86-59-9
• Molecular Formula: C10H7NO2
• Molecular Weight: 173.171
• Hs Code.: 29334900
• Mol file: 86-59-9.mol

Synonyms:8-Carboxyquinoline;NSC 6505;Quinoline-8-carboxylic acid;8-Quinolinecarboxylicacid;

Chemical Property of 8-Quinolinecarboxylic acid

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 1.15E-06mmHg at 25°C
• Melting Point: 183-185 °C
• Refractive Index: 1.5200 (estimate)
• Boiling Point: 386.5 °C at 760 mmHg
• PKA: 1.82(at 25℃)
• Flash Point: 187.5 °C
• PSA: 50.19000
• Density: 1.339 g/cm³
• LogP: 1.93300
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Insoluble

Purity/Quality:

99% ^*data from raw suppliers

8-Quinolinecarboxylic acid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 8-Quinolinecarboxylic acid may be used in the synthesis of novel oxorhenium(V) complexes incorporating quinoline and isoquinoline carboxylic acid derivatives, chiral 1,2,3,4-tetrahydroquinolinyl-oxazoline compounds, used as ligands for Ru-catalyzed asymmetric transfer hydrogenation of ketones and chiral quinolinyl-oxazoline compounds, used as ligands for Cu(II) catalyzed asymmetric cyclopropanation. 8-Quinolinecarboxylic acid may be used in the synthesis of:novel oxorhenium(V) complexes incorporating quinoline and isoquinoline carboxylic acid derivativeschiral 1,2,3,4-tetrahydroquinolinyl-oxazoline compounds, used as ligands for Ru-catalyzed asymmetric transfer hydrogenation of ketoneschiral quinolinyl-oxazoline compounds, used as ligands for Cu(II) catalyzed asymmetric cyclopropanation

Technology Process of 8-Quinolinecarboxylic acid

There total 20 articles about 8-Quinolinecarboxylic acid 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: 88.5%

8-methylquinoline (611-32-5) → 8-carboxyquinoline (86-59-9)

Guidance literature:

With cobalt(II) nitrate hexahydrate; copper(II) nitrate; ozone; iron(II) sulfate; In 2-methyltetrahydrofuran; water; for 6.5h; Reflux;

Reference yield: 81.5%

8-chloromethyl-quinoline (94127-04-5) → 8-carboxyquinoline (86-59-9)

Guidance literature:

With cobalt(II) chloride hexahydrate; oxygen; copper(l) chloride; silver(I) chloride; In water; acetonitrile; for 8h; Reflux;

Reference yield: 61.0%

8-bromoquinoline (16567-18-3) + carbon dioxide (124-38-9,18923-20-1) → 8-carboxyquinoline (86-59-9)

Guidance literature:

8-bromoquinoline; With n-butyllithium; In diethyl ether; hexane; at -78 ℃; for 2h; Inert atmosphere;

carbon dioxide; With hydrogenchloride; In diethyl ether; hexane; water; pH=3; Inert atmosphere;

DOI:10.1002/anie.201005767

upstream raw materials:

8-methylquinoline

8-formylquinoline

8-ethylquinoline

quinoline-8-carbonitrile

Downstream raw materials:

quinoline-8-carboxylic acid methyl ester

quinoline-8-carboxylic acid ethylester

quinoline-8-carboxylic acid butyl ester

1,2,3,4-tetrahydro-8-quinolinecarboxylic acid

Refernces

• 1、 -. "Method for preparing 8-quinoline carboxylic acid and derivatives of 8-quinoline carboxylic acid". Paragraph 0018-0019. . Retrieved 2021/01/15.
• 2、 Hoang, Giang T.,Walsh, Dylan J.,McGarry, Kathryn A.,Anderson, Constance B.,Douglas, Christopher J.. "Development and Mechanistic Study of Quinoline-Directed Acyl C-O Bond Activation and Alkene Oxyacylation Reactions". . p. 2972 - 2983. Retrieved 2017/03/23.