Octyl gallate is the ester of 1-octanol and gallic acid. As a food additive, it is used under the E number E311 as an antioxidant and preservative.

Octyl gallate
Structural formula of octyl gallate
Space-filling model of the octyl gallate molecule
Names
Preferred IUPAC name
Octyl 3,4,5-trihydroxybenzoate
Other names
E311; Progallin O; n-Ocyl gallate; Stabilizer GA-8; Gallic acid octyl ester; 3,4,5-Trihydroxybenzoic acid octyl ester
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.012.863 Edit this at Wikidata
EC Number
  • 213-853-0
E number E311 (antioxidants, ...)
UNII
  • InChI=1S/C15H22O5/c1-2-3-4-5-6-7-8-20-15(19)11-9-12(16)14(18)13(17)10-11/h9-10,16-18H,2-8H2,1H3 ☒N
    Key: NRPKURNSADTHLJ-UHFFFAOYSA-N ☒N
  • InChI=1/C15H22O5/c1-2-3-4-5-6-7-8-20-15(19)11-9-12(16)14(18)13(17)10-11/h9-10,16-18H,2-8H2,1H3
    Key: NRPKURNSADTHLJ-UHFFFAOYAL
  • CCCCCCCCOC(=O)C1=CC(=C(C(=C1)O)O)
Properties
C15H22O5
Molar mass 282.336 g·mol−1
Appearance White solid[1]
Melting point 98 to 101 °C (208 to 214 °F; 371 to 374 K)[1]
Hazards
GHS labelling:
GHS07: Exclamation mark
Warning
H302, H317
P261, P264, P270, P272, P280, P301 P312, P302 P352, P321, P330, P333 P313, P363, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Properties

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Octyl gallate is a white powder with a characteristic odor. It is very slightly soluble in water and soluble in alcohol. Its solubility in lard is 1.1%. Octyl gallate darkens in the presence of iron.

Uses

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This antioxidant is used in numerous pharmaceutical, cosmetic, and food products; such as soaps, shampoos, shaving soaps, skin lotions, deodorants, margarine, and peanut butter.

It is a synergistic antioxidant with butylated hydroxytoluene (BHT) and butylated hydroxyanisole (BHA).

References

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  1. ^ a b Octyl gallate at chemicalland21.com