95124-07-5

Basic information

• Product Name: DIMETHYL PROPARGYLMALONATE
• Synonyms: DIMETHYL PROPARGYLMALONATE;Dimethyl propargylmalonate >=95.0% (GC);Dimethyl2-(prop-2-yn-1-yl)malonate;Dimethyl proparylmalonate
• CAS NO: 95124-07-5
• Molecular Formula: C₈H₁₀O₄
• Molecular Weight: 170.16
• Product Categories: C8 to C9;Carbonyl Compounds;Esters
• Mol File: 95124-07-5.mol
• Article Data: 34

Chemical Properties

• Boiling Point: 93-95 °C7 mm Hg(lit.)
• Flash Point: 113 °C
• Appearance: /
• Density: 1.119 g/mL at 20 °C(lit.)
• Vapor Pressure: 0.103mmHg at 25°C
• Refractive Index: n20/D 1.444
• Storage Temp.: Sealed in dry,Room Temperature
• BRN: 3539408
• CAS DataBase Reference: DIMETHYL PROPARGYLMALONATE(CAS DataBase Reference)
• NIST Chemistry Reference: DIMETHYL PROPARGYLMALONATE(95124-07-5)
• EPA Substance Registry System: DIMETHYL PROPARGYLMALONATE(95124-07-5)

Safety Data

• Safety Statements: 23-24/25
• WGK Germany: 3
• Hazardous Substances Data: 95124-07-5(Hazardous Substances Data)

Usage

Uses

Dimethyl propargylmalonate can be used as a reactant to synthesize:Nitro methylenecyclopentanes by [3+2] annulation reaction with various nitroalkenes in the presence of Triton B.Propargylmalonamides intermediates, applicable in the preparation of ″click BOX″ ligands by copper-catalyzed cycloaddition and oxazoline ring formation reaction.Cyclopentene derivatives by reacting with various α, β-unsaturated ketones using a combination of organocatalysts and transition metal catalysts.

InChI:InChI=1/C8H10O4/c1-4-5-6(7(9)11-2)8(10)12-3/h1,6H,5H2,2-3H3

Upstream product

• 108-59-8 malonic acid dimethyl ester 
• 659-86-9 propargyl iodide 
• 1180611-55-5 dimethyl 2-(phenyl(tosylamino)methyl)-2-(prop-2-ynyl)malonate 
• 23418-85-1 3-butyn-1-yl p-toluenesulfonate 
• 624-65-7 2-propynyl chloride 
• 106-96-7 propargyl bromide 
• 18424-76-5 dimethyl malonate sodium salt 

Downstream Products

• 153933-65-4 dimethyl 2-[2-(phenylsulfonyl)buta-2,3-dienyl]-2-(prop-2-ynyl)malonate 
• 1003001-07-7 dimethyl 2-((1-phenyl-1H-[1,2,3]-triazol-5-yl)methyl)malonate 
• 868388-66-3 2-(3-oxocyclohexyl)-2-prop-2-ynylmalonic acid dimethyl ester 
• 1045758-82-4 C₂₂H₂₈O₇ 
• 1192068-11-3 C₁₆H₂₀O₄ 
• 1180611-25-9 dimethyl 2-(2-fluorophenyl)-5-methylene-1-tosylpyrrolidine-3,3-dicarboxylate 
• 1180611-49-7 dimethyl 5-methylene-2-(pyridin-3-yl)-1-tosylpyrrolidine-3,3-dicarboxylate 
• 1180611-55-5 dimethyl 2-(phenyl(tosylamino)methyl)-2-(prop-2-ynyl)malonate 
• 1180611-11-3 dimethyl 5-methylene-2-phenyl-1-tosylpyrrolidine-3,3-dicarboxylate 
• 1180611-37-3 dimethyl 5-methylene-2-(4-nitrophenyl)-1-tosylpyrrolidine-3,3-dicarboxylate 
• 1180611-39-5 dimethyl 2-(4-bromophenyl)-5-methylene-1-tosylpyrrolidine-3,3-dicarboxylate 
• 1180611-20-4 dimethyl 2-(4-methoxyphenyl)-5-methylene-1-tosylpyrrolidine-3,3-dicarboxylate 
• 1180611-30-6 dimethyl 2-(4-chlorophenyl)-5-methylene-1-tosylpyrrolidine-3,3-dicarboxylate 
• 1180611-13-5 dimethyl 5-methylene-2-p-tolyl-1-tosylpyrrolidine-3,3-dicarboxylate 

Relevant articles and documents

CARBENE LIGANDS AS ANTHRACYCLINONESYNTHONS-II CHROMIUM MEDIATED CYCLOADDITION OF ALKYNES, CARBENES AND CARBON MONOXIDE: APPLICATION TO RING B SYNTHESIS IN ANTHRACYCLINONES

The cycloaddition of Cr-co-ordinated alkyne, carbene and carbonyl ligands provides a variable route to the anthracyclinone skeleton.The key step of a formal total synthesis of 4-demethoxydaunomycinone (1) is based on the reaction of carbonyl-carbene complex 15 -used as a CD ring synthon- and alkyne 9 leading to the formation of ring B.

Silver oxide(I) promoted Conia-ene/radical cyclization for a straightforward access to furan derivatives

A novel access to fused furan cores using silver oxide(I) has been developed. Mechanistic investigations indicate the involvement of a Conia-ene reaction/radical cyclization for an expedient path to complex furan derivatives. The reaction is broad in scop

Iron-Catalyzed [2+2+2] Annulation of Aliphatic Bridged 1,n-Enynes with Aldehydes for the Synthesis of Fused Pyrans

An iron-catalyzed [2+2+2] annulation of aliphatic bridged 1,n-enynes with aldehydes was developed. Aldehydes play a dual role as the precursors of acyl radicals to trigger the cascade cyclization but also as the radical acceptors to terminate the annulation. This two-in-one strategy overcomes the limitation in [2+2+m] cyclization that requires a rigid benzene skeleton as the essential linker, thus enabling the efficient synthesis of functionalized fused [5.6] and [6.6] pyran skeletons.

SUBSTITUTED HETEROCYCLES AS c-MYC TARGETING AGENTS

Disclosed are substituted heterocycle compounds including substituted pyrazoles, substituted pyrimidines, and substitute triazoles. The substituted heterocycles disclosed herein are shown to be useful in inhibiting c-MYC and may be utilized as therapeutics for treating cancer and cell proliferative disorders.