79606-43-2

Basic information

• Product Name: N,N-DIISOPROPYL-4-METHOXYBENZAMIDE
• Synonyms: N,N-DIISOPROPYL-4-METHOXYBENZAMIDE;4-Methoxy-N,N-bis(1-methylethyl)benzamide;N,N-Diisopropyl-p-anisamide
• CAS NO: 79606-43-2
• Molecular Formula: C₁₄H₂₁NO₂
• Molecular Weight: 235.32
• Mol File: 79606-43-2.mol
• Article Data: 20

Chemical Properties

• Boiling Point: 359.4 °C at 760 mmHg
• Flash Point: 171.1 °C
• Appearance: /
• Density: 0.999 g/cm³
• Vapor Pressure: 2.39E-05mmHg at 25°C
• Refractive Index: 1.504
• CAS DataBase Reference: N,N-DIISOPROPYL-4-METHOXYBENZAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-DIISOPROPYL-4-METHOXYBENZAMIDE(79606-43-2)
• EPA Substance Registry System: N,N-DIISOPROPYL-4-METHOXYBENZAMIDE(79606-43-2)

Safety Data

• Hazardous Substances Data: 79606-43-2(Hazardous Substances Data)

Usage

General Description

N,N-Diisopropyl-4-methoxybenzamide is a chemical compound that belongs to the class of benzamides. It is a white solid that is used as a pharmaceutical intermediate and as a building block in organic synthesis. N,N-DIISOPROPYL-4-METHOXYBENZAMIDE is commonly used in the production of various pharmaceuticals and is also utilized as an intermediate in the synthesis of other organic compounds. It has the molecular formula C13H21NO2 and a molecular weight of 223.31 g/mol. N,N-Diisopropyl-4-methoxybenzamide is known to have mild to moderate acute toxicity and should be handled and used with appropriate safety precautions.

InChI:InChI=1/C14H21NO2/c1-10(2)15(11(3)4)14(16)12-6-8-13(17-5)9-7-12/h6-11H,1-5H3

Upstream product

• 696-62-8 para-iodoanisole 
• 116858-82-3 (N,N-diisopropylcarbamoyl)(trimethyl)stannane 
• 116858-79-8 tributyl-N,N-di-isopropylcarbamoylstannane 
• 100-07-2 4-methoxy-benzoyl chloride 
• 108-18-9 diisopropylamine 
• 121-98-2 methyl 4-methoxybenzoate 
• 100-09-4 4-methoxybenzoic acid 
• 5419-55-6 Triisopropyl borate 
• 874-90-8 4-methoxybenzonitrile 
• 126-30-7 2,2-Dimethyl-1,3-propanediol 
• 4111-54-0 lithium diisopropyl amide 
• 937-29-1 4-methoxybenzoyl bromide 
• 201230-82-2 carbon monoxide 
• 7087-68-5 N-ethyl-N,N-diisopropylamine 

Downstream Products

• 1557178-52-5 2-cyano-N,N-diisopropyl-4-methoxybenzamide 
• 105-13-5 4-Methoxybenzyl alcohol 
• 1001351-06-9 2-iodo-N,N-diisopropyl-4-methoxybenzamide 
• 1671-76-7 p-Methoxyvalerophenon 
• 135277-40-6 5-(4-methoxyphenyl)nonan-5-ol 
• 1250259-31-4 N-(4-methoxybenzyl)-N-isopropylpropan-2-amine 

Relevant articles and documents

3-(3'-hydroxybutyl) isobenzofuran-1(3H)-ketone derivative as well as composition, preparation method and application thereof

The invention belongs to the field of medicines, and particularly relates to a 3-(3-hydroxybutyl) isobenzofuran-1(3H)-ketone derivative as well as a composition, a preparation method and application thereof, and the derivative is a compound with a structu

HMF and furfural: Promising platform molecules in rhodium-catalyzed carbonylation reactions for the synthesis of furfuryl esters and tertiary amides

A biomass involved rhodium-catalyzed carbonylative synthesis of furfuryl esters and tertiary amides has been developed. 5-Hydroxymethylfurfural (HMF) was used as both substrate and CO surrogate for the first time in a carbonylation reaction, and both alkyl and aryl iodides were tolerated well to afford the desired furfuryl esters in moderate to good yields. In addition, furfural was also utilized as a CO source for the synthesis of tertiary amides. A variety of tertiary amides were obtained in moderate to excellent yields with good functional groups compatibility. Notably, tertiary amines were used as the amine source through a C[sbnd]N bond cleavage pathway in the absence of additional oxidant.

Chemoselective Reduction of Sterically Demanding N,N-Diisopropylamides to Aldehydes

A sequential one-pot process for chemoselectively reducing sterically demanding N,N-diisopropylamides to aldehydes has been developed. In this reaction, amides are activated with EtOTf to form imidates, which are reduced with LiAlH(OR)3 [R = t-Bu, Et] to give aldehydes by hydrolysis of the resulting hemiaminals. The non-nucleophilic base 2,6-DTBMP remarkably improves reaction efficiency. The combination of EtOTf/2,6-DTBMP and LiAlH(O-t-Bu)3 was found to be optimal for reducing alkyl, alkenyl, alkynyl, and 2-monosubstituted aryl N,N-diisopropylamides. In contrast, EtOTf and LiAlH(OEt)3 in the absence of base were found to be optimal for reducing extremely sterically demanding 2,6-disubstituted N,N-diisopropylbenzamides. The reaction tolerates various reducible functional groups, including aldehyde and ketone. 1H NMR studies confirmed the formation of imidates stable in water. The synthetic usefulness of this methodology was demonstrated with N,N-diisopropylamide-directed ortho-metalation and C-H bond activation.