• USA Home
  • A15207 - Acetylenedicarboxylic acid

EMAIL THIS PAGE TO A FRIEND
A15207 Aldrich

Acetylenedicarboxylic acid

95%

Synonym: 2-Butynedioic acid

  • CAS Number 142-45-0

  • Linear Formula HOOCC≡CCOOH

  • Molecular Weight 114.06

  •  Beilstein Registry Number 878357

  •  EC Number 205-536-0

  •  MDL number MFCD00004362

  •  PubChem Substance ID 24890553

Purchase

Properties

Related Categories Building Blocks, C1 to C5, Carbonyl Compounds, Carboxylic Acids, Chemical Synthesis,
InChI Key   YTIVTFGABIZHHX-UHFFFAOYSA-N
assay   95%
mp   180-187 °C (dec.)(lit.)
storage temp.   2-8°C

Description

Packaging

5, 25 g in glass bottle

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.

Safety & Documentation

Safety Information

Symbol 
GHS06  GHS06
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 2811 6.1 / PGIII
WGK Germany 
3

Meet Synthia - Retrosynthesis Sofware
Protocols & Articles

Related Content

Alkynes and Acetylenic Building Blocks

Aldrich Chemistry lists over 600 alkyne building blocks, including a wide array of propargyl alcohols, acetylenic boron reagents, and halogenated substrates for cross-coupling. Additionally, many of ...
Keywords: Building blocks, Coupling reactions, Cross couplings

Peer-Reviewed Papers
15

References

Related Products

Technical Service:

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Bulk Ordering & Pricing:

Need larger quantities for your development, manufacturing or research applications?