Quinoline 1-oxide

Base Information

• Chemical Name: Quinoline 1-oxide
• CAS No.: 1613-37-2
• Molecular Formula: C9H7NO
• Molecular Weight: 145.161
• Hs Code.: 29334990
• European Community (EC) Number: 216-560-6
• DSSTox Substance ID: DTXSID00167107
• Nikkaji Number: J84.930H
• Wikidata: Q72505912
• ChEMBL ID: CHEMBL189783
• Mol file: 1613-37-2.mol

Synonyms:Quinoline 1-oxide;Quinoline-N-oxide;1613-37-2;Quinoline N-oxide;1-oxidoquinolin-1-ium;QUINOLINE, 1-OXIDE;Quinoline oxide;quinolin-1-ium-1-olate;CCRIS 4333;EINECS 216-560-6;MFCD00006737;AI3-60109;Quinoline1-oxide;Quinoline-1-oxide;1-oxido-quinolin-1-ium;1-oxidanidylquinolin-1-ium;SCHEMBL9531;Quinoline, 1-oxide, dihydrate;CHEMBL189783;DTXSID00167107;CHEBI:181573;BAA61337;AKOS000279068;GS-6743;SB67448;SY059745;LS-142087;FT-0633705;Q0072;Q0104;H10194;A810250;AC-907/25005594

Chemical Property of Quinoline 1-oxide

Chemical Property:

• Appearance/Colour: ochre to brown crystalline powder and chunks
• Vapor Pressure: 0.00206mmHg at 25°C
• Melting Point: 48-53 °C
• Refractive Index: 1.597
• Boiling Point: 299.897 °C at 760 mmHg
• PKA: 0.87±0.10(Predicted)
• Flash Point: 135.173 °C
• PSA: 25.46000
• Density: 1.131 g/cm³
• LogP: 2.26830
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 145.052763847
• Heavy Atom Count: 11
• Complexity: 138

Purity/Quality:

98% ^*data from raw suppliers

Quinoline-1-oxide ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC=[N+]2[O-]

Technology Process of Quinoline 1-oxide

There total 23 articles about Quinoline 1-oxide 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: 91.0%

2-nitrocinnamic aldehyde (1466-88-2,66894-06-2) → Quinoline N-oxide (1613-37-2)

Guidance literature:

With sodium hydroxide; bakers' yeast; In ethanol; water; for 1h; Heating;

DOI:10.1016/S0040-4039(97)00978-7

Reference yield: 82.0%

1,2-dihydroquinoline (612-18-0) → Quinoline N-oxide (1613-37-2)

Guidance literature:

With dihydrogen peroxide; In methanol; water; at 20 ℃; for 3h;

DOI:10.1016/j.molcata.2015.03.007

Reference yield: 76.0%

quinolinium N-<5-(2-thio)barbituric acid>ylide (116930-89-3) → Quinoline N-oxide (1613-37-2)

Guidance literature:

With dihydrogen peroxide; In acetic acid; for 7h; Heating;

upstream raw materials:

quinoline

Perbenzoic acid

benzene

trifluoroacetyl peroxide

Downstream raw materials:

3,1-benzoxazepine

2-benzylquinoline

2-propoxyquinoline

quinoline

Refernces

• 1、 Li, Gang,Jia, Chunqi,Sun, Kai. "Copper-catalyzed intermolecular dehydrogenative amidation/amination of quinoline N-oxides with lactams/cyclamines". . p. 5198 - 5201. Retrieved 2013.
• 2、 Sun, Junhua,Liu, Zheng,Wang, Ying,Xiao, Shihua,Pei, Meishan,Zhao, Xiuxian,Zhang, Guangyou. "A fluorescence chemosensor based on imidazo[1,2-a]quinoline for Al3+ and Zn2+ in respective solutions". . p. 100873 - 100878. Retrieved 2015.
• 3、 Huang, Panpan,Peng, Xiangjun,Qiu, Genhong,Yu, Keyang,Li, Hong,Kong, Lingting,Hu, Jiaming,Chen, Zhengwang,Huang, Qing,Liu, Liangxian. "Graphene oxide as an active carbocatalyst for cyanation of quinoline and isoquinoline N-Oxides". . . Retrieved 2021.
• 4、 Campbell, Joanna L. P.,Davies, Christopher D.,Ho?ek, Jan,Ko?ovsky, Pavel,Kysilka, Ond?ej,Popov, Kirill K.,Pour, Milan. "Reductive Amination Revisited: Reduction of Aldimines with Trichlorosilane Catalyzed by Dimethylformamide─Functional Group Tolerance, Scope, and Limitations". . p. 920 - 943. Retrieved 2022/01/27.
• 5、 -. "Method for preparing sulfone and N-oxygen compound by using green and efficient oxidation system". Paragraph 0021-0023. . Retrieved 2021/01/29.