Chemistry:2,4-Dimethyl-6-tert-butylphenol

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2,4-Dimethyl-6-tert-butylphenol
2,4-Dimethyl-6-tert-butylphenol Structural Formula V1.svg
Names
Preferred IUPAC name
2-tert-Butyl-4,6-dimethylphenol
Other names
2,4-Dimethyl-6-tert-butylphenol
6-tert-Butyl-2,4-dimethylphenol
2-(tert-Butyl)-4,6-dimethylphenol
2-tert-Butyl-4,6-dimethyl phenol
6-t-Butyl-2,4-xylenol
2-(1,1-Dimethylethyl)-4,6-dimethyl-phenol
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
EC Number
  • 217-533-1
UNII
UN number 2430
Properties
C12H18O
Melting point 21 to 23 °C (70 to 73 °F; 294 to 296 K)
Boiling point 248 to 249 °C (478 to 480 °F; 521 to 522 K)
Hazards
GHS pictograms GHS06: ToxicGHS07: HarmfulGHS08: Health hazardGHS09: Environmental hazard
GHS Signal word Danger
H301, H302, H310, H315, H319, H373, H411
P260, P262, P264, P270, P273, P280, P301+310, P301+312, P302+350, P302+352, P305+351+338, P310, P314, P321, P322, P330, P332+313, P337+313, P361, P362, P363, P391, P405, 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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Infobox references

2,4-Dimethyl-6-tert-butylphenol is the organic compound with the formula Me2(tert-Bu)C6H2OH (Me = methyl, tert-Bu = tertiary butyl). It is a colorless oil that is classified as an alkylated phenol.[1]

Preparation, reactions, uses

It is used as an antioxidant, e.g. to prevent gumming in fuels, and as an ultraviolet stabilizer. It is used in jet fuels, gasolines, and avgas.

It is prepared by alkylation of xylenol with isobutylene. This alkylation provides a means to separate 2,4-xylenol from 2,5-xylenol since 2,4-dimethyl-6-tert-butylphenol is insoluble in 10% NaOH but 2,5-dimethyl-6-tert-butylphenol is soluble. Subsequent to separation, the tert-butyl group can be removed in strong acid.[1]

Tradenames

One of its trade names is Topanol A. It is found in antioxidant mixtures AO-30, AO-31, AO-32, IONOL K72, IONOL K78, IONOL K98, and others.

See also

References