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Butylated hydroxytoluene (BHT)

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Identification
Molecular formula
C15H24O
CAS number
128-37-0
IUPAC name
2,6-ditert-butyl-4-(hydroxymethyl)phenol
State
State

At room temperature, BHT is a solid.

Melting point (Celsius)
70.00
Melting point (Kelvin)
343.15
Boiling point (Celsius)
265.00
Boiling point (Kelvin)
538.15
General information
Molecular weight
220.35g/mol
Molar mass
220.3520g/mol
Density
1.0480g/cm3
Appearence

BHT is typically a white crystalline solid. It appears as a fine powder or crystalline solid that is often available in granular form. It may also have a faint aromatic scent.

Comment on solubility

Solubility of 2,6-Ditert-butyl-4-(hydroxymethyl)phenol

2,6-Ditert-butyl-4-(hydroxymethyl)phenol, often referred to as an antioxidant, has unique solubility characteristics that are important for its applications in various fields.

When considering the solubility of this compound, several key factors influence its behavior in different solvents:

  • Polarity: The hydroxymethyl group introduces a degree of polarity, which can enhance solubility in polar solvents.
  • Hydrophobicity: The tert-butyl groups are large and nonpolar, making the compound relatively hydrophobic.
  • Solvent Specificity: Consequently, 2,6-ditert-butyl-4-(hydroxymethyl)phenol is generally more soluble in organic solvents like ethanol and acetone compared to water.

It is noteworthy to state that:

  • This compound shows limited solubility in water, often requiring co-solvents to enhance dissolution.
  • Its solubility in organic media makes it a preferred candidate for applications in plastic and rubber industries, particularly in antioxidant formulations.

Thus, understanding the solubility of 2,6-ditert-butyl-4-(hydroxymethyl)phenol is crucial for its effective use, where solubility affects not only the compound's efficacy but also its processing and application in commercial products.

Interesting facts

Interesting Facts about 2,6-Di-tert-butyl-4-(hydroxymethyl)phenol

2,6-Di-tert-butyl-4-(hydroxymethyl)phenol, often referred to as BHT, is a fascinating compound in the world of chemistry, particularly known for its role as an antioxidant. Here are some captivating aspects of this compound:

  • Antioxidant Properties: BHT is widely used in the food industry to prevent the oxidation of fats and oils. This helps in maintaining the freshness and extending the shelf life of various products.
  • Applications Beyond Food: In addition to its use in food preservation, BHT is also used in cosmetics and pharmaceuticals. It helps in protecting ingredients from oxidative degradation, ensuring efficacy.
  • Mechanism of Action: The antioxidant activity of BHT is primarily due to its ability to scavenge free radicals. This property makes it vital in preventing the chain reactions that lead to degradation of other compounds.
  • Controversial Status: Despite its widespread use, BHT has faced scrutiny regarding its safety and potential health effects. Some studies have suggested that high doses may cause various health issues, sparking debates among food safety advocates.
  • Synthetic Versatility: The synthesis of BHT can be achieved through several methods, showcasing the versatility of organic synthesis in creating useful compounds for different applications.

In summary, 2,6-Di-tert-butyl-4-(hydroxymethyl)phenol stands out as a compound of great importance in both industrial and scientific realms. Its ability to play a crucial role in preserving materials has made it an indispensable part of various sectors. As one delves deeper into the chemistry behind BHT, it becomes clear that understanding such compounds is essential for advancements in safety and efficacy across multiple disciplines.

Synonyms
88-26-6
3,5-Di-tert-butyl-4-hydroxybenzyl alcohol
2,6-Di-tert-butyl-4-(hydroxymethyl)phenol
2,6-Di-tert-butyl-4-hydroxymethylphenol
BHT alcohol
Antioxidant 754
Ionox 100
Ionox 100 antioxidant
Benzenemethanol, 3,5-bis(1,1-dimethylethyl)-4-hydroxy-
2,6-ditert-butyl-4-(hydroxymethyl)phenol
3,5-Di-t-butyl-4-hydroxybenzyl alcohol
AO 754
2,6-Di-t-butyl-4-hydroxymethylphenol
CCRIS 7069
alpha-Hydroxy-2,6-di-tert-butyl-p-cresol
3,5-Bis(1,1-dimethylethyl)-4-hydroxybenzenemethanol
EINECS 201-815-6
di-tert-Butyl-4-hydroxymethyl phenol
UNII-46ND6GQI48
NSC 159133
BRN 2052291
4-hydroxymethyl-2,6-di-tert-butylphenol
DTXSID7020211
BENZYL ALCOHOL, 3,5-DI-tert-BUTYL-4-HYDROXY-
NSC-159133
DTXCID70211
2,6-di-tert-Butyl-4-hydroxymethyl phenol
46ND6GQI48
2,6-bis(tert-butyl)-4-(hydroxymethyl)phenol
4-06-00-06080 (Beilstein Handbook Reference)
2,6-bis(1,1-dimethylethyl)-4-(hydroxymethyl)phenol
4-hydroxymethyl-2,6-di-t-butylphenol
Benzenemethanol, 4-hydroxy-3,5-di-tert-butyl
BHTBzOH
4-HMDBP
4-hydroxymethyl-2,6-di-tertbutylphenol
MFCD00017254
SCHEMBL42656
CHEMBL225220
MSK2323
CHEBI:173703
Tox21_200631
NSC159133
AKOS000249317
FD70466
CAS-88-26-6
2,6-di-tert.butyl-4-hydroxymethylphenol
NCGC00248772-01
NCGC00258185-01
3,5-ditert.butyl-4-hydroxybenzyl alcohol
AS-69598
MSK2323-1000
2, 6-Di-tert-butyl-4-hydroxymethylphenol
4-hydroxymethyl-2,6-di-tert-butyl phenol
Benzyl alcohol,5-di-tert-butyl-4-hydroxy-
DB-057052
2, 6-Di-tert-butyl-4-(hydroxymethyl)phenol
3,5-Di-tert-butyl-4-hydroxy-Benzyl alcohol
4-hydroxy-3,5-di-tert-butyl-benzyl alcohol
CS-0204438
D1480
NS00015217
1ST2323-1000
Benzenemethanol, 4-hydroxy-3,5-di-tert.-butyl
3,5-Di-tert-butyl-4-hydroxybenzyl alcohol, 8CI
3,5-Di-tert-butyl-4-hydroxybenzyl alcohol, 97%
3,5-bis(1,1-dimethylethyl)-4-hydroxy-benzenemethanol
Benzenemethanol,5-bis(1,1-dimethylethyl)-4-hydroxy-
Q27258951
3,5-Bis(1,1-dimethylethyl)-4-hydroxybenzenemethanol, 9CI
3,5-Di-tert-butyl-4-hydroxybenzyl alcohol Solution in Methanol, 1000?g/mL
3,5-Di-tert-butyl-4-hydroxybenzyl alcohol Solution in Methanol, 1000mug/mL