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2,6-Di-tert-butyl-1,4-benzoquinone

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Identification
Molecular formula
C14H20O2
CAS number
719-22-2
IUPAC name
2,6-ditert-butyl-1,4-benzoquinone
State
State

At room temperature, 2,6-Di-tert-butyl-1,4-benzoquinone remains in a solid state, exhibiting typical solid characteristics such as a fixed shape and volume.

Melting point (Celsius)
63.50
Melting point (Kelvin)
336.65
Boiling point (Celsius)
254.90
Boiling point (Kelvin)
528.05
General information
Molecular weight
218.32g/mol
Molar mass
218.3190g/mol
Density
0.9794g/cm3
Appearence

2,6-Di-tert-butyl-1,4-benzoquinone typically appears as yellowish crystals. Its crystalline form makes it identifiable due to the distinctive color, which is a typical trait of quinones.

Comment on solubility

Solubility of 2,6-Ditert-butyl-1,4-benzoquinone

2,6-Ditert-butyl-1,4-benzoquinone, with its chemical formula C12H14O2, exhibits intriguing solubility characteristics that are paramount for its applications in various fields. This compound is primarily known for its relatively low solubility in water, which can be attributed to its hydrophobic nature due to the bulky tert-butyl groups. Here’s a breakdown of its solubility profile:

  • Solubility in Organic Solvents: 2,6-Ditert-butyl-1,4-benzoquinone is quite soluble in organic solvents like ethanol, acetone, and chloroform, making it suitable for reactions requiring non-aqueous environments.
  • Limited Aqueous Solubility: When it comes to water, the solubility is minimal, indicating that it does not readily dissolve in polar solvents.
  • Temperature Effects: The solubility may increase with temperature, which is a common trait observed in many organic compounds, though specific data should be consulted for precise measurements.

To summarize, the solubility behavior of 2,6-ditert-butyl-1,4-benzoquinone is characterized by:

  1. High solubility in non-polar and some polar organic solvents.
  2. Low solubility in water, limiting its use in aqueous environments.
  3. Temperature-dependent solubility, with potential increases at elevated temperatures.

Understanding these solubility properties is crucial for chemists looking to leverage the unique characteristics of 2,6-ditert-butyl-1,4-benzoquinone in synthesis and application.

Interesting facts

Interesting Facts about 2,6-Ditert-butyl-1,4-benzoquinone

2,6-Ditert-butyl-1,4-benzoquinone is a fascinating compound that has piqued the interest of scientists and researchers due to its unique properties and potential applications. Here are some intriguing points about this compound:

  • Structural Features: The compound exhibits a fused ring system with two tert-butyl groups at the 2 and 6 positions of the benzoquinone structure, enhancing its stability and steric hindrance.
  • Reactivity: As a benzoquinone, it is involved in various redox reactions, making it a useful intermediary in organic synthesis, particularly in creating complex organic molecules.
  • Biological Activity: Research suggests that this compound may have antioxidant properties due to its ability to scavenge free radicals, making it of potential interest in medicinal chemistry and materials science.
  • Industrial Applications: It is often used as a polymerization inhibitor and as a stabilizer for plastics, further showcasing its versatility in various fields.
  • Environmental Impact: Understanding its behavior in chemical processes can help in addressing issues related to environmental pollution and sustainability.

Overall, 2,6-ditert-butyl-1,4-benzoquinone is more than just a compound; it is a key player in numerous chemical reactions and potential applications across multiple disciplines, demonstrating how a single molecule can have a broad impact in science and industry.

