40105-30-4

Basic information

• Product Name: 4-METHYQUINOLINE-2-CARBOXALDEHYDE
• Synonyms: 4-METHYQUINOLINE-2-CARBOXALDEHYDE;4-methylquinoline-2-carbaldehyde
• CAS NO: 40105-30-4
• Molecular Formula: C11H9NO
• Molecular Weight: 171.19526
• Mol File: 40105-30-4.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 331.4°C at 760 mmHg
• Flash Point: 162.2°C
• Appearance: /
• Density: 1.183g/cm³
• Vapor Pressure: 0.000156mmHg at 25°C
• Refractive Index: 1.665
• Storage Temp.: 2-8°C
• PKA: 4.31±0.50(Predicted)
• CAS DataBase Reference: 4-METHYQUINOLINE-2-CARBOXALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHYQUINOLINE-2-CARBOXALDEHYDE(40105-30-4)
• EPA Substance Registry System: 4-METHYQUINOLINE-2-CARBOXALDEHYDE(40105-30-4)

Safety Data

• Hazardous Substances Data: 40105-30-4(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 51, p. 536, 1986 DOI: 10.1021/jo00354a026

InChI:InChI=1/C11H9NO/c1-8-6-9(7-13)12-11-5-3-2-4-10(8)11/h2-7H,1H3

Upstream product

• 110-88-3 1,3,5-Trioxan 
• 491-35-0 C₆H₄NCH₂CHCCH₂ 
• 67-56-1 methanol 
• 64658-04-4 2-bromo-4-methyl-quinoline 
• 201230-82-2 carbon monoxide 
• 607-66-9 4-methylquinolin-2-ol 
• 2566-44-1 1-cyclopropylethanol 
• 33787-85-8 (4-methyl-quinolin-2-yl)-methanol 
• 68-12-2 N,N-dimethyl-formamide 
• 1198-37-4 2,4-dimethylquinoline 
• 7446-08-4 selenium(IV) oxide 
• 108-38-3 m-xylene 
• 40105-26-8 4-methyl-2-(1,3,5-trioxan-2-yl)quinoline 
• 99687-44-2 2-(dioxolan-2-yl)-4-methylquinoline 

Relevant articles and documents

Redox-triggered interconversion between piperidine chair conformations in a Cu(I/II) complex

A redox-induced six-membered ring chair-chair conformational interconversion in a copper-coordinated trans-piperidine tripodal ligand is demonstrated. Each group of the 1,2,3-substituted ring can potentially ligate the metal; two equatorial groups ligate the metal in the CuI state leaving a disassociated, axial group. However, all three groups (two axial and one equatorial) ligate the metal in the CuII state. Exciton-coupled circular dichroism (ECCD) and 2D NMR were used to characterize the structures.

Methanol as a formylating agent in nitrogen heterocycles

A radical mediated C-H direct formylation of N-heteroarenes with methanol is reported. The reaction features a novel iron-catalyzed Minisci oxidative coupling process using commercially available methanol as a formylating reagent. It effectively solved the long-standing problems associated with using methanol as a formylating reagent in these types of reactions. Compared to the traditional Minisci C-H formylation methods, this protocol is highly atom-economical, simple to operate, and environmentally friendly and shows good functional group tolerance. This Minisci formylation strategy is a straightforward approach for the late-stage functionalization of N-heteroarenes. This journal is

Surgical Cleavage of Unstrained C(sp3)?C(sp3) Bonds in General Alcohols for Heteroaryl C?H Alkylation and Acylation

We reported herein a predictable and surgical cleavage of carbon-carbon bond in alcohols. A wide range of 1°, 2° and 3° alcohols including sugars and steroids without ring strain or steric hindrance were all compatible with this system. Also it offered a green and practical strategy for generation of alkyl/acyl radicals using alcohols as the sources. Besides, the features of visible-light-initiation, catalyst and metal free, excellent selectivity and mild conditions make it valuable and attractive. (Figure presented.).