50919-64-7

Usage

Molecular structure

A benzene ring with two ester groups (-COOCH3) attached to the 1st and 2nd carbon atoms, and two methyl groups (-CH3) attached to the 3rd and 5th carbon atoms.

Physical state

Colorless, odorless liquid

Stability

Highly stable

Volatility

Low

Applications

a. Plasticizer in the production of various plastics and polymers
b. Manufacturing of polyethylene terephthalate (PET) and other polyester resins
c. Production of films, sheets, and fibers

Safety

Relatively safe for use

Acute toxicity

Low

Environmental impact

Not expected to be harmful when used according to proper handling and disposal procedures

Upstream product

• 6832-16-2 methyl diazoacetate 
• 108-38-3 m-xylene 
• 5526-16-9 2,2,4,6-tetramethyl pyran 
• 762-42-5 dimethyl acetylenedicarboxylate 
• 123-38-6 propionaldehyde 
• 22928-95-6 4,6-dimethyl-1-ethoxycarbonyl-1H-1,2-diazepine 
• 109277-67-0 (1R,2R,6S,7R)-7,10-Dimethyl-8-oxa-4-aza-tricyclo[5.2.2.0^2,6]undec-10-ene-3,5,9-trione 
• 109277-68-1 (1R,2S,6S,7R)-7,10-Dimethyl-4,8-dioxa-tricyclo[5.2.2.0^2,6]undec-10-ene-3,5,9-trione 
• 73245-21-3 dimethyl 1',8'-dimethyl-2'-oxospiro(oxirane-2,3'-bicyclo<2,2,2>octa<5,7>diene)-5',6'-dicarboxylate 
• 675-09-2 4,6-Dimethyl-2-pyron 
• 624-49-7 dimethylfumarate 
• 624-48-6 dimethyl cis-but-2-ene-1,4-dioate 

Relevant academic research and scientific papers

Microwave-promoted Beller's synthesis of substituted phthalates

A rapid and efficient synthesis of substituted phthalates via microwave-promoted Beller's reaction of aldehydes, amides, and dimethyl acetylenedicarboxylate is described. This one-pot, multicomponent reaction was performed under acetic anhydride-free and solvent-free conditions. Copyright Taylor & Francis Group, LLC.

Diels-Alder Reactions of 2-Pyrones with Acyclic Dienophiles and Hydrolyses of the Mono-adducts

Diels-Alder reactions of 2-pyrone (1) with fumaronitrile and maleonitrile afforded regio- and stereo-specific mono-adducts 3a and 3b, respectively.The reaction of 1 with acrylonitrile gave a bis-adduct.The reaction of 4,6-dimethyl-2-pyrone (7) with dimethyl fumarate and dimethyl maleate at higher temperature gave benzene derivatives.The low reactivity of 7 and the instability of the mono-adducts with 7 were considered from the existence of back reaction and easy elimination of methyl formate, respectively.Hydrolyses of the mono-adducts of 2-pyrones gave polyfunctionalized cyclohexenes and elimination products generated from the preferencial trans-elimination of the leaving groups.

Diels-Alder Reactions of Cyclohexadienes Derived from Decarboxylation of Photocycloadducts between 4,6-Dimethyl-2-pyrone and Cyclic Olefins

Labile photo adducts between 4,6-dimethyl-2-pyrone and cyclic olefins reacted with second olefins to give cross adducts, and with acetylenes to afford both bis-adducts and benzene derivatives with the concurrent decarboxylation, respectively.The rea

Studies on Diazepines. XXX. Addition Reactions of Monocyclic Diazepines with Dimethyl Acetylenedicarboxylate Involving Diazonine Intermediates

The reaction of the 1H-1,3-diazepines (8a-c) with dimethyl acetylenedicarboxylate (DMAD) gave the 3a, 7a-dihydropyrrolopyridines (9), probably via the 1,5-diazonine intermediates 11 derived from the initially formed ? cycloadducts 10.Similarly, the 1H-1,2-diazepines (15a-c), upon treatment with DMAD, produced the 3a,7a-dihydroindazoles (20), presumably via the ? cycloadducts 18 and the 1,2-diazonines 19 successively, but the dihydroindazoles (20) further reacted with the reagent to give the dimethyl phthalates (16) and the pyrazoles (17) as the final products via the ? cycloadducts 21.These results are the first examples of the reaction of fully unsaturated seven-membered heterocyclic rings with acetylenes.Keywords--1H-1,3-diazepine; 1H-1,2-diazepine; dimethyl acetylenedicarboxylate; cycloaddition; diazonine intermediate; 3a,7a-dihydropyrrolopyridine; 3a,7a-dihydroindazole; dimethyl phthalate; pyrazole

Reactions of 1H-1,2- and 1H-1,3-Diazepines with Dimethyl Acetylenedicarboxylate

The title reactions yield the 3a,7a-dihydropyrrolopyridines (2) and 3a,7a-dihydroindazoles (9), respectively, probably via the diazonine intermediates (4) and (8) derived from the initially formed ? cycloadducts; the indazoles (9) further react with the reagent to give the dimethyl phthalates (6) and the pyrazoles (7) via the ? cycloadducts (10).

Direct Thermal and Photochemical Generation of Silanones

2-Silapyrans (1,2-oxasilins) are synthesized by the pyrolysis of 1-disilanyl-4-methoxy-1,3-butadienes via initial 1,5-silyl migration to afford an intermediate 1-sila-1,3-butadiene.Diels-Alder reaction of the silapyrans and perfluoro-2-butyne does not lead to isolable adducts but rather leads to apparent extrusion of silanone (R2Si=O), which is trapped by a variety of reagents.Reaction of the silapyrans and maleic anhydride provides stable adducts that extrude silanones upon either thermolysis or photolysis.No evidence could not be found for rearrangement of a silylsilanone to a siloxysilylene.

Photochemical Reactions of Bicyclooctadienons

A series of spirooxirano-substituted bicyclooctadienons have been prepared by Diels-Alder addition of dimethyl acetylenedicarboxylate to 2,4-cyclohexadienones, and their photochemistry was investigated.Upon direct exitation, they were found to aromatize by elimination of 2-carbonyloxirane which was trapped by ethanol to give ethyl glycidate.The acetophenone-sensitized reaction of bicyclooctadienones gave tricyclic isomeres whose formation by regiospecific di-?-methane rearrangement is discussed.