Synonyms
719-22-2
2,6-Di-tert-butyl-P-benzoquinone
2,6-Di-tert-butylcyclohexa-2,5-diene-1,4-dione
2,6-Di-tert-butyl-1,4-benzoquinone
2,6-Di-tert-butylbenzoquinone
2,6-DI-T-BUTYL-P-BENZOQUINONE
2,5-Cyclohexadiene-1,4-dione, 2,6-bis(1,1-dimethylethyl)-
p-Benzoquinone, 2,6-di-tert-butyl-
2,6-Di-t-butyl-1,4-benzoquinone
2,6-Bis(1,1-dimethylethyl)-2,5-cyclohexadiene-1,4-dione
NSC 14448
CCRIS 7070
HSDB 2775
EINECS 211-946-0
4C9D8L0Y0T
AI3-61049
NSC-14448
3,5-di-tert-butylquinone
2,6-di-tert-butylbenzo-1,4-quinone
2,5-Cyclohexadien-1,4-dione, 2,6-bis(1,1-dimethylethyl)-
3,5-DI-TERT-BUTYL-P-BENZOQUINONE
2,6-DI-T-BUTYL-P-BENZOQUINONE [HSDB]
BIS(1,1-DIMETHYLETHYL)-2,6-CYCLOHEXADIENE-1,4-DIONE, 2,6-
2,6Ditertbutylquinone
2,6Ditertbutylbenzoquinone
2,6DitertbutylPbenzoquinone
2,6Ditbutyl1,4benzoquinone
pBenzoquinone, 2,6ditertbutyl
2,6Ditertbutyl1,4benzoquinone
2,6Bis(1,1dimethylethyl)2,5cyclohexadiene1,4dione
2,5Cyclohexadiene1,4dione, 2,6bis(1,1dimethylethyl)
211-946-0
inchi=1/c14h20o2/c1-13(2,3)10-7-9(15)8-11(12(10)16)14(4,5)6/h7-8h,1-6h
2,6-Di-tert-butylquinone
2,6-di(tert-butyl)benzo-1,4-quinone
2,6-ditert-butylcyclohexa-2,5-diene-1,4-dione
DBQ
2,6-bis-tert-Butylbenzoquinone
DTXSID7021493
CHEBI:89187
2,6-di-tert-Butyl-para-benzoquinone
MFCD00001601
2,6-bis-(1,1-dimethylethyl)-2,5-cyclohexadiene-1,4-dione
Benzoquinone, 2,6-di-(1,1-dimethylethyl)
p-Benzoquinone, 2,6-bis-(1,1-dimethylethyl)
UNII-4C9D8L0Y0T
2,6-Ditert-butylbenzo-1,4-quinone
Maybridge1_002204
CBMicro_047944
2, 6-Di-tert-butylquinone
SCHEMBL853674
2,6-ditert.butyl-benzoquinone
2,6-Di-tert-butyl-p-quinone
DTXCID801493
CHEMBL3185121
HMS547M04
p-Benzoquinone,6-di-tert-butyl-
NSC14448
2, 6-Di-tert-butyl-p-benzoquinone
Tox21_200521
BTB 09891
CCG-49871
2,6-di(tertiarybutyl)-p-benzoquinone
2,6-di-tertiary-butyl-p-benzoquinone
2,6-ditert-butyl-[1,4]benzoquinone
3,5-di-tertiary-butyl-p-benzoquinone
AKOS015841128
2,6-di(tertiary-butyl)-p-benzoquinone
CS-W013138
FD33565
2,6-Di-tert-butyl-[1,4]benzoquinone
2,6-Di-tert.-butyl-1,4-benzoquinone
2,6-Ditert-butylbenzo-1,4-quinone #
NCGC00248670-01
NCGC00258075-01
AS-18524
CAS-719-22-2
SY048468
BIM-0047946.P001
DB-020256
2,4-dione, 2,6-bis(1,1-dimethylethyl)-
2,6-bis(1,1-dimethylethyl)-p-benzoquinone
2,6-Di-tert-butyl-1,4-benzoquinone, 98%
D2256
NS00010801
D90022
2,1-dimethylethyl)-2,5-cyclohexadiene-1,4-dione
SR-01000639296-1
2,6-Ditert-butylbenzo-1,4-quinone (ACD/Name 4.0)
Q27161373
2,6-Bis-(1,1-Dimethylethyl)-2,5-cycloxehadien-1,4-dione
2,6-Bis(1, 1-dimethylethyl)-2,5-cyclohexadiene-1,4-dione