2-Quinolinecarboxaldehyde

Base Information

• Chemical Name: 2-Quinolinecarboxaldehyde
• CAS No.: 5470-96-2
• Molecular Formula: C10H7NO
• Molecular Weight: 157.172
• Hs Code.: 29334900
• European Community (EC) Number: 226-804-3
• NSC Number: 27026
• DSSTox Substance ID: DTXSID90203169
• Nikkaji Number: J210.550K
• ChEMBL ID: CHEMBL1235569
• Mol file: 5470-96-2.mol

Synonyms:Quinaldaldehyde(6CI,7CI,8CI);2-Formylquinoline;2-Quinolylaldehyde;2-Quinolylcarbaldehyde;NSC 27026;Quinoline-2-carbaldehyde;

Chemical Property of 2-Quinolinecarboxaldehyde

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.00047mmHg at 25°C
• Melting Point: 70-72 °C(lit.)
• Refractive Index: 1.687
• Boiling Point: 314.3 °C at 760 mmHg
• PKA: 3.74±0.40(Predicted)
• Flash Point: 151.9 °C
• PSA: 29.96000
• Density: 1.223 g/cm³
• LogP: 2.04730
• Storage Temp.: Refrigerator (+4°C)
• Sensitive.: Air Sensitive
• Water Solubility.: Insoluble in water.
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 157.052763847
• Heavy Atom Count: 12
• Complexity: 169

Purity/Quality:

99% ^*data from raw suppliers

2-?Quinolinecarboxaldeh?yde ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC(=N2)C=O
• Uses: 2-Quinolinecarboxaldehyde was used in the preparation of: · 3-(2-quinolyl)-1-phenyl-2-propenone via rapid, tandem aldol-Michael reactions with the lithium, sodium and potassium enolates of acetophenone; · imine-type ligands; · sugar-quinoline fluorescent sensor for the detection of Hg2+ in natural water. 2-Quinolinecarboxaldehyde was used to synthesize 3-(2-quinolyl)-1-phenyl-2-propenone and imine-type ligands.

Technology Process of 2-Quinolinecarboxaldehyde

There total 55 articles about 2-Quinolinecarboxaldehyde 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: 98.0%

quinolin-2-ylmethanol (1780-17-2) → quinoline 2-carbaldehyde (5470-96-2)

Guidance literature:

With fluorosulfonyl fluoride; potassium carbonate; dimethyl sulfoxide; at 20 ℃; for 12h; chemoselective reaction;

DOI:10.1002/adsc.201900104

Reference yield: 95.0%

2-methylquinoline (91-63-4) → quinoline 2-carbaldehyde (5470-96-2)

Guidance literature:

With selenium(IV) oxide; In 1,4-dioxane; Inert atmosphere;

DOI:10.1002/asia.201601497

Reference yield: 93.0%

2-(iodomethyl)-quinoline → quinoline 2-carbaldehyde (5470-96-2)

Guidance literature:

With toluene-4-sulfonic acid; In dimethyl sulfoxide; at 130 ℃; for 16h; under 760.051 Torr; Schlenk technique;

DOI:10.1039/c9ob00490d

upstream raw materials:

2-methylquinoline

quinolin-2-ylmethanol

(E)-3-(2-quinolinyl)-2-propenoic acid

pyrrolidine

Downstream raw materials:

2-(2,6-diphenyl-pyran-4-ylidenemethyl)-quinoline

2-(quinolin-2′-yl)benzo[d]thiazole

3-(2-quinolinideneamino)quinoline

[1-Quinolin-2-yl-meth-(E)-ylidene]-(4-trifluoromethyl-phenyl)-amine

Refernces

• 1、 Shang, Zhi-Hao,Zhang, Zhen-Xiao,Weng, Wei-Zhao,Wang, Yu-Fei,Cheng, Tian-Wei,Zhang, Qiu-Yi,Song, Li-Qun,Shao, Tian-Qi,Liu, Kai-Xuan,Zhu, Yan-Ping. "A Metal- and Azide-free Oxidative Coupling Reaction for the Synthesis of [1,2,3]Triazolo[1,5-a]quinolines and their Application to Construct C?C and C-P Bonds, 2-Cyclopropylquinolines and Imidazo[1,5-a]quinolines". supporting information. p. 490 - 496. Retrieved 2020/12/07.
• 2、 Li, Xue,Bai, Fang,Liu, Chaogan,Ma, Xiaowei,Gu, Chengzhi,Dai, Bin. "Selective Electrochemical Oxygenation of Alkylarenes to Carbonyls". supporting information. p. 7445 - 7449. Retrieved 2021/10/02.