Octyl gallate

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
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 100.012.594
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:
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).
N verify (what is YN ?)
Infobox references

Properties

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

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
  1. Octyl gallate at chemicalland21.com
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