Butylated hydroxytoluene

Butylated hydroxytoluene (BHT), also known as dibutylhydroxytoluene, is a lipophilic organic compound, chemically a derivative of phenol, that is useful for its antioxidant properties. BHT is widely used to prevent free radical-mediated oxidation in fluids (e.g. fuels, oils) and other materials, and the regulations overseen by the U.S. F.D.A.—which considers BHT to be "generally recognized as safe"—allow small amounts to be added to foods. Despite this, and the earlier determination by the National Cancer Institute that BHT was noncarcinogenic in an animal model, societal concerns over its broad use have been expressed. BHT has also been postulated as an antiviral drug, but as of December 2022, use of BHT as a drug is not supported by the scientific literature and it has not been approved by any drug regulatory agency for use as an antiviral.

Butylated hydroxytoluene
Names
Preferred IUPAC name
2,6-Di-tert-butyl-4-methylphenol
Other names
  • 2,6-Di-tert-butyl-p-cresol
  • 2,6-DI-tert-butyl-4-methylphenol
  • 3,5-Di-tert-butyl-4-hydroxytoluene
  • DBPC
  • BHT
  • E321
  • AO-29
  • Avox BHT
  • Additin RC 7110
  • Dibutylated hydroxytoluene
  • 4-Methyl-2,6-di-tert-butyl phenol
  • 3,5-(Dimethylethyl)-4-hydroxytoluene
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.004.439
EC Number
  • 204-881-4
E number E321 (antioxidants, ...)
KEGG
PubChem CID
RTECS number
  • GO7875000
UNII
  • InChI=1S/C15H24O/c1-10-8-11(14(2,3)4)13(16)12(9-10)15(5,6)7/h8-9,16H,1-7H3 Y
    Key: NLZUEZXRPGMBCV-UHFFFAOYSA-N Y
  • InChI=1/C15H24O/c1-10-8-11(14(2,3)4)13(16)12(9-10)15(5,6)7/h8-9,16H,1-7H3
    Key: NLZUEZXRPGMBCV-UHFFFAOYAU
SMILES
  • CC(C)(C)c1cc(C)cc(c1O)C(C)(C)C
Properties
C15H24O
Molar mass 220.356 g/mol
Appearance White to yellow powder
Odor Slight, phenolic
Density 1.048 g/cm3
Melting point 70 °C (158 °F; 343 K)
Boiling point 265 °C (509 °F; 538 K)
1.1 mg/L (20 °C)
log P 5.32
Vapor pressure 0.01 mmHg (20 °C)
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Flammable
GHS labelling:
Warning
H410
P273, P391, P501
NFPA 704 (fire diamond)
2
1
0
Flash point 127 °C (261 °F; 400 K)
Lethal dose or concentration (LD, LC):
LD50 (median dose)
> 2,000 mg/kg (dermal, rat)
NIOSH (US health exposure limits):
PEL (Permissible)
None
REL (Recommended)
TWA 10 mg/m3
IDLH (Immediate danger)
N.D.
Safety data sheet (SDS)
Related compounds
Related compounds
Butylated hydroxyanisole
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
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