15725-33-4

Basic information

• Product Name: 2-(3-Methylbenzylidene)malonic acid diethyl ester
• Synonyms: (3-Methylbenzylidene)malonic acid diethyl ester;2-(3-Methylbenzylidene)malonic acid diethyl ester
• CAS NO: 15725-33-4
• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.3
• Mol File: 15725-33-4.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(3-Methylbenzylidene)malonic acid diethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(3-Methylbenzylidene)malonic acid diethyl ester(15725-33-4)
• EPA Substance Registry System: 2-(3-Methylbenzylidene)malonic acid diethyl ester(15725-33-4)

Safety Data

• Hazardous Substances Data: 15725-33-4(Hazardous Substances Data)

Upstream product

• 620-23-5 m-tolyl aldehyde 
• 105-53-3 diethyl malonate 

Downstream Products

• 87707-93-5 2-[(2-Amino-phenylsulfanyl)-(3-chloro-phenyl)-methyl]-malonic acid diethyl ester 
• 87707-92-4 2-[(2-Amino-phenylsulfanyl)-m-tolyl-methyl]-malonic acid diethyl ester 
• 87707-65-1 (2R,3S)-4-Oxo-2-m-tolyl-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepine-3-carboxylic acid ethyl ester 
• 1211-32-1 2-(m-tolyl)benzo[d]thiazole 
• 21980-10-9 (+/-)-m-Methyl-benzhydryl-malonsaeure-diaethylester 
• 87707-71-9 (2S,3S)-3-Hydroxymethyl-2-m-tolyl-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one 
• 87707-78-6 Methanesulfonic acid (2S,3S)-4-oxo-2-m-tolyl-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-ylmethyl ester 
• 87707-82-2 (2S,3R)-3-(4-Methyl-piperazin-1-ylmethyl)-2-m-tolyl-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one 
• 87707-82-2 (2S,3S)-3-(4-Methyl-piperazin-1-ylmethyl)-2-m-tolyl-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one 
• 22868-31-1 2-(3-chlorophenyl)benzothiazole 
• 87707-72-0 (2S,3S)-2-(3-Chloro-phenyl)-3-hydroxymethyl-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one 
• 87707-66-2 (2R,3S)-2-(3-Chloro-phenyl)-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepine-3-carboxylic acid ethyl ester 
• 87707-83-3 (2S,3R)-2-(3-Chloro-phenyl)-3-(4-methyl-piperazin-1-ylmethyl)-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one 
• 87707-83-3 (2S,3S)-2-(3-Chloro-phenyl)-3-(4-methyl-piperazin-1-ylmethyl)-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one 

Relevant articles and documents

Ball-Milling-Enabled Reactivity of Manganese Metal**

Efforts to generate organomanganese reagents under ball-milling conditions have led to the serendipitous discovery that manganese metal can mediate the reductive dimerization of arylidene malonates. The newly uncovered process has been optimized and its mechanism explored using CV measurements, radical trapping experiments, EPR spectroscopy, and solution control reactions. This unique reactivity can also be translated to solution whereupon pre-milling of the manganese is required.

Synthesis of nitrogen heterocycles via α-aminoalkyl radicals generated from α-silyl secondary amines under visible light irradiation

We have succeeded in the visible light-mediated synthetic use of α-aminoalkyl radicals derived from α-silyl secondary amines toward addition to α,β-unsaturated carbonyl compounds. The resulting γ-aminocarbonyl compounds are converted into γ-lactams and pyrroles in a one-pot process. This journal is the Partner Organisations 2014.

Chiral-Zn(NTf2)2-complex-catalyzed diastereo- and enantioselective direct conjugate addition of arylacetonitriles to alkylidene malonates

Chiral N,N′-dioxide/Zn(NTf2)2 complexes were demonstrated to be highly effective in the direct asymmetric conjugate addition of arylacetonitriles to alkylidene malonates under mild conditions. A wide range of substrates were tolerated to afford their corresponding products in moderate-to-good yields with high diastereoselectivities (82:18->99:1 d.r.) and enantioselectivities (81-99 % ee). The reactions performed well, owing to the high Lewis acidity of the metal triflimidate and a ligand-acceleration effect. The N,N′-dioxide also benefited the deprotonation process as a Bronsted base. The catalytic reaction could be performed on the gram-scale with retention of yield, diastereoselectivity, and enantioselectivity. The products that contained functional groups were ready for further manipulation. In addition, a possible catalytic model was proposed to explain the origin of the asymmetric induction. Copyright