Butylated hydroxytoluene

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; 2,6 ditertiary-butyl-4-methyl phenol; DBPC; BHT; E321; AO-29; Avox BHT; Antioxidant 264; Additin RC 7110; Dibutylated hydroxytoluene; 4-Methyl-2,6-di-tert-butyl phenol; 3,5-(Dimethylethyl)-4-hydroxytoluene;
Identifiers
CAS Number	128-37-0 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:34247 ;
ChEMBL	ChEMBL146 ;
ChemSpider	13835296 ;
ECHA InfoCard	100.004.439
EC Number	204-881-4;
E number	E321 (antioxidants, ...)
KEGG	D02413 ;
PubChem CID	31404;
RTECS number	GO7875000;
UNII	1P9D0Z171K ;
CompTox Dashboard (EPA)	DTXSID2020216 ;
	InChI 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 Key: NLZUEZXRPGMBCV-UHFFFAOYSA-N ; 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
Chemical formula	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)
Solubility in water	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:
Pictograms
Signal word	Warning
Hazard statements	H410
Precautionary statements	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). verify (what is ?) Infobox references

Butylated hydroxytoluene (BHT), also known as dibutylhydroxytoluene, is a lipophilic organic compound, chemically a derivative of phenol, that is useful for its antioxidant properties.^[7] 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.

^ KEMI Anställd [KEMI Staff] (1994). "Teknisk beskrivning av ämnet—2,6-Bis(tert-butyl)-4-metylfenol 1994 [Information on substances—2,6-Bis(tert-butyl)-4-methylphenol 1994]" (in Swedish and English). Sundyberg, SE: KEMI [Swedish Chemicals Agency]. Archived from the original on 11 August 2011. Retrieved 14 March 2020. Vattenlöslighet: 1,1 mg/L (20 °C) [Water solubility: 1.1 mg/L (20 °C)]
^ "2,6-di-tert-butyl-4-methylphenol". www.chemsrc.com.
^ ^a ^b ^c ^d NIOSH Pocket Guide to Chemical Hazards. "#0246". National Institute for Occupational Safety and Health (NIOSH).
^ ^a ^b ^c "ICSC 0841 - BUTYLATED HYDROXYTOLUENE". www.inchem.org. March 1999.
^ "Safety data for 2,6-di-tert-butyl-p-cresol". ptcl.chem.ox.ac.uk. Archived from the original on 21 June 2002. Retrieved 17 January 2022.
^ Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health
^ Yehye WA, Rahman NA, Ariffin A, Abd Hamid SB, Alhadi AA, Kadir FA, Yaeghoobi M (28 August 2015). "Understanding the Chemistry Behind the Antioxidant Activities of Butylated Hydroxytoluene (BHT): A Review". Eur. J. Med. Chem. 101: 295–312. doi:10.1016/j.ejmech.2015.06.026. PMID 26150290.

[1] KEMI Anställd [KEMI Staff] (1994). "Teknisk beskrivning av ämnet—2,6-Bis(tert-butyl)-4-metylfenol 1994 [Information on substances—2,6-Bis(tert-butyl)-4-methylphenol 1994]" (in Swedish and English). Sundyberg, SE: KEMI [Swedish Chemicals Agency]. Archived from the original on 11 August 2011. Retrieved 14 March 2020. Vattenlöslighet: 1,1 mg/L (20 °C) [Water solubility: 1.1 mg/L (20 °C)]

[chemsrc-2] "2,6-di-tert-butyl-4-methylphenol". www.chemsrc.com.

[PGCH-3] NIOSH Pocket Guide to Chemical Hazards. "#0246". National Institute for Occupational Safety and Health (NIOSH).

[inchem-4] "ICSC 0841 - BUTYLATED HYDROXYTOLUENE". www.inchem.org. March 1999.

[5] "Safety data for 2,6-di-tert-butyl-p-cresol". ptcl.chem.ox.ac.uk. Archived from the original on 21 June 2002. Retrieved 17 January 2022.

[GESTIS-6] Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health

[7] Yehye WA, Rahman NA, Ariffin A, Abd Hamid SB, Alhadi AA, Kadir FA, Yaeghoobi M (28 August 2015). "Understanding the Chemistry Behind the Antioxidant Activities of Butylated Hydroxytoluene (BHT): A Review". Eur. J. Med. Chem. 101: 295–312. doi:10.1016/j.ejmech.2015.06.026. PMID 26150290.

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