83536-13-4

Basic information

• Product Name: diethyl 4,4'-(ethyne-1,2-diyl)dibenzoate
• Synonyms: diethyl 4,4'-(ethyne-1,2-diyl)dibenzoate;ethyl 4-[2-(4-ethoxycarbonylphenyl)ethynyl]benzoate
• CAS NO: 83536-13-4
• Molecular Formula: C₂₀H₁₈O₄
• Molecular Weight: 322.35452
• Mol File: 83536-13-4.mol
• Article Data: 9

Chemical Properties

• Melting Point: 143-145 °C
• Boiling Point: 462.9±30.0 °C(Predicted)
• Appearance: /
• Density: 1.19±0.1 g/cm3(Predicted)
• CAS DataBase Reference: diethyl 4,4'-(ethyne-1,2-diyl)dibenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: diethyl 4,4'-(ethyne-1,2-diyl)dibenzoate(83536-13-4)
• EPA Substance Registry System: diethyl 4,4'-(ethyne-1,2-diyl)dibenzoate(83536-13-4)

Safety Data

• Hazardous Substances Data: 83536-13-4(Hazardous Substances Data)

Usage

Description

Diethyl 4,4'-(ethyne-1,2-diyl)dibenzoate is a chemical compound that belongs to the class of benzoates. It is a diester of ethynediol and benzoic acid, synthesized through the esterification reaction between these two components. diethyl 4,4'-(ethyne-1,2-diyl)dibenzoate is characterized by its high stability and low reactivity, which makes it a valuable asset in various industrial applications.

Uses

Used in Pharmaceutical Manufacturing:
Diethyl 4,4'-(ethyne-1,2-diyl)dibenzoate serves as a building block in the synthesis of various pharmaceuticals. Its unique structure and properties contribute to the development of new drugs with specific therapeutic effects.
Used in Fragrance Production:
In the fragrance industry, diethyl 4,4'-(ethyne-1,2-diyl)dibenzoate is utilized for creating complex and long-lasting scents. Its chemical properties allow for the formation of a wide range of aromatic compounds.
Used in Polymer Synthesis:
Diethyl 4,4'-(ethyne-1,2-diyl)dibenzoate is also employed in the production of polymers. Its role as a reagent in chemical reactions aids in the creation of polymers with desired properties for various applications.
Used in Industrial Processes:
Due to its high stability and low reactivity, diethyl 4,4'-(ethyne-1,2-diyl)dibenzoate is a valuable compound in several industrial processes. It can be used in the development of new materials and technologies that require stable and unreactive components.

Upstream product

• 5798-75-4 Ethyl 4-bromobenzoate 
• 51934-41-9 4-iodobenzoic acid ethyl ester 
• 1066-54-2 trimethylsilylacetylene 
• 59507-56-1 1,2-bis(methylthio)acetylene 
• 10602-03-6 ethyl 4-ethynylbenzoate 
• 150969-54-3 ethyl 4-(trimethylsilylethynyl)benzoate 
• 471-25-0 Propiolic acid 

Downstream Products

• 191978-50-4 [tetrakis(4-(ethoxycarbonyl)phenyl)cyclobutadiene]cyclopentadienylcobalt 
• 1138344-69-0 N-(2,3-bis(4-(ethoxycarbonyl)phenyl)allyl)-N-methylbenzamide 
• 1192648-75-1 5,6-bis(4-carboethoxyphenyl)-2,3,8,8a-tetrahydroindolizin-7(1H)-one 
• 1192648-70-6 5,6-diphenyl-2,3,8,8a-tetrahydroindolizin-7(1H)-one 
• 607737-05-3 2,3-bis(4-ethoxycarbonylphenyl)-5,12-dihydro-1,4,6,11-tetrapropylnaphthacene 
• 1236115-67-5 C₂₇H₂₇NO₇ 
• 1246739-17-2 diethyl 4,4’-(phenanthrene-9,10-diyl)dibenzoate 
• 1292767-17-9 (3E)-1,1,2-tris[4-(ethoxycarbonyl)phenyl]-4-(4-hydroxy-3-methoxyphenyl)buta-1,3-diene 
• 1338085-79-2 C₂₀H₂₀Br₂O₄ 
• 1338085-83-8 C₂₅H₃₄N₂O₄ 
• 1338085-81-6 C₂₅H₃₂N₂O₄ 
• 111977-60-7 bibenzyl-4,4'-dicarboxylic acid diethyl ester 
• 1381988-33-5 diethyl 4,4'-(naphtho[1,8-bc]pyran-2,3-diyl)diphenyldibenzoate 
• 1415913-73-3 diethyl 4,4'-(6-nitropyrazolo[5,1-a]isoquinoline-3,4-diyl)dibenzoate 

Relevant articles and documents

Iodonium Cation-Pool Electrolysis for the Three-Component Synthesis of 1,3-Oxazoles

The synthesis of 1,3-oxazoles from symmetrical and unsymmetrical alkynes was realized by an iodonium cation-pool electrolysis of I2 in acetonitrile with a well-defined water content. Mechanistic investigations suggest that the alkyne reacts with the acetonitrile-stabilized I+ ions, followed by a Ritter-type reaction of the solvent to a nitrilium ion, which is then attacked by water. The ring closure to the 1,3-oxazoles released molecular iodine, which was visible by the naked eye. Also, some unsymmetrical internal alkynes were tested and a regioselective formation of a single isomer was determined by two-dimensional NMR experiments.

Ruthenium(ii)-catalyzed intermolecular annulation of alkenyl sulfonamides with alkynes: Access to bicyclic sultams

A ruthenium-catalyzed allylic C(sp3)-H activation strategy has been employed to develop an intermolecular coupling of alkenyl sulfonamides with alkynes. This protocol features the diastereoselective construction of [3.3.0] and [4.3.0] bicyclic sultams in one step.

Preparation and Reactions of Mono- and Bis-Pivaloyloxyzinc Acetylides

Mono-pivaloyloxyzinc acetylide and bis-pivaloyloxyzinc acetylide were selectively prepared from ethynylmagnesium bromide in quantitative yields. These zinc reagents readily underwent Negishi cross-couplings with (hetero)aryl iodides or bromides as well as subsequent Sonogashira cross-couplings. 1,3-Dipolar cycloadditions of these zinc acetylides with benzylic azides produced zincated and bis-zincated triazoles which were trapped with several electrophiles. An opposite regioselectivity compared to the Cu-catalyzed click-reactions was observed.