Quinoline-6-carbaldehyde

Base Information

• Chemical Name: Quinoline-6-carbaldehyde
• CAS No.: 4113-04-6
• Molecular Formula: C10H7NO
• Molecular Weight: 157.172
• Hs Code.: 29339900
• European Community (EC) Number: 689-110-3
• DSSTox Substance ID: DTXSID60354177
• Nikkaji Number: J550.329I
• Wikidata: Q72505825
• Mol file: 4113-04-6.mol

Synonyms:Quinoline-6-carbaldehyde;6-Quinolinecarboxaldehyde;4113-04-6;6-Quinolinecarbaldehyde;quinoline-6-carboxaldehyde;MFCD00805836;6-FORMYLQUINOLINE;6-quinolinemethanal;Quinolin-6-carbaldehyde;6-quinoline carboxaldehyde;SCHEMBL496860;DTXSID60354177;6-FORMYL-1-AZANAPHTHALENE;VUAOIXANWIFYCU-UHFFFAOYSA-N;BCP23499;STK346857;6-quinolinecarboxaldehyde, AldrichCPR;AKOS000270291;AC-7403;CS-W018545;MB01484;PS-5694;BL003256;SY006068;AM20051168;BB 0221203;FT-0635139;Q0097;EN300-00995;J-524197;W-204281;F0394-0014;Z104479306

Chemical Property of Quinoline-6-carbaldehyde

Chemical Property:

• Appearance/Colour: white to light yellow powder
• Vapor Pressure: 0.000287mmHg at 25°C
• Melting Point: 74-75 °C
• Refractive Index: 1.647
• Boiling Point: 314.3 °C at 760 mmHg
• PKA: 4.13±0.10(Predicted)
• Flash Point: 151.9 °C
• PSA: 29.96000
• Density: 1.223 g/cm³
• LogP: 2.04730
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.6
• 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:

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

6-Quinolinecarboxaldehyde >98.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Quinoline-6-carbaldehyde

There total 14 articles about Quinoline-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: 100.0%

N-methoxy-N-methylquinoline-6-carboxamide (179873-51-9) → quinoline-6-carbaldehyde (4113-04-6)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; hexane; at -78 ℃; for 2h;

DOI:10.1021/acs.jmedchem.1c01094

Reference yield: 93.0%

6-(hydroxymethyl)quinoline (100516-88-9) → quinoline-6-carbaldehyde (4113-04-6)

Guidance literature:

With manganese(IV) oxide; In dichloromethane; for 5h;

Reference yield: 85.0%

6-iodoquinoline (13327-31-6) + formic acid (64-18-6) → quinoline-6-carbaldehyde (4113-04-6)

Guidance literature:

6-iodoquinoline; formic acid; With palladium diacetate; acetic anhydride; tricyclohexylphosphine; In N,N-dimethyl-formamide; at 30 ℃; for 1h; Inert atmosphere; Green chemistry;

With triethylamine; In N,N-dimethyl-formamide; at 80 ℃; for 6h; Inert atmosphere; Green chemistry;

DOI:10.1002/chem.201600387

upstream raw materials:

6-methylquinoline

6-dibromomethyl-quinoline

N-(quinoline-6-carbonyl)-N'-(toluene-4-sulfonyl)-hydrazine

Quinoline-6-carboxylic acid

Downstream raw materials:

(phenyl)(6-quinolinyl)methanol

quinoline-6-carbaldehyde thiosemicarbazone

(2E)-1-phenyl-3-(6-quinolinyl)-2-propen-1-one

6-(hydroxymethyl)quinoline

Refernces

• 1、 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.
• 2、 Wu, Fei-Yue,Chen, Xiao-Hui,Zhou, Hai-Mei,Li, Jia-Qin,Cui, Hai-Lei. "Oxidation of alcohols to aldehydes with bromoisobutyrate and dimethyl sulfoxide". supporting information. . Retrieved 2021/09/29.