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2,2,4,4-Tetramethylcyclobutane-1,3-dione

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Identification
Molecular formula
C8H12O2
CAS number
50-68-3
IUPAC name
2,2,4,4-tetramethylcyclobutane-1,3-dione
State
State

At room temperature, 2,2,4,4-tetramethylcyclobutane-1,3-dione is in a solid state, typically found as white crystals.

Melting point (Celsius)
76.00
Melting point (Kelvin)
349.15
Boiling point (Celsius)
288.90
Boiling point (Kelvin)
562.05
General information
Molecular weight
156.21g/mol
Molar mass
156.2110g/mol
Density
1.0300g/cm3
Appearence

2,2,4,4-Tetramethylcyclobutane-1,3-dione is a white solid substance. It is typically found in crystalline form.

Comment on solubility

Solubility of 2,2,4,4-Tetramethylcyclobutane-1,3-dione

The solubility of 2,2,4,4-tetramethylcyclobutane-1,3-dione can be quite intriguing due to its unique structural characteristics. Generally, this compound tends to exhibit the following solubility properties:

  • Solvent Compatibility: It is often more soluble in organic solvents such as ethanol, ethyl acetate, and dichloromethane compared to water.
  • Aqueous Solubility: Its solubility in water is notably low, which is common for many organic compounds that lack polar functional groups.
  • Temperature Effect: Like most compounds, solubility can increase with temperature, making it essential to consider conditions during experiments.

In conclusion, while 2,2,4,4-tetramethylcyclobutane-1,3-dione may not dissolve well in polar solvents like water, its solubility in non-polar and slightly polar organic solvents offers a range of possibilities for applications, particularly in synthesis and analysis.

Interesting facts

Interesting Facts about 2,2,4,4-Tetramethylcyclobutane-1,3-dione

2,2,4,4-tetramethylcyclobutane-1,3-dione is a fascinating compound that has garnered attention in various fields of chemistry. Here are some intriguing aspects of this unique diketone:

  • Structure and Stability: This compound features two ketone functional groups housed within a cyclobutane ring, which contributes to its intriguing properties. The presence of the bulky tetramethyl groups enhances its stability and influences its reactivity.
  • Potential Applications: 2,2,4,4-tetramethylcyclobutane-1,3-dione may find applications in areas such as organic synthesis, where it could serve as an important intermediate in the manufacture of complex organic molecules.
  • Synthetic Routes: The synthesis of this compound can often involve the reaction of cyclobutanones with strong bases, leading to various interesting reactions that underscore the reactivity of ketones.
  • Research Interest: Due to its unique structure, this diketone has piqued the interest of researchers in the field of material science, where it may provide insights into developing novel polymers or other materials with unique properties.
  • Historical Context: Compounds with similar structures have been studied since the mid-20th century, highlighting the evolving understanding of cyclic diketones and their behavior under various conditions.

As researchers continue to explore various aspects of 2,2,4,4-tetramethylcyclobutane-1,3-dione, its potential applications and significance in organic chemistry are exciting areas of study worth investigating further.

Synonyms
933-52-8
Tetramethylcyclobutane-1,3-dione
2,2,4,4-tetramethylcyclobutane-1,3-dione
1,3-Cyclobutanedione, 2,2,4,4-tetramethyl-
2,2,4,4-TETRAMETHYL-1,3-CYCLOBUTANEDIONE
Tetramethylcyclobuta-1,3-dione
1,1,3,3-Tetramethylcyclobutanedione
NSC 72172
HSDB 5522
EINECS 213-269-6
RT4AQ22KS4
NSC 46472
DTXSID4044745
AI3-15918
NSC-46472
NSC-72172
DTXCID2024745
Tetramethylcyclobuta1,3dione
Tetramethyl1,3cyclobutanedione
Tetramethylcyclobutane1,3dione
1,1,3,3Tetramethylcyclobutanedione
2,2,4,4Tetramethylcyclobutanedione
1,3Cyclobutanedione, 2,2,4,4tetramethyl
inchi=1/c8h12o2/c1-7(2)5(9)8(3,4)6(7)10/h1-4h
Tetramethyl-1,3-cyclobutanedione
Dimethyl Ketene Dimer
2,2,4,4-Tetramethylcyclobutanedione
MFCD00001331
Tetramethyl-1.3-cyclobutanedione
2,2,4,4-tetramethyl-cyclobutane-1,3-dione
1,3,3-Tetramethylcyclobutanedione
2,4,4-Tetramethylcyclobutanedione
WLN: L4V CVTJ B1 B1 D1 D1
2,4,4-Tetramethyl-1,3-cyclobutanedione
UNII-RT4AQ22KS4
NCIOpen2_000393
SCHEMBL820210
CHEMBL3183999
NSC46472
NSC72172
Tox21_301434
AKOS004910158
SB12445
Tetramethyl-1,3-cyclobutanedione, 99%
1.1.3.3-Tetramethylcyclobutandion-2.4
NCGC00256072-01
AS-50366
CAS-933-52-8
SY048707
2,2,4,4-tetramethylcyclobutan-1,3-dione
2, 2,4,4-tetramethyl-1,3-cyclobutanedione
CS-0047858
D0258
NS00039549
2,2,4,4-Tetramethyl cyclobutane-1,3-dione
EN300-160112
P10002
Q27288281
Tetramethyl-1,3-cyclobutanedione [Precursor to Dimethyl Ketene]