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Acetylenedicarboxylic acid

ALDRICH/A15207 - 95%

Synonym: 2-Butynedioic acid

CAS Number: 142-45-0
Empirical Formula (Hill Notation): C4H2O4
Molecular Weight: 114.06
EC Number: 205-536-0
MDL Number: MFCD00004362
Linear Formula: HOOCC≡CCOOH
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-A15207-5G 5 g
 $78.20
1/EA		 Add To Favorites
45-A15207-25G 25 g
 $223.00
1/EA		 Add To Favorites

 

assay 95%
form crystals
InChI 1S/C4H2O4/c5-3(6)1-2-4(7)8/h(H,5,6)(H,7,8)
InChI key YTIVTFGABIZHHX-UHFFFAOYSA-N
mp 180-187 °C (dec.) (lit.)
Quality Level 200 
SMILES string OC(=O)C#CC(O)=O
storage temp. 2-8°C
Application: Acetylenedicarboxylic acid is generally used to synthesize its ester derivatives, dimethyl acetylenedicarboxylate (DMAD) and dimethyl acetylenedicarboxylate, which are useful precursors in organic synthesis.
Some of the common applications are listed below:
• Acetylenedicarboxylic acid and its ester derivatives can undergo Cu(I)-catalyzed radical addition with acetophenones to yield furan derivatives.
• It is one of the shortest linear links used in the preparation of Covalent Organic Frameworks (COFs) and Metal Organic Frameworks (MOFs) like IRMOF-0.
• Various hexaarylbenzenes can be built via oxidative cyclodehydrogenation of diaryl alkynes derived from acetylenedicarboxylic acid.
• It can be used as a spacer while synthesizing molecular chains or dendrimers such as 2,3,8-trifunctionalized indenoquinoxaline dendrons and bisarylacetylene chromophores.
Packaging: 5, 25 g in glass bottle
Purity 95%
mp 180-187 °C (dec.) (lit.)
Storage Temp. 2-8°C
UNSPSC 12352100

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