8-Hydroxyquinoline-5-carbaldehyde

Base Information

• Chemical Name: 8-Hydroxyquinoline-5-carbaldehyde
• CAS No.: 2598-30-3
• Molecular Formula: C10H7NO2
• Molecular Weight: 173.171
• Hs Code.: 2933499090
• European Community (EC) Number: 803-415-2
• NSC Number: 122131
• DSSTox Substance ID: DTXSID70298275
• Nikkaji Number: J651.065E
• Wikidata: Q82039993
• Pharos Ligand ID: UAZUNP2GL3JZ
• ChEMBL ID: CHEMBL1487639
• Mol file: 2598-30-3.mol

Synonyms:8-hydroxyquinoline-5-carbaldehyde;2598-30-3;5-Quinolinecarboxaldehyde, 8-hydroxy-;8-hydroxyquinoline-5-carboxaldehyde;MLS000737539;CHEMBL1487639;8-hydroxy-5-quinolinecarboxaldehyde;5-formyl-8-hydroxyquinoline;5-Quinolinecarboxaldehyde,8-hydroxy-;NSC122131;5-formyl-8-hydroxychinolin;SCHEMBL700910;DTXSID70298275;LIADJWREMDHKHQ-UHFFFAOYSA-N;HMS2862A16;BDBM50568049;MFCD03425064;AKOS005208275;CS-W007202;DS-4609;NSC-122131;SB67525;SMR000528556;8-hydroxy-quinoline-5-carbaldehyde, AldrichCPR;EN300-225868;A818232;A877403;3-((4-Chloro-2-methylphenyl)carbamoyl)naphthalen-2-yl dihydrogen phosphate

Chemical Property of 8-Hydroxyquinoline-5-carbaldehyde

Chemical Property:

• Vapor Pressure: 2.05E-06mmHg at 25°C
• Melting Point: 178 °C
• Refractive Index: 1.733
• Boiling Point: 383.1 °C at 760 mmHg
• PKA: 3.88±0.10(Predicted)
• Flash Point: 185.5 °C
• PSA: 50.19000
• Density: 1.364 g/cm³
• LogP: 1.75290
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 173.047678466
• Heavy Atom Count: 13
• Complexity: 195

Purity/Quality:

98%,99%, ^*data from raw suppliers

8-Hydroxyquinoline-5-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=CC(=C2N=C1)O)C=O
• Uses: 8-Hydroxyquinoline-5-carbaldehyde is used in preparation of Polycyclic compounds.

Technology Process of 8-Hydroxyquinoline-5-carbaldehyde

There total 10 articles about 8-Hydroxyquinoline-5-carbaldehyde 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: 24.0%

8-quinolinol (148-24-3,24804-14-6) + chloroform (67-66-3,8013-54-5) → 8-hydroxyquinoline-5-carbaldehyde (2598-30-3)

Guidance literature:

With tetrabutylammomium bromide; In ethanol;

DOI:10.1080/00958972.2012.677532

Reference yield: 17.0%

8-quinolinol (148-24-3,24804-14-6) + ethanol (64-17-5) → 8-hydroxyquinoline-5-carbaldehyde (2598-30-3)

Guidance literature:

8-quinolinol; ethanol; With cetyltrimethylammonim bromide; In chloroform; for 0.5h;

With sodium hydroxide; In chloroform; water; at 20 - 78 ℃; for 13h;

Reference yield: 17.0%

8-quinolinol (148-24-3,24804-14-6) + methylene chloride (74-87-3) → 8-hydroxyquinoline-5-carbaldehyde (2598-30-3)

Guidance literature:

8-quinolinol; methylene chloride; With cetyltrimethylammonim bromide; In ethanol; for 0.5h;

With water; sodium hydroxide; In ethanol; at 78 ℃; for 12h;

upstream raw materials:

8-quinolinol

chloroform

5-(hydroxymethyl)-8-hydroxyquinoline

sodium 3-nitrobenzenesulfonate

Downstream raw materials:

8-benzyloxy-5-formylquinoleine

5-formyl-8-p-toluenesulfonyloxyquinoline

N'-((8-hydroxyquinolin-5-yl)methylene)-4-methoxybenzohydrazide

Refernces

• 1、 Wei, Tai-Bao,Dong, Hong-Qiang,Ma, Xiao-Qiang,Yang, Qing-Yu,Wang, Zhong-Hui,Guan, Wen-Li,Zhang, Yun-Fei,Zhang, You-Ming,Yao, Hong,Lin, Qi. "A novel photochemical sensor based on quinoline-functionalized phenazine derivatives for multiple substrate detection". . p. 5040 - 5048. Retrieved 2021.
• 2、 Jiang, Chaoyang,He, Weijiang,Tai, Zihou,Ouyang, Jianming. "Spectral behavior and pH dependence of N-hexadecyl-5-iminomethyl-8-hydroxyquinoline". . p. 1399 - 1407. Retrieved 2000.
• 3、 Fu, Zhen-Hai,Peng, Yu,Qin, Jing-Can,Wang, Ya-Wen,Zhang, Yong-Ming,Zhang, Zhi-Hong,Zhao, Dong-Mei. "A quinoline-based chromogenic and ratiometric fluorescent probe for selective detection of Mg2+ ion: Design, synthesis and its application in salt lake brines and bioimaging". . . Retrieved 2021.
• 4、 Wantulok, Jakub,Szala, Marcin,Quinto, Andrea,Nycz, Jacek E.,Giannarelli, Stefania,Sokolová, Romana,Ksi??ek, Maria,Kusz, Joachim. "Synthesis, electrochemical and spectroscopic characterization of selected quinolinecarbaldehydes and their Schiff base derivatives". . . Retrieved 2020.
• 5、 Matsumura,Ito. "-". . p. 6671,6672. Retrieved 1955.
• 6、 -. "8-hydroxyquinoline derivative and cadmium complex dye sensitizer (BDTT-VCd) as well as preparation method and application thereof". Paragraph 0027; 0029-0033. . Retrieved 2021/09/08.