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Dimethyl but-2-ynedioate

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Identification
Molecular formula
C6H6O4
CAS number
762-42-5
IUPAC name
dimethyl but-2-ynedioate
State
State

Under standard conditions, dimethyl but-2-ynedioate is a liquid.

Melting point (Celsius)
-18.00
Melting point (Kelvin)
255.15
Boiling point (Celsius)
175.00
Boiling point (Kelvin)
448.15
General information
Molecular weight
142.11g/mol
Molar mass
142.1110g/mol
Density
1.1662g/cm3
Appearence

Dimethyl but-2-ynedioate, also known as dimethyl acetylenedicarboxylate, is typically a colorless to pale yellow liquid. It may also appear as a crystalline solid depending on its purity and ambient temperature conditions.

Comment on solubility

Solubility of Dimethyl But-2-ynedioate

Dimethyl but-2-ynedioate, with the chemical formula C6H8O4, demonstrates interesting solubility characteristics that stem from its molecular structure. This compound is known for its moderate solubility in various organic solvents.

Solubility Insights

  • Solvent Compatibility: Dimethyl but-2-ynedioate is soluble in polar organic solvents such as ethanol and acetone, primarily due to the presence of its ester functional groups.
  • Aqueous Solubility: When it comes to water, the solubility is limited. The presence of hydrophobic carbon chains contributes to its reduced solubility in a polar solvent like water.
  • Temperature Dependence: It exhibits increased solubility with rising temperatures, a common characteristic of many organic compounds.

Overall, the solubility of dimethyl but-2-ynedioate can be summarized as follows:

  • Good solubility in polar organic solvents
  • Poor solubility in water
  • Temperature-dependent solubility profile

Understanding the solubility of such compounds is critical for applications in organic synthesis and chemical formulations, as they dictate the behavior of the compound in different environments.

Interesting facts

Interesting Facts about Dimethyl But-2-ynedioate

Dimethyl but-2-ynedioate, also known as dimethyl 2-butyne-1,4-dioate, is an organic compound that belongs to the family of alkynes and dicarboxylic acids. Here are some intriguing aspects of this compound:

  • Synthetic Versatility: This compound is often utilized as a key intermediate in organic synthesis. Its unique structure allows for a variety of pathways to create more complex molecules.
  • Biological Relevance: Derivatives of diynedioates can mimic certain biological molecules, making them valuable in drug design and development.
  • Colorful Chemistry: In polymer chemistry, the reactions involving dimethyl but-2-ynedioate can lead to vibrant colored polymers, expanding its application in materials science.
  • Reaction with Nucleophiles: The compound exhibits reactivity towards nucleophiles due to the electrophilic nature of its carbonyl groups, a fact that is widely exploited in various synthesis reactions.
  • Historical Context: The synthesis of diynedioates is notable in the literature, with several methods developed over the years, showcasing the evolution of synthetic organic chemistry techniques.

In summary, dimethyl but-2-ynedioate stands as a significant building block in organic synthesis, revealing its importance not just in academic research but also in practical applications across various scientific fields. As it continues to be a point of focus, one can only imagine the future discoveries it may contribute to!

Synonyms
Dimethyl acetylenedicarboxylate
762-42-5
2-Butynedioic acid, dimethyl ester
Dimethyl 2-butynedioate
Dimethyl butynedioate
Bis(methoxycarbonyl)acetylene
1,2-Bis(methoxycarbonyl)acetylene
Di(carbomethoxy)acetylene
Acetylenedicarboxylic acid dimethyl ester
Dimethyl ethynedicarboxylate
Methyl acetylenedicarboxylate
Acetylenedicarboxylic acid, dimethyl ester
Butynedioic acid dimethyl ester
1,2-Bis(methoxycarbonyl)ethyne
Dimethyl acetylenedicarboxylic acid
EINECS 212-098-4
7HZA2PL15F
NSC 14912
BRN 0607063
Bis(carbomethoxy)acetylene
NSC-14912
NSC-101119
Dimethyl butyne-1,4-dioate
2-Butynedioic acid, 1,4-dimethyl ester
DTXSID0061088
4-02-00-02291 (Beilstein Handbook Reference)
Dimethyl 1,2-acetylenedicarboxylate
DTXCID7047857
Acetylenedicarboxylic acid, dimethyl ester (8CI)
dimethyl but-2-ynedioate
1,4-dimethyl but-2-ynedioate
But-2-ynedioic acid dimethyl ester
DMAD
MFCD00008456
Dimethylacetylenedicarboxylate
dimethylacetylene dicarboxylate
dimethyl acetylene dicarboxylate
Pentaacetyl-5-thioglucose
UNII-7HZA2PL15F
dimethyl but-2-yne-1,4-dioate
dicarbomethoxyacetylene
dimethyl-2-butynedioate
dimethylbut-2-ynedioate
dimethylacetylendicarboxylate
dimethyl ethyne dicarboxylate
WLN: 1OV1UU1VO1
dimethyl acetylendicarboxylate
SCHEMBL25706
dimethyl-acetylenedicarboxylate
dimethylacetylene-dicarboxylate
dimethyl acetylene-dicarboxylate
dimethyl acetylenedicarboxy-late
dimethyl-acetylene dicarboxylate
CHEMBL3248452
2-butynedioic acid dimethyl ester
CS-D0471
NSC14912
STR01625
BBL036264
Dimethyl acetylenedicarboxylate, 99%
NSC101119
STL185544
AKOS009028881
FD10835
NCGC00165984-01
acetylene dicarboxylic acid dimethyl ester
acetylene-dicarboxylic acid dimethyl ester
acetylene dicarboxylic acid, dimethyl ester
DB-056040
A0090
NS00020884
EN300-19219
F30113
Q904788
F0001-1934
Z104473200
Dimethyl but-2-ynedioate,But-2-ynedioic acid dimethyl ester
InChI=1/C6H6O4/c1-9-5(7)3-4-6(8)10-2/h1-2H