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14665-80-6

14665-80-6

Identification

Synonyms:1,3-di-tert-butyl-5-isopropylbenzene

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Relevant articles and documentsAll total 3 Articles be found

Preparation method of 3,5-di-tert-butylphenol

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Paragraph 0028-0029; 0032-0034; 0038-0039; 0043-0044; 0048, (2018/09/08)

The invention relates to the field of organic synthesis, in particular to a preparation method of 3,5-di-tert-butylphenol.The method comprises the following steps of (1) adding 1,3-di-tert-butylbenzene and aluminum trichloride into an organic solvent; performing stirring; adding isopropanol and boron trifluoride diethyl etherate complexes; performing heating and stirring; (2) performing liquid separation and organic phase rectification; (3) adding 1,3-di-tert-butyl-5-isopropyl benzene, benzotrifluoride, N-hydroxyphthalimide, azodiisobutyronitrile and sodium carbonate into a reaction bottle; performing heating and stirring; (4) adding dilute sulphuric acid into reaction liquid obtained in the step (3); performing heating stirring, and still standing layering; performing organic phase rectification and drying; then, obtaining a 3,5-di-tert-butylphenol product. The preparation method provided by the invention has the advantages that the reaction conditions are mild; the preparation process is simple; the product yield is high.

Palladium(0)-catalyzed intermolecular amination of unactivated Csp 3-H bonds

Pan, Jun,Su, Mingjuan,Buchwald, Stephen L.

supporting information; experimental part, p. 8647 - 8651 (2011/11/06)

Filling out the space: The title reaction of unactivated Csp3-H bonds using aryl amines as the nitrogen source is disclosed (see scheme; dba=dibenzylideneacetone, Tf=trifluoromethanesulfonyl). Either the C-N cross-coupling product or the C-H am

Remote steric effects on the disproportionation / recombination ratio of cumyl radicals

Kopecky, Karl R.,Yeung, Mei-Yuk

, p. 374 - 376 (2007/10/02)

The disproportionation / combination ratio in the reaction between two 3,5-di-tert-butylcumyl radicals, generated by thermolysis of the corresponding diazene, is 0.21 +/- 0.03 at 60 deg C in benzene.This is much larger than the value of 0.06 found for the unsubstituted cumyl radicals.It is suggested that the tert-butyl groups hinder the formation of a parallel association complex, which has been proposed to account for the much smaller amount of disproportionation in the reaction between benzylic radicals as compared with alkyl radicals.

Process route upstream and downstream products

Process route

2-(3,5-di-tert-butylphenyl)propene
14711-06-9

2-(3,5-di-tert-butylphenyl)propene

1,3-di-tert-butyl-5-isopropylbenzene
14665-80-6

1,3-di-tert-butyl-5-isopropylbenzene

Conditions
Conditions Yield
With hydrogen; palladium on activated charcoal; In ethanol;
86%
With hydrogen; palladium on activated charcoal; In ethanol; Ambient temperature;
With hydrogen; nickel;
1,3-di-tert-butylbenzene
1014-60-4

1,3-di-tert-butylbenzene

isopropyl alcohol
67-63-0,8013-70-5

isopropyl alcohol

1,3-di-tert-butyl-5-isopropylbenzene
14665-80-6

1,3-di-tert-butyl-5-isopropylbenzene

Conditions
Conditions Yield
1,3-di-tert-butylbenzene; With aluminum (III) chloride; phosphoric acid; In Petroleum ether; at 20 - 25 ℃; for 0.333333h; Sonication;
isopropyl alcohol; With boron trifluoride diethyl etherate; In Petroleum ether; at 80 ℃; for 3h; Temperature;
2-(3,5-di-tert-butylphenyl)-2-(dimethylamino)propane
116916-09-7

2-(3,5-di-tert-butylphenyl)-2-(dimethylamino)propane

1,3-di-tert-butyl-5-isopropylbenzene
14665-80-6

1,3-di-tert-butyl-5-isopropylbenzene

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: 93 percent / m-chloroperbenzoic acid / CHCl3 / 3 h / 0 deg C to R.T.
2: 86 percent / hydrogen / palladium on carbon / ethanol
With hydrogen; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In ethanol; chloroform;
2-(3,5-Di-tert-butylphenyl)-2-propanol
14665-97-5

