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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-methyl-phenol
State
State

This compound is typically found as a crystalline solid at room temperature. It is insoluble in water but soluble in organic solvents such as alcohol and acetone.

Melting point (Celsius)
69.80
Melting point (Kelvin)
342.95
Boiling point (Celsius)
265.00
Boiling point (Kelvin)
538.15
General information
Molecular weight
220.35g/mol
Molar mass
220.3500g/mol
Density
1.0480g/cm3
Appearence

Butylated hydroxytoluene (BHT) appears as a white crystalline solid or powder. It is known for its high stability and is commonly used as an antioxidant in various applications.

Comment on solubility

Solubility of 2,6-Di-tert-butyl-4-methyl-phenol

2,6-Di-tert-butyl-4-methyl-phenol, often abbreviated as BHT, exhibits interesting characteristics in terms of solubility:

  • This compound is moderately soluble in organic solvents such as ethanol and acetone.
  • However, it is sparingly soluble in water due to its large hydrophobic tert-butyl groups.
  • Its solubility can significantly influence its behavior in various applications, particularly in food and cosmetic industries where it acts as an antioxidant.

To summarize, BHT's solubility can be characterized as follows:

  1. Soluble in: Organic solvents (e.g., ethanol, acetone)
  2. Insoluble in: Water

As noted in many studies, the extent of solubility is crucial for its effectiveness; "the right solubility can make or break a compound's utility in real-world applications."

This balance between solubility and hydrophobicity is essential for predicting how 2,6-di-tert-butyl-4-methyl-phenol will perform under different conditions, making solubility a vital factor to consider.

Interesting facts

Interesting Facts About 2,6-Di-tert-butyl-4-methyl-phenol

2,6-Di-tert-butyl-4-methyl-phenol, commonly known as BHT (Butylated Hydroxytoluene), is a fascinating compound with a range of important applications and properties.

Antioxidant Properties

One of the standout features of BHT is its role as an antioxidant. It helps protect various substances from oxidation, which can lead to spoilage and degradation. Here are some notable aspects:

  • Food Preservation: BHT is commonly used in processed foods to extend shelf life by preventing rancidity.
  • Industrial Application: It serves as an antioxidant in petroleum products and lubricants, enhancing their durability.
  • Cosmetics: BHT is found in some cosmetic formulations to prevent the oxidation of oils and fats.

Unique Chemical Structure

The chemical structure of BHT contributes to its effectiveness as an antioxidant. With multiple tert-butyl groups, it provides steric hindrance that stabilizes the phenolic structure. This stability is essential for its function in both food and industrial applications.

Controversial Usage

Despite its widespread use, some studies have raised concerns about BHT's safety. Here are a few points of discussion:

  • Health Implications: There have been debates regarding its potential health effects, although regulatory bodies have deemed it safe in moderate amounts.
  • Environmental Concerns: Its persistence in the environment raises questions about long-term ecological impacts.

Quote from the Field

As researcher and author Dr. J. H. Kim once stated, "'The dual nature of BHT as both a protector and potential risk highlights the necessity of ongoing research in toxicology.'" This underscores the importance of balancing benefits and risks in chemical usage.

In conclusion, 2,6-Di-tert-butyl-4-methyl-phenol remains a compound of considerable interest in both scientific and industrial circles. Its antioxidant capabilities, although not without controversy, continue to be invaluable in the preservation of products we use daily.

Synonyms
2,6-Di-tert-butyl-4-methylphenol
128-37-0
2,6-Di-tert-butyl-p-cresol
Butylhydroxytoluene
2,6-Di-t-butyl-4-methylphenol
Ionol
DBPC
Stavox
Impruvol
Ionol CP
Dalpac
Deenax
Ionole
Kerabit
Topanol
Vianol
Antioxidant KB
Phenol, 2,6-bis(1,1-dimethylethyl)-4-methyl-
Antioxidant 4K
Sumilizer BHT
Topanol O
Topanol OC
Vanlube PC
Antioxidant 29
Antioxidant 30
Antioxidant DBPC
Sustane BHT
Tenamene 3
Vanlube PCX
2,6-ditert-butyl-4-methylphenol
Nonox TBC
Tenox BHT
Chemanox 11
Agidol
Catalin CAO-3
Ionol 1
Advastab 401
Ionol (antioxidant)
BUKS
Parabar 441
Paranox 441
Antrancine 8
Vulkanox KB
Catalin antioxydant 1
2,6-Di-tert-butyl-4-cresol
2,6-Bis(1,1-dimethylethyl)-4-methylphenol
Antioxidant MPJ
Antioxidant 4
Toxolan P
Alkofen BP
AO 4K
CAO 1
CAO 3
Swanox BHT
Antox QT
Tenamen 3
Agidol 1
Antioxidant 264
Bht (food grade)
FEMA No. 2184
o-Di-tert-butyl-p-methylphenol
Antioxidant T 501
Nocrac 200
AO 29
NCI-C03598
2,6-Di-tert-butyl-1-hydroxy-4-methylbenzene
2,6-Di-tert-butyl-p-methylphenol
2,6-DI-T-BUTYL-P-CRESOL
4-Methyl-2,6-di-tert-butylphenol
2,6-Di-terc.butyl-p-kresol
Dbpc (technical grade)
4-Hydroxy-3,5-di-tert-butyltoluene
Butylhydroxytoluenum
AOX 4K
Butylohydroksytoluenu
Dibutylhydroxytoluene
AOX 4
4-Methyl-2,6-di-terc. butylfenol
1-Hydroxy-4-methyl-2,6-di-tert-butylbenzene
Popol
DTXSID2020216
BHT 264
E321
NSC-6347
2,6-Di-tert-butyl-4-hydroxytoluene
EPA Pesticide Chemical Code 022105
2,6-ditertiary-butyl-p-cresol
INS NO.321
CHEBI:34247
2,6-Di-tert-butyl-4-methylhydroxybenzene
INS-321
1P9D0Z171K
Methyldi-tert-butylphenol
DTXCID20216
E-321
FEMA 2184
NSC6347
204-881-4
4-Methyl-2,6-ditertbutylphenol
di-tert-butyl-methylphenol
Di tert butyl methylphenol
2,6 Di tert butyl p cresol
4 Methyl 2,6 ditertbutylphenol
2,6 Di t butyl 4 methylphenol
2,6 Di tert butyl 4 methylphenol
4-methyl-2,6-di-tert-butyl phenol
RefChem:6398
BHT 1506
IONOL 220
BHT
Dibunol
3,5-Di-tert-butyl-4-hydroxytoluene
Di-tert-butyl-p-cresol
MFCD00011644
Ional
Di-tert-butyl-p-methylphenol
2,6-ditert-butyl-4-methyl-phenol
4-Methyl-2,6-tert-butylphenol
Butyl hydroxy toluene
P 21
Bht(food grade)
2,6-Di-tert-butyl-4-methyl-phenol
Di-tert-butylcresol
Dbpc(technical grade)
p-Cresol, 2,6-di-tert-butyl-
CHEMBL146
2,6-di-tert-butyl-4-methyl phenol
2,6-bis(tert-butyl)-4-methylphenol
Phenol, 2,6-di-tert-butyl-4-methyl-
NCGC00091761-03
Tonarol
Caswell No. 291A
Annulex BHT
CAS-128-37-0
CCRIS 103
Butylohydroksytoluenu [Polish]
Ionol CP-antioxidant
Di-tert-butyl-p-cresol (VAN)
HSDB 1147
NSC 6347
EINECS 204-881-4
2,6-Di-terc.butyl-p-kresol [Czech]
UNII-1P9D0Z171K
AI3-19683
2,6-DI(TERT-BUTYL-D9)-4-METHYLPHENOL-3,5,O-D3
4-Methyl-2,6-di-terc. butylfenol [Czech]
Lowinox BHT
Nipanox BHT
BHT Swanox
BHT, food grade
4-Methyl-2,6-di-t-butyl-phenol
Ionol BHT
Ralox BHT
2, food grade
3IM
Dibutyl-para-cresol
Spectrum_001790
SpecPlus_000768
Spectrum3_001849
Spectrum5_001612
Hydagen DEO (Salt/Mix)
BHT [FCC]
EC 204-881-4
2,6-di-Butyl-para-cresol
2.6-di-t-butyl-p-cresol
SCHEMBL3950
2,6-ditert-butyl-p-cresol
p-Cresol,6-di-tert-butyl-
Di-tert-Butylparamethylphenol
BSPBio_003238
KBioSS_002281
2,6-di-tert.butyl-p-cresol
Di-tert-Butyl-4-methylphenol
MLS000069425
BIDD:ER0031
DivK1c_006864
SCHEMBL303816
SCHEMBL434782
SPECTRUM1600716
2,6-bis-tert-butyl-p-cresol
2,6-di-tert-butyl-paracresol
2,6-di-tert. butyl-p-cresol
2,6-di-tert.-butyl-p-cresol
orb1310154
SCHEMBL1895551
2,6-di-tert-butyl-para-cresol
2,6-di-tert-Butyl-methylphenol
