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88-60-8

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88-60-8 Usage

Synthesis Reference(s)

Tetrahedron Letters, 31, p. 6977, 1990 DOI: 10.1016/S0040-4039(00)97220-4

General Description

A clear colorless liquid. Flash point 116°F. Melting point 74°F. Less dense than water and insoluble in water. Used as a disinfectant, to make rubber, as a lubricating oil additive, and for many other uses.

Air & Water Reactions

Flammable. Insoluble in water.

Reactivity Profile

Phenols, such as 6-tert-Butyl-m-cresol, do not behave as organic alcohols, as one might guess from the presence of a hydroxyl (-OH) group in their structure. Instead, they react as weak organic acids. Phenols and cresols are much weaker as acids than common carboxylic acids (phenol has Ka = 1.3 x 10^[-10]). These materials are incompatible with strong reducing substances such as hydrides, nitrides, alkali metals, and sulfides. Flammable gas (H2) is often generated, and the heat of the reaction may ignite the gas. Heat is also generated by the acid-base reaction between phenols and bases. Such heating may initiate polymerization of the organic compound. Phenols are sulfonated very readily (for example, by concentrated sulfuric acid at room temperature). The reactions generate heat. Phenols are also nitrated very rapidly, even by dilute nitric acid.

Health Hazard

Inhalation or contact with material may irritate or burn skin and eyes. Fire may produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.

Check Digit Verification of cas no

The CAS Registry Mumber 88-60-8 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 8 and 8 respectively; the second part has 2 digits, 6 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 88-60:
(4*8)+(3*8)+(2*6)+(1*0)=68
68 % 10 = 8
So 88-60-8 is a valid CAS Registry Number.
InChI:InChI=1/C11H16O/c1-8-5-6-9(10(12)7-8)11(2,3)4/h5-7,12H,1-4H3

88-60-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 6-tert-Butyl-m-cresol

1.2 Other means of identification

Product number -
Other names Phenol, 2-(1,1-dimethylethyl)-5-methyl-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:88-60-8 SDS

88-60-8Synthetic route

3-methyl-phenol
108-39-4

3-methyl-phenol

tert-butyl alcohol
75-65-0

tert-butyl alcohol

A

2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

B

4,6-di-tert-butyl-m-cresol
497-39-2

4,6-di-tert-butyl-m-cresol

Conditions
ConditionsYield
With carbon tetrabromide at 175℃; for 6h; Sealed tube;A 74%
B 8%
With carbon tetrabromide at 175℃; for 6h; Sealed tube;A 56%
B 36%
2-tert-butyl-5-methylanisole
88-40-4

2-tert-butyl-5-methylanisole

2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

Conditions
ConditionsYield
With boron triiodide-N,N-diethylaniline In benzene for 3h; Ambient temperature;71%
3-methyl-phenol
108-39-4

3-methyl-phenol

tert-butyl alcohol
75-65-0

tert-butyl alcohol

2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

Conditions
ConditionsYield
Stage #1: tert-butyl alcohol With sulfuric acid; urea at 10 - 25℃;
Stage #2: 3-methyl-phenol at 0 - 20℃;
60%
With phosphoric acid at 50 - 55℃;
With 4 A molecular sieve at 250℃; Product distribution; Further Variations:; Reagents;
With zinc(II) chloride
2,4,4-trimethyl-1-pentene
107-39-1

2,4,4-trimethyl-1-pentene

3-methyl-phenol
108-39-4

3-methyl-phenol

2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

Conditions
ConditionsYield
With hydrogenchloride; iron(III) chloride
2-methyl-propan-1-ol
78-83-1

2-methyl-propan-1-ol

3-methyl-phenol
108-39-4

3-methyl-phenol

2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

Conditions
ConditionsYield
With phosphoric acid at 50 - 55℃;
With sulfuric acid
3-methyl-phenol
108-39-4

3-methyl-phenol

isobutene
115-11-7

isobutene

2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

Conditions
ConditionsYield
With aluminium cresylate
With hydrogenchloride; iron(III) chloride
With aluminium(III) phenoxide at 100℃; for 2h;
3-methyl-phenol
108-39-4

3-methyl-phenol

isobutene
115-11-7

isobutene

A

2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

B

4,6-di-tert-butyl-m-cresol
497-39-2

4,6-di-tert-butyl-m-cresol

Conditions
ConditionsYield
With sulfuric acid at 93℃;
With sulfuric acid at 90℃;
2-bromo-1-(tert-butyl)-4-methylbenzene
129167-74-4

2-bromo-1-(tert-butyl)-4-methylbenzene

tert.-butyl lithