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Antioxidant TBM-6

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Identification
Molecular formula
C22H30O2S
CAS number
732-26-3
IUPAC name
2-tert-butyl-4-(3-tert-butyl-4-hydroxy-5-methyl-phenyl)sulfanyl-6-methyl-phenol
State
State

At room temperature, this compound is in a solid state, specifically appearing as a crystalline powder.

Melting point (Celsius)
158.50
Melting point (Kelvin)
431.65
Boiling point (Celsius)
431.20
Boiling point (Kelvin)
704.35
General information
Molecular weight
382.62g/mol
Molar mass
382.6220g/mol
Density
1.0562g/cm3
Appearence

This compound appears as an off-white to pale yellow crystalline powder. It is known for its stability and is sometimes utilized as an additive in various industrial applications.

Comment on solubility

Solubility Overview

The solubility of 2-tert-butyl-4-(3-tert-butyl-4-hydroxy-5-methyl-phenyl)sulfanyl-6-methyl-phenol can be quite complex due to its unique structure. This compound features multiple functional groups that influence its interaction with solvents.

Key Solubility Factors

  • Polarity: The presence of the hydroxy (-OH) group increases the polarity of the molecule, enhancing its solubility in polar solvents such as water.
  • Hydrophilic Interactions: The hydroxyl group can form hydrogen bonds with water, which generally promotes solubility.
  • Hydrophobic Character: The bulky tert-butyl groups contribute a significant hydrophobic component, potentially decreasing solubility in polar solvents.
  • Solvent Compatibility: This compound may show greater solubility in non-polar solvents like toluene or hexane due to its hydrophobic regions.

Practical Implications

In practical applications, it is important to consider:

  • Concentration levels: As concentration increases, solubility behavior may change.
  • Temperature: Temperature changes can significantly impact solubility; generally, higher temperatures can increase solubility in many organic compounds.
  • pH of the solvent: The ionization of the hydroxyl group can vary with pH, affecting solubility and stability.

In summary, while 2-tert-butyl-4-(3-tert-butyl-4-hydroxy-5-methyl-phenyl)sulfanyl-6-methyl-phenol has components that promote solubility, its overall behavior will depend on the type of solvent and environmental conditions.

Interesting facts

Interesting Facts about 2-tert-butyl-4-(3-tert-butyl-4-hydroxy-5-methyl-phenyl)sulfanyl-6-methyl-phenol

This compound, known for its complex structure and intriguing properties, is part of a class of organic compounds that showcase significant biological activity. Below are some captivating aspects that draw the attention of both scientists and chemistry enthusiasts:

  • Antioxidant Properties: This compound includes hydroxyl groups, which are known to contribute to its antioxidant activity. It can scavenge free radicals, making it of interest in health and safety applications.
  • Industrial Relevance: Related compounds are often utilized as stabilizers in polymers and plastics, enhancing their durability and resistance to oxidative degradation.
  • Synergistic Effects: The presence of both tert-butyl groups and hydroxy functionalities suggests potential synergistic effects in chemical reactions, making it a candidate for further research in organic synthesis.
  • Biological Studies: Researchers are increasingly exploring compounds with such intricate structures for potential therapeutic applications. This compound could play a role in developing new pharmaceuticals.
  • Structure-Activity Relationship (SAR): Understanding how structural variations impact biological activity is crucial in medicinal chemistry. This compound serves as an excellent model for SAR studies due to its unique arrangement of functional groups.

In summary, 2-tert-butyl-4-(3-tert-butyl-4-hydroxy-5-methyl-phenyl)sulfanyl-6-methyl-phenol exemplifies how complexity in molecular design can lead to a rich tapestry of potential applications and interesting research opportunities. Its multifaceted nature not only highlights the significance of functional group interactions but also paves the way for innovative explorations in various domains of chemistry.

