Quinoline-3-carbaldehyde

Base Information

• Chemical Name: Quinoline-3-carbaldehyde
• CAS No.: 13669-42-6
• Molecular Formula: C10H7NO
• Molecular Weight: 157.172
• Hs Code.: 29334900
• European Community (EC) Number: 237-147-7
• DSSTox Substance ID: DTXSID40159889
• Nikkaji Number: J277.973K
• Wikidata: Q72505857
• ChEMBL ID: CHEMBL11852
• Mol file: 13669-42-6.mol

Synonyms:3-quinolinecarboxaldehyde

Chemical Property of Quinoline-3-carbaldehyde

Chemical Property:

• Appearance/Colour: white to yellow powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 68-71 °C(lit.)
• Refractive Index: 1.687
• Boiling Point: 314.316 °C at 760 mmHg
• PKA: 3.36±0.11(Predicted)
• Flash Point: 151.879 °C
• PSA: 29.96000
• Density: 1.224 g/cm³
• LogP: 2.04730
• Storage Temp.: 2-8°C
• Sensitive.: Air Sensitive
• XLogP3: 2
• 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

3-Quinolinecarboxaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 37/38-36/37/38
• Safety Statements: 26-37/39-36-24/25-22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=C(C=N2)C=O
• Uses: 3-Quinolinecarboxaldehyde was used in the synthesis of 1,4-addition products.

Technology Process of Quinoline-3-carbaldehyde

There total 22 articles about Quinoline-3-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: 90.0%

3-formylquinoline N-oxide (33816-43-2) → 3-quinolylcarboxaldehyde (13669-42-6)

Guidance literature:

With Methyl phenyldiazoacetate; copper(II) bis(trifluoromethanesulfonate); In 1,2-dichloro-ethane; at 60 ℃; for 12h; Inert atmosphere; Sealed tube; Molecular sieve;

DOI:10.1039/c5cc01739d

Reference yield: 78.0%

quinoline-3-carboxylic acid (6480-68-8) → 3-quinolylcarboxaldehyde (13669-42-6)

Guidance literature:

With palladium(II) acetylacetonate; hydrogen; 2,2-dimethylpropanoic anhydride; dicyclohexylphenylphosphine; In tetrahydrofuran; at 80 ℃; for 20h; under 3750.38 Torr; Inert atmosphere;

DOI:10.1002/adsc.201000418

Reference yield: 75.0%

3-bromoquinoline (5332-24-1) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 3-quinolylcarboxaldehyde (13669-42-6)

Guidance literature:

3-bromoquinoline; With Bu₃MgLi; In toluene; at -10 ℃; for 2.5h;

N,N-dimethyl-formamide; In toluene; at -10 ℃; for 1h;

DOI:10.1016/S0040-4039(03)00183-7

upstream raw materials:

3-methylquinoline

3-cyanoquinoline

N-(quinoline-3-carbonyl)-N'-(toluene-4-sulfonyl)-hydrazine

quinoline-3-carboxylic acid

Downstream raw materials:

(3,4-Dichloro-benzyl)-[1-quinolin-3-yl-meth-(E)-ylidene]-amine

Phenyl-[1-quinolin-3-yl-meth-(E)-ylidene]-amine

4-methyl-N'-(quinolin-3-ylmethylene)benzenesulfonohydrazide

(3,4-Dichloro-phenyl)-[1-quinolin-3-yl-meth-(E)-ylidene]-amine

Refernces

• 1、 Abe et al.. "-". . p. 2028,2031. Retrieved 1977.
• 2、 Aleku, Godwin A.,Leys, David,Roberts, George W.. "Biocatalytic reduction of α,β-unsaturated carboxylic acids to allylic alcohols". . p. 3927 - 3939. Retrieved 2020/07/09.