Butylated hydroxyanisole

Butylated hydroxyanisole (BHA) is a synthetic, waxy, solid petrochemical. Its antioxidant properties have caused it to be widely used as a preservative in food, food packaging, animal feed, cosmetics, pharmaceuticals, rubber, and petroleum products. BHA has been used in food since around 1947.

Butylated hydroxyanisole
Names
Preferred IUPAC name
2-tert-Butyl-4-methoxyphenol and 3-tert-butyl-4-methoxyphenol (mixture)
Other names
  • 2-tert-Butyl-4-hydroxyanisole and 3-tert-butyl-4-hydroxyanisole (mixture)
  • BOA
  • BHA
  • tert-Butyl-4-hydroxyanisole
  • (1,1-Dimethylethyl)-4-methoxyphenol
  • tert-Butyl-4-methoxyphenol
  • Antioxyne B
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.042.315
E number E320 (antioxidants, ...)
PubChem CID
UNII
  • InChI=1S/2C11H16O2/c1-11(2,3)9-7-8(13-4)5-6-10(9)12;1-11(2,3)9-7-8(12)5-6-10(9)13-4/h2*5-7,12H,1-4H3 Y
    Key: CZBZUDVBLSSABA-UHFFFAOYSA-N Y
  • InChI=1/2C11H16O2/c1-11(2,3)9-7-8(13-4)5-6-10(9)12;1-11(2,3)9-7-8(12)5-6-10(9)13-4/h2*5-7,12H,1-4H3
    Key: CZBZUDVBLSSABA-UHFFFAOYAZ
SMILES
  • O(c1ccc(O)cc1C(C)(C)C)C.O(c1ccc(O)c(c1)C(C)(C)C)C
Properties
C11H16O2
Molar mass 180.247 g/mol
Appearance Waxy solid
Density 1.0587 g/cm3 at 20 °C
Melting point 48 to 55 °C (118 to 131 °F; 321 to 328 K)
Boiling point 264 to 270 °C (507 to 518 °F; 537 to 543 K)
Insoluble in water
Solubility Freely soluble in ethanol, methanol, propylene glycol; soluble in fats and oils
Refractive index (nD)
1.5303 at 589.3 nm
Related compounds
Related compounds
Butylated hydroxytoluene
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references
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