54972-12-2

Basic information

• Product Name: Propanedioic acid, [[[(4-methylphenyl)sulfonyl]oxy]imino]-, dimethyl ester
• Synonyms: (toluene-4-sulfonyloxyimino)-malonic acid dimethyl ester
• CAS NO: 54972-12-2
• Molecular Formula: C12H13NO7S
• Molecular Weight: 315.304
• Mol File: 54972-12-2.mol
• Article Data: 6

Chemical Properties

• Melting Point: 91 - 96 °C
• Boiling Point: 418.4±38.0 °C(Predicted)
• Density: 1.34±0.1 g/cm3(Predicted)
• CAS DataBase Reference: Propanedioic acid, [[[(4-methylphenyl)sulfonyl]oxy]imino]-, dimethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Propanedioic acid, [[[(4-methylphenyl)sulfonyl]oxy]imino]-, dimethyl ester(54972-12-2)
• EPA Substance Registry System: Propanedioic acid, [[[(4-methylphenyl)sulfonyl]oxy]imino]-, dimethyl ester(54972-12-2)

Safety Data

• Hazardous Substances Data: 54972-12-2(Hazardous Substances Data)

Usage

Uses

As demonstrated by Laszlo Kürti′s lab, ketomalonate oxime O-sulfonates act as doubly N-electrophilic linchpin reagents towards strong C-nucleophiles such as alkyl- and arylmetals (e.g., Grignard reagents). Thus, symmetrical dialkyl- as well as diarylamines may be directly prepared at low tempretatures and in the absence of transition metal catalysts. Other ketomalonate oxime O-sulfonates include 902918, 902705 and 902624.

Upstream product

• 42937-74-6 dimethyl 2-(hydroxyimino)malonate 
• 98-59-9 p-toluenesulfonyl chloride 
• 108-59-8 malonic acid dimethyl ester 

Downstream Products

• 90713-26-1 dimethyl α-tosyloxyamino-α-vinylmalonate 
• 158615-44-2 5-Dimethoxymethyl-3-(toluene-4-sulfonyloxy)-3,5-dihydro-[1,2,3]triazole-4,4-dicarboxylic acid dimethyl ester 
• 158615-45-3 5-Phenyl-3-(toluene-4-sulfonyloxy)-3,5-dihydro-[1,2,3]triazole-4,4-dicarboxylic acid dimethyl ester 
• 90713-25-0 1-tosyloxy-4-methyl-5,5-bis(carbomethoxy)-Δ²-1,2,3-triazoline 
• 72109-40-1 3-(toluene-4-sulfonyloxy)-3,5-dihydro-[1,2,3]triazole-4,4-dicarboxylic acid dimethyl ester 

Relevant articles and documents

PREPARATION OF SECONDARY AMINES WITH ELECTROPHILIC N-LINCHPIN REAGENTS

In one aspect, the present disclosure provides methods of preparing a secondary amine. In some embodiments, the secondary amine comprises two different groups or two identifical groups. Also provided herein are compositions for use in the preparation of the secondary amine.

New reactivity of oxaziridine: Pd(II)-catalyzed aromatic C-H ethoxycarbonylation via C-C bond cleavage

A novel Pd(II)-catalyzed aromatic C-H ethoxycarbonylation with oxaziridine involving C-C bond cleavage is described. Various aromatic 2-phenylpyridines and related compounds as well as aryl ureas can be effectively ethoxycarbonylated. A catalytic cycle in

SYNTHESE DE 1,2,3-TRIAZOLINES PAR CYCLOADDITION DIPOLAIRE-1,3 DE DIAZOALCANES A DES ESTERS D'OXIMES

Oximino-cyanacetic or malonesters 1, 2, 3 and 4 lead with diazoalcanes RCHN2 (R = H, CH3, Ph) to 1,2,3-triazolines.These triazolines present a low stability, however they are obtained crystallized with good yields.They are fully characterized and orientation of the cycloaddition is established.