2-(3,5-Di-tert-butylphenyl)-2-propanol

1,3-di-tert-butyl-5-isopropylbenzene
14665-80-6

1,3-di-tert-butyl-5-isopropylbenzene

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: H3PO4 / 30 Torr
2: H2 / Pd-C / ethanol / Ambient temperature
With phosphoric acid; hydrogen; palladium on activated charcoal; In ethanol;
Multi-step reaction with 2 steps
1: HCl / Heating
2: H2 / PtO2 / methanol
With hydrogenchloride; hydrogen; platinum(IV) oxide; In methanol;
Methyl-(α,α-dimethyl-3,5-di-tert.-butyl-benzyl)-ether
14665-98-6

Methyl-(α,α-dimethyl-3,5-di-tert.-butyl-benzyl)-ether

1,3-di-tert-butyl-5-isopropylbenzene
14665-80-6

1,3-di-tert-butyl-5-isopropylbenzene

Conditions
Conditions Yield
With hydrogen; platinum(IV) oxide; In methanol;
1-bromo-3,5-di-tert-butylbenzene
22385-77-9

1-bromo-3,5-di-tert-butylbenzene

isopropyl zinc bromide
77047-87-1

isopropyl zinc bromide

1,3-di-tert-butyl-5-propylbenzene

1,3-di-tert-butyl-5-propylbenzene

1,3-di-tert-butyl-5-isopropylbenzene
14665-80-6

1,3-di-tert-butyl-5-isopropylbenzene

Conditions
Conditions Yield
With 2′-(dicyclohexylphophanyl)-N2,N2,N6,N6-tetramethyl[1,1′-biphenyl]-2,6-diamine; palladium diacetate; In tetrahydrofuran; at 0 - 20 ℃; for 2h; Inert atmosphere;
bis<1-(3,5-di-tert-butylphenyl)-1-methylethyl>diazine
116916-07-5

bis<1-(3,5-di-tert-butylphenyl)-1-methylethyl>diazine

2-(3,5-di-tert-butylphenyl)propene
14711-06-9

2-(3,5-di-tert-butylphenyl)propene

1,3-di-tert-butyl-5-isopropylbenzene
14665-80-6

1,3-di-tert-butyl-5-isopropylbenzene

Conditions
Conditions Yield
In benzene-d6; at 60 ℃; for 12h; Product distribution; in a sealed nmr tube; determination of the disproportionation / combination ratio;
1,3-di-tert-butyl-5-isopropylbenzene
14665-80-6

1,3-di-tert-butyl-5-isopropylbenzene

1,3-di-tert-butyl-5-isopropylbenzene peroxide

1,3-di-tert-butyl-5-isopropylbenzene peroxide

Conditions
Conditions Yield
With N-hydroxyphthalimide; 2,2'-azobis(isobutyronitrile); sodium carbonate; at 40 ℃; for 15h; Temperature;
1,3-di-tert-butyl-5-isopropylbenzene
14665-80-6

1,3-di-tert-butyl-5-isopropylbenzene

2-bromo-1,5-di-tert-butyl-3-isopropylbenzene
16358-73-9

2-bromo-1,5-di-tert-butyl-3-isopropylbenzene

Conditions
Conditions Yield
With trimethyl phosphite; bromine; at 70 ℃; for 14h; Inert atmosphere;
50%
1,3-di-tert-butyl-5-isopropylbenzene
14665-80-6

1,3-di-tert-butyl-5-isopropylbenzene

N-(2-(3-(tert-butyl)-5-isopropylphenyl)-2-methylpropyl)aniline
1334501-55-1

N-(2-(3-(tert-butyl)-5-isopropylphenyl)-2-methylpropyl)aniline

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: trimethyl phosphite; bromine / 14 h / 70 °C / Inert atmosphere
2: tris-(dibenzylideneacetone)dipalladium(0); 1,3-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazolium tetrafluoroborate; sodium t-butanolate / toluene / 4 h / 110 °C / Inert atmosphere
With trimethyl phosphite; tris-(dibenzylideneacetone)dipalladium(0); 1,3-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazolium tetrafluoroborate; bromine; sodium t-butanolate; In toluene;

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