2-Methylquinoline-6-carbaldehyde

Base Information

• Chemical Name: 2-Methylquinoline-6-carbaldehyde
• CAS No.: 108166-03-6
• Molecular Formula: C11H9NO
• Molecular Weight: 171.199
• Hs Code.: 2933499090
• European Community (EC) Number: 640-352-8
• DSSTox Substance ID: DTXSID60428721
• Wikidata: Q72497408
• Mol file: 108166-03-6.mol

Synonyms:2-methylquinoline-6-carbaldehyde;108166-03-6;2-Methyl-6-quinolinecarbaldehyde;2-Methyl-6-quinolinecarboxaldehyde;6-Quinolinecarboxaldehyde, 2-methyl-;2-Methylquinoline-6-carboxaldehyde;MFCD08060502;SCHEMBL4587005;DTXSID60428721;WAPQHBBEWPVBTO-UHFFFAOYSA-N;2-Methyl-quinoline-6-carbaldehyde;AKOS006344977;CS-W003453;PS-6269;SB67941;AC-25231;SY023405;AM20050656;FT-0654580;EN300-159819;A801815;W-200775;Z1161080278

Chemical Property of 2-Methylquinoline-6-carbaldehyde

Chemical Property:

• Vapor Pressure: 0.000432mmHg at 25°C
• Melting Point: 96-99oC
• Refractive Index: 1.665
• Boiling Point: 315.612 °C at 760 mmHg
• PKA: 4.97±0.43(Predicted)
• Flash Point: 152.67 °C
• PSA: 29.96000
• Density: 1.183 g/cm³
• LogP: 2.35570
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 171.068413911
• Heavy Atom Count: 13
• Complexity: 193

Purity/Quality:

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

2-Methylquinoline-6-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 22-26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC2=C(C=C1)C=C(C=C2)C=O

Technology Process of 2-Methylquinoline-6-carbaldehyde

There total 8 articles about 2-Methylquinoline-6-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: 75.0%

4-aminobenzaldehyde (556-18-3,28107-09-7) + ethanol (64-17-5) → 2-methylquinoline-6-carbaldehyde (108166-03-6)

Guidance literature:

With transition metal catalyst; pyridine derviative; acid derviative; at 150 ℃; for 30h; Green chemistry;

Reference yield: 71.0%

(2-methyl-6-quinolinyl)methanol → 2-methylquinoline-6-carbaldehyde (108166-03-6)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/jacs.0c08362

Reference yield: 60.0%

6-Bromo-2-methyl-quinoline (877-42-9) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 2-methylquinoline-6-carbaldehyde (108166-03-6)

Guidance literature:

6-Bromo-2-methyl-quinoline; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.666667h;

N,N-dimethyl-formamide; In tetrahydrofuran; hexane; at 20 ℃;

DOI:10.1021/ol302481k

upstream raw materials:

6-Bromo-2-methyl-quinoline

N,N-dimethyl-formamide

6-iodo-2-methylquinoline

4-aminobenzaldehyde

Downstream raw materials:

quinaldine-6-carboxylic acid

(E)-ethyl 2-(3-(2-methylquinolin-6-yl)acrylamido)cyclohex-1-enecarboxylate

Refernces

• 1、 Lou, Shao-Jie,Zhang, Liang,Luo, Yong,Nishiura, Masayoshi,Luo, Gen,Luo, Yi,Hou, Zhaomin. "Regiodivergent C-H Alkylation of Quinolines with Alkenes by Half-Sandwich Rare-Earth Catalysts". supporting information. p. 18128 - 18137. Retrieved 2020/12/02.
• 2、 Zhang, Ying,Jiang, Xiao,Wang, Jin-Mei,Chen, Jing-Lei,Zhu, Yong-Ming. "Palladium-catalyzed synthesis of aldehydes from aryl halides and tert-butyl isocyanide using formate salts as hydride donors". . p. 17060 - 17063. Retrieved 2015/03/30.