Synonyms
96-66-2
4,4'-Thiobis(6-tert-butyl-o-cresol)
Antioxidant E 736
Tioalkofen BM
Antioxidant 736
Ethyl 736
Thioalkofen BM
Ethyl antioxidant 736
4,4'-Thiobis(2-(tert-butyl)-6-methylphenol)
Ethanox 736
4,4'-Thiobis(2-tert-butyl-6-methylphenol)
TB 2
4,4'-sulfanediylbis(2-tert-butyl-6-methylphenol)
6,6'-Di-tert-butyl-4,4'-thiodi-o-cresol
Phenol, 4,4'-thiobis[2-(1,1-dimethylethyl)-6-methyl-
NSC 58409
E 736
4,4'-Thio-bis(6-tert-butyl-o-cresol)
9NZP7NUO2Y
EINECS 202-522-6
o-CRESOL, 4,4'-THIOBIS(6-t-BUTYL-
BRN 2061707
2-tert-butyl-4-(3-tert-butyl-4-hydroxy-5-methylphenyl)sulfanyl-6-methylphenol
Phenol, 4,4'-thiobis(2-(1,1-dimethylethyl)-6-methyl-
MFCD00008823
NSC-58409
o-Cresol, 4,4'-thiobis(6-tert-butyl-
o-Cresol, 4,4'-thiobis[6-tert-butyl-
4,4'-Thiobis(2-(1,1-dimethylethyl)-6-methylphenol)
DTXSID8059136
3-tert-Butyl-4-hydroxy-5-methylphenyl sulfide
NSC58409
2-tert-butyl-4-[(3-tert-butyl-4-hydroxy-5-methylphenyl)sulfanyl]-6-methylphenol
3-t-butyl-4-hydroxy-5-methylphenyl sulfide
E-736
4,4/'-Thiobis(2-tert-butyl-o-methylphenol)
4,4'-Thiobis[2-tert-butyl-6-methylphenol]
4,4'-Thiobis(2-methyl-6-tert-butylphenol)
UNII-9NZP7NUO2Y
Lowinox TBO6
NCIOpen2_007803
Oprea1_507371
Oprea1_649972
SCHEMBL27236
oCresol, 4,4'thiobis(6tbutyl
4,4'Thiobis(6tertbutylocresol)
DTXCID9048986
YFHKLSPMRRWLKI-UHFFFAOYSA-
oCresol, 4,4'thiobis(6tertbutyl
6,6'Ditertbutyl4,4'thiodiocresol
o-Cresol,4'-thiobis(6-t-butyl-
4,4'-thiobis(6-t-butyl-o-cresol)
o-Cresol,4'-thiobis[6-tert-butyl-
4,4'Thiobis(2methyl6tertbutylphenol)
AKOS001017065
2-(tert-butyl)-4-[3-(tert-butyl)-4-hydroxy-5-methylphenylthio]-6-methylphenol
2-tert-butyl-4-(3-tert-butyl-4-hydroxy-5-methyl-phenyl)sulfanyl-6-methyl-phenol
4,4\'-Thiobis(6-tert-butyl-o-cresol)
NCGC00334036-01
oCresol, 4,4'thiobis(6tertbutyl (8CI)
SY051764
3-t-butyl-4-hydroxy-5-methylphenylsulfide
CS-0179768
NS00040497
T1672
3-tert-butyl-4-hydroxy-5methylphenyl sulfide
D92499
o-Cresol, 4,4'-thiobis(6-tert-butyl-(8CI)
4,4'Thiobis(2(1,1dimethylethyl)6methylphenol)
AB00375978-03
bis(3-t-butyl-4-hydroxy-5-methylphenyl) sulfide
Phenol, 4,4'thiobis(2(1,1dimethylethyl)6methyl
4,4'-THIOBIS(2-METHYL-6-T-BUTYL) PHENOL
Bis(3-tert-butyl-4-hydroxy-5-methylphenyl) Sulfide
Phenol,4'-thiobis[2-(1,1-dimethylethyl)-6-methyl-
Q27272800
WLN: 1X1&1&R BQ C1 ESR DQ C1 DX1&1&1
Z56791647
4,4 inverted exclamation mark -Thiobis[2-(tert-butyl)-6-methylphenol]
202-522-6
InChI=1/C22H30O2S/c1-13-9-15(11-17(19(13)23)21(3,4)5)25-16-10-14(2)20(24)18(12-16)22(6,7)8/h9-12,23-24H,1-8H3