Quinoline-6-carboxylic acid

Base Information

• Chemical Name: Quinoline-6-carboxylic acid
• CAS No.: 10349-57-2
• Molecular Formula: C10H7NO2
• Molecular Weight: 173.171
• Hs Code.: 29334900
• European Community (EC) Number: 233-761-4
• DSSTox Substance ID: DTXSID7065047
• Nikkaji Number: J236.783A
• Wikidata: Q72505870
• Mol file: 10349-57-2.mol

Synonyms:Quinoline-6-carboxylic acid;10349-57-2;6-Quinolinecarboxylic acid;MFCD00047613;EINECS 233-761-4;AI3-24365;ChemDiv3_014140;quinoline-6-carboylic acid;Quinolin-6-carboxylic acid;6-quinoline carboxylic acid;Oprea1_754929;Oprea1_814491;SCHEMBL323178;DTXSID7065047;SCHEMBL16915186;VXGYRCVTBHVXMZ-UHFFFAOYSA-;HMS1513C16;BCP27343;STK257593;AKOS000270292;AC-1785;CS-W004855;FS-2477;SB30305;SDCCGMLS-0065931.P001;IDI1_029938;NCGC00330460-01;SY003115;AM20070255;BB 0253218;EU-0033254;FT-0600958;Q0077;EN300-39293;AB01325452-02;SR-01000596890;SR-01000596890-1;W-108848;F0406-3604;Z382700998;2-(3-cyclopentyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl)-N-(2,3-dihydro-1,4-benzodioxin-6-yl)acetamide

Chemical Property of Quinoline-6-carboxylic acid

Chemical Property:

• Appearance/Colour: Beige to brown crystalline powder
• Vapor Pressure: 1.85E-05mmHg at 25°C
• Melting Point: 293-294 °C
• Refractive Index: 1.5200 (estimate)
• Boiling Point: 348.7 °C at 760 mmHg
• PKA: 3.05±0.30(Predicted)
• Flash Point: 164.7 °C
• PSA: 50.19000
• Density: 1.339 g/cm³
• LogP: 1.93300
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: Practically insoluble in water
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 173.047678466
• Heavy Atom Count: 13
• Complexity: 205

Purity/Quality:

98% ^*data from raw suppliers

Quinoline-6-caRboxylic acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=CC(=C2)C(=O)O)N=C1

Technology Process of Quinoline-6-carboxylic acid

There total 25 articles about Quinoline-6-carboxylic 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: 96.0%

dicobalt octacarbonyl (15226-74-1,61091-28-9,61117-58-6) + C15H6F5NO3S → Quinoline-6-carboxylic acid (10349-57-2)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane; water; at 20 ℃; for 16h; chemoselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1002/adsc.201600736

Reference yield: 95.0%

4-amino-benzoic acid (150-13-0,159246-81-8,8014-65-1) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → Quinoline-6-carboxylic acid (10349-57-2)

Guidance literature:

With ferrous(II) sulfate heptahydrate; sulfuric acid; boric acid; 4-nitro-benzoic acid; at 140 ℃;

Reference yield: 93.0%

6-(methoxycarbonyl)quinoline (38896-30-9) → Quinoline-6-carboxylic acid (10349-57-2)

Guidance literature:

With lithium hydroxide monohydrate; In tetrahydrofuran; methanol; water; at 20 ℃; for 15h; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.202002734

upstream raw materials:

6-methylquinoline

6-amino-1,2,3,4-tetrahydroquinoline

4-amino-benzoic acid

glycerol

Downstream raw materials:

6-(methoxycarbonyl)quinoline

quinoline-6-carboxylic acid ethyl ester

1,2,3,4-tetrahydroquinoline-6-carboxylic acid

N-(2-methyl-5-nitrophenyl)quinoline-6-carboxamide

Refernces

• 1、 Ge, Danhua,Hu, Lei,Wang, Jiaqing,Li, Xingming,Qi, Fenqiang,Lu, Jianmei,Cao, Xueqin,Gu, Hongwei. "Reversible hydrogenation-oxidative dehydrogenation of quinolines over a highly active pt nanowire catalyst under mild conditions". . p. 2183 - 2186. Retrieved 2013.
• 2、 Fujii, Naoka,Haino, Takeharu,Kanbayashi, Naoya,Kataoka, Yuki,Okamura, Taka-aki,Onitsuka, Kiyotaka. "Construction of Helically Stacked π-Electron Systems in Poly(quinolylene-2,3-methylene) Stabilized by Intramolecular Hydrogen Bonds". . p. 10286 - 10291. Retrieved 2020.
• 3、 Ou, Jinhua,Tan, Hong,He, Saiyu,Wang, Wei,Hu, Bonian,Yu, Gang,Liu, Kaijian. "1,2-Dibutoxyethane-Promoted Oxidative Cleavage of Olefins into Carboxylic Acids Using O2 under Clean Conditions". . p. 14974 - 14982. Retrieved 2021/10/25.