63104-44-9

Basic information

• Product Name: 2,2-di-(prop-2-ynyl)-malonic acid dimethyl ester
• Synonyms: 2,2-di-(prop-2-ynyl)-malonic acid dimethyl ester;Dimethyl Dipropargylmalonate
• CAS NO: 63104-44-9
• Molecular Formula: C₁₁H₁₂O₄
• Molecular Weight: 208.21058
• Mol File: 63104-44-9.mol
• Article Data: 61

Chemical Properties

• Melting Point: 87.0 to 91.0 °C
• Boiling Point: 274.7±40.0 °C(Predicted)
• Appearance: /
• Density: 1.127±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 2,2-di-(prop-2-ynyl)-malonic acid dimethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-di-(prop-2-ynyl)-malonic acid dimethyl ester(63104-44-9)
• EPA Substance Registry System: 2,2-di-(prop-2-ynyl)-malonic acid dimethyl ester(63104-44-9)

Safety Data

• Hazardous Substances Data: 63104-44-9(Hazardous Substances Data)

Usage

General Description

2,2-di-(prop-2-ynyl)-malonic acid dimethyl ester is a chemical compound with the molecular formula C10H12O4. It is a ester derivative of malonic acid, containing two propynyl groups and two methyl groups. 2,2-di-(prop-2-ynyl)-malonic acid dimethyl ester is used in organic synthesis as a reagent for the preparation of various organic compounds. It is also used in pharmaceutical and agrochemical industries for the synthesis of active pharmaceutical ingredients and crop protection chemicals. Additionally, it has potential applications in the production of polymers and materials with specific properties. However, it is important to handle this chemical with care, as it may pose health and environmental risks.

Upstream product

• 18424-76-5 dimethyl malonate sodium salt 
• 106-96-7 propargyl bromide 
• 108-59-8 malonic acid dimethyl ester 
• 95124-07-5 dimethyl (prop-2-yn-1-yl)malonate 
• 96740-23-7 1,5-dimethoxypentane-2,4-dione 

Downstream Products

• 63133-61-9 dimethyl 3,4-bis[(phenylthio)methyl]-3-cyclopentene-1,1-dicarboxylate 
• 63104-47-2 3-Phenylsulfanylmethyl-4-[1-phenylsulfanyl-meth-(E)-ylidene]-cyclopentane-1,1-dicarboxylic acid dimethyl ester 
• 253784-01-9 5-{[(2-iodo-phenyl)-(2-methyl-acryloyl)-amino]-methyl}-indan-2,2-dicarboxylic acid dimethyl ester 
• 253784-03-1 5-{[(2-iodo-benzoyl)-(2-methyl-allyl)-amino]-methyl}-indan-2,2-dicarboxylic acid dimethyl ester 
• 276888-00-7 indan-2,2-dicarboxylic acid, dimethyl ester 
• 206008-32-4 dimethyl 5-(2,2-bis(methoxycarbonyl)pent-4-yn-1-yl)-1,3-dihydro-2H-indene-2,2-dicarboxylate 

Relevant articles and documents

Acid promoted metal free synthesis of triazole-fused heterocycles via intramolecular [3+2] cycloaddition

A practical and efficient protocol for the synthesis of triazole-fused heterocycles through intramolecular metal free [3+2] azide-alkyne cycloaddition reaction is described. Range of acids was selected to demonstrate the reaction conditions. Organic azides and propargyl cations generated by acids gave fused triazoles including multivariate rings and heterocycles. Various fused triazoles and bistriazoles were obtained in good yields under mild reaction conditions.

Energetic interpenetrating polymer network based on orthogonal azido-alkyne click and polyurethane for potential solid propellant

High energetic propellants with synergistic mechanical strength are the prerequisites for aerospace industry and missile technology; though glycidyl azide polymer (GAP) is a renowned and a promising energetic polymer which shows poor mechanical and low-temperature properties. In order to overcome these problems, a novel energetic interpenetrating polymer network (IPN) of acyl-terminated glycidyl azide polymer (Acyl-GAP) and hydroxyl terminated polybutadiene (HTPB) is effectively synthesized and characterized via an "in situ" polymerization by triazole and urethane curing system respectively. Acyl-GAP and dimethyl 2,2-di(prop-2-ynyl)malonate (DDPM) have been synthesized and well characterized by using FT-IR, 1H NMR, 13C NMR and GPC. The maximum tensile strength ～5.26 MPa and elongation 318% are achieved with HTPB-PU/Acyl-GAP triazole in 50 : 50 weight ratios. The solvent resistance properties have been investigated by the equilibrium swelling method and the glass transition temperature (Tg), morphology and thermal stability are evaluated by DSC, SEM and TGA-DTG respectively. Thus, HTPB-PU/Acyl-GAP triazole is a futuristic binder for the composite solid propellant.

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CpCo(CO)2 catalyzes the Alder ene reaction of allenynes 1 to afford six-membered carbocycles in a totally regioselective manner through, presumably, η3-allyl hydride complexes mechanism.

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