579-72-6

Basic information

• Product Name: 2-(Dimethylamino)benzaldehyde
• Synonyms: 2-(Dimethylamino)benzaldehyde;N,N-Dimethyl-2-formylaniline, N,N-Dimethylanthranilaldehyde;2-(Dimethylamino)benzaldehyde97%
• CAS NO: 579-72-6
• Molecular Formula: C₉H₁₁NO
• Molecular Weight: 149.18974
• Mol File: 579-72-6.mol
• Article Data: 33

Chemical Properties

• Boiling Point: 244.7°C at 760 mmHg
• Flash Point: 89.8°C
• Appearance: /
• Density: 1.072g/cm³
• Vapor Pressure: 0.03mmHg at 25°C
• Refractive Index: 1.595
• PKA: 3.80±0.18(Predicted)
• CAS DataBase Reference: 2-(Dimethylamino)benzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(Dimethylamino)benzaldehyde(579-72-6)
• EPA Substance Registry System: 2-(Dimethylamino)benzaldehyde(579-72-6)

Safety Data

• Hazardous Substances Data: 579-72-6(Hazardous Substances Data)

Usage

General Description

2-(Dimethylamino)benzaldehyde is a chemical compound with the molecular formula C9H11NO. It is a pale yellow liquid that is commonly used as an intermediate in the synthesis of various pharmaceuticals and organic compounds. It is primarily utilized in the production of dyestuffs and in the formulation of perfumes and fragrances. The presence of a dimethylamino group and an aldehyde group in its structure makes 2-(Dimethylamino)benzaldehyde a versatile building block for the synthesis of complex organic molecules. It is also known for its use as a reagent in the preparation of imines and other nitrogen-containing compounds. Additionally, it exhibits mild to moderate toxicity and should be handled with caution.

InChI:InChI=1/C9H11NO/c1-10(2)9-6-4-3-5-8(9)7-11/h3-7H,1-2H3

Upstream product

• 529-23-7 o-aminobenzaldehyde 
• 77-78-1 dimethyl sulfate 
• 446-52-6 2-Fluorobenzaldehyde 
• 124-40-3 dimethyl amine 
• 271-58-9 anthranil 
• 100-58-3 phenylmagnesium bromide 
• 506-59-2 N,N-dimethylammonium chloride 
• 135-02-4 ortho-anisaldehyde 
• 6136-58-9 2-(2-methoxyphenylmethyleneimino)phenol 
• 1952-36-9 2-(2-methoxy-benzylidenamino)-ethanol 
• 95-55-6 2-amino-phenol 
• 4707-56-6 (2-(dimethylamino)phenyl)methanol 
• 10072-05-6 methyl 2-(dimethylamino)benzoate 
• 121-69-7 N,N-dimethyl-aniline 

Downstream Products

• 70197-44-3 (E)-N,N-dimethyl-2-(2-phenylethenyl)aniline 
• 92296-35-0 5-methyl-isoxazole-3-carboxylic acid (2-dimethylamino-benzylidene)-hydrazide 
• 199679-45-3 3-(4-N,N-dimethylaminophenyl)acrylic acid 
• 876460-05-8 1-(2-dimethylaminophenyl)-3-(4-methoxyphenyl)prop-2-yn-1-ol 
• 876460-08-1 1-(2-dimethylaminophenyl)hex-2-yn-1-one 
• 425373-45-1 2-(1-butanoyl)-1,3-dimethylindole 
• 876460-20-7 3-iodo-2-(4-methoxyphenyl)quinoline 
• 876460-07-0 1-(2-dimethylaminophenyl)-3-(4-methoxyphenyl)prop-2-yn-1-one 
• 876460-09-2 3-iodo-2-(4'-methoxyphenyl)-1-methylquinolin-4(1H)-one 

Relevant articles and documents

Rhodium(III)-Catalyzed Aldehyde C?H Activation and Functionalization with Dioxazolones: An Entry to Imide Synthesis

A rhodium(III)-based catalytic system has been used to develop a C?H bond activation of benzaldehyde derivatives and subsequent functionalization with dioxazolones in order to afford imides. The importance of the nature of the directing group to perform selectively the aldehydic C?H bond activation has been highlighted. The scope investigation showed that this transformation could be applied to various dioxazolones and many benzaldehyde derivatives as well as an acrolein derivative. Derivatization reactions of the imide products demonstrated the synthetic utility of this rhodium-catalyzed aldehydic C?H amidation.

Novel [ONN] tridentate fourth subgroup metal complex as well as preparation method and application thereof

The invention provides a novel [ONN] tridentate fourth subgroup metal complex and a preparation method and application thereof. The novel [ONN] tridentate fourth subgroup metal complex has a structureas shown in formula I which is described in the specifi

Development of TsDPEN based imine-containing ligands for the copper-catalysed asymmetric Kinugasa reaction

A novel class of chiralN,N,Nimine-containing ligands derived from TsDPEN (N-(p-tosyl)-1,2-diphenylethylene-1,2-diamine) has been developed and applied to the copper-catalyzed asymmetric Kinugasa reaction. The copper(ii) salt proved to be an efficient catalyst precursor, and it provides an efficient way to synthesize enantioenrichedcis-β-lactam. The pathway is air-tolerant and easily manipulated, and the ligands are easy to synthesize. A working model is proposed in which the stereocontrolling step is the [2 + 2] cycloaddition between ketene and imine to explain the observed stereoselectivities.