2,6-ditertbutyl-4-methylphenol
2,6-di-t butyl-4-methylphenol
2.6-di-t-butyl-4-methylphenol
HY-Y0172R
KBio1_001808
KBio2_002280
KBio2_004848
KBio2_007416
KBio3_002738
2,6-di-tert-butyl-4-methylenol
2,6-di-tert-butyl-4methylphenol
2,6-di-tert-butyl4-methylphenol
2,6-di-tertbutyl-4-methylphenol
2,6-ditert.butyl-4-methylphenol
MSK2302
2,6-Di(tert-butyl)hydroxytoluene
18 - Anti-oxidants in copra oil
2,6-di(t-butyl)-4-methylphenol
2,6-di-t- butyl-4-methylphenol
2,6-di-t-butyl 4-methyl phenol
2,6-di-t-butyl-4-methyl phenol
2,6-di-t-butyl-4-methyl-phenol
3,5-di-t-butyl-4-hydroxytoluene
HMS2091E21
HMS2231M22
HMS3369G17
HMS3750M21
HMS5085C10
Pharmakon1600-01600716
2,1-dimethylethyl)-4-methylphenol
2,6-di-tert-butyl 4-methylphenol
2,6-di-tert-butyl-4 methylphenol
2,6-di-tert-butyl4-methyl phenol
2,6-di-tert.butyl-4-methylphenol
2,6-ditert.-butyl-4-methylphenol
2.6-di-tert-butyl-4-methylphenol
4-methyl-2,6-di-tert.butylphenol
Butylated hydroxytoluene (Standard)
2,6-di-ter-butyl-4-methyl-phenol
2,6-Di-tert.-Butyl4-methylphenol
2,6-ditertiarybutyl-4-methylphenol
2.6-di- t-butyl- 4-methylphenol
HY-Y0172
STR04334
2,6 -di-tert-butyl-4-methylphenol
2,6-di(tert-butyl)-4-methylphenol
2,6-Di-tert-butyl-p-cresol, 8CI
2,6-di-tert.-butyl-4-methylphenol
Tox21_113537
Tox21_201093
Tox21_303408
2,6-di-tert-butyl-p-cresol (BHT)
2,6-Di-tert-butyl-para-methylphenol
BDBM50079507
NSC759563
s6202
SBB040854
STL277184
2,6-di-tert. butyl-4-methyl phenol
2,6-Di-(tert-butyl)-4-methylphenol
AKOS000269037
Tox21_113537_1
CCG-207937
CS-W020053
FD22551
NSC-759563
NCGC00091761-01
NCGC00091761-02
NCGC00091761-04
NCGC00091761-05
NCGC00091761-06
NCGC00091761-07
NCGC00257275-01
NCGC00258645-01
AC-10553
BUTYLHYDROXYTOLUENE [EP MONOGRAPH]
DA-51483
MSK2302-1000
SMR000059076
2,6-Di-tert-butyl-4-methylphenol (BHT)
2,6-Di-tert-butyl-4-methylphenol, 99%
BUTYLHYDROXYTOLUENUM [WHO-IP LATIN]
SBI-0052890.P002
2,6-Di-tert-butyl-4-methylphenol, >=99%
D0228
NS00010740
Phenol,6-bis(1,1-dimethylethyl)-4-methyl-
ST50214443
2,6-bis-(1,1-dimethylethyl)-4-methylphenol
4-Methyl-2,6- di(1,1-dimethylethyl)phenol
4-METHYL-2,6-DITERTIARY-BUTYL-PHENOL
EN300-52982
PK04_181024
2,6-Di-tert-butyl-1-hydroxy-4-methyl benzene
D02413
D77866
MLS-0146297.0001
AB00053233_09
Phenol, 3,5-bis(1,1-dimethylethyl)-4-methyl-
2,6-Bis(1,1-dimethylethyl)-4-methylphenol, 9CI
2,6-Di-tert-butyl-4-methylphenol, puriss., 99%
AC-907/25014329
F223189
Q221945
SR-01000735918
SR-01000735918-2
9FC4DFC8-480D-487C-A74A-2EC9EECE92C4
BENZENE,1,3-DITERT.BUTYL,2-HYDROXY,5-METHYL
BRD-K53153417-001-01-3
BRD-K53153417-001-06-2
BRD-K53153417-001-10-4
F0001-0395
Z764922868
2,6-Di-tert-butyl-4-methylphenol, purum, >=99.0% (GC)
WLN: 1X1 & 1 & R BQ E1 CX1 & 1 & 1
2,6-Di-tert-butyl-4-methylphenol, >=99.0% (GC), powder
2,6-Di-tert-butyl-4-methylphenol, SAJ first grade, >=99.0%
2,6-Di-tert-butyl-4-methylphenol, tested according to Ph.Eur.
3,5-Di-tert-4-butylhydroxytoluene (BHT), analytical standard
2,6-Di-tert-butyl-4-methylphenol 1000 microg/mL in Acetonitrile
2,6-Di-tert-butyl-4-methylphenol Solution in Methanol, 1000?g/mL
Butylhydroxytoluene, European Pharmacopoeia (EP) Reference Standard
2,6-Bis(1,1-dimethylethyl)-4-methylphenol;BHT;Butylated hydroxytoluene
2,6-Di-tert-butyl-4-methylphenol, certified reference material, TraceCERT(R)
2,6-DI-TERT-BUTYL-P-CRESOL2,6-BIS(1,1-DIMETHYLETHYL)-4-METHYL-PHENOL
InChI=1/C15H24O/c1-10-8-11(14(2,3)4)13(16)12(9-10)15(5,6)7/h8-9,16H,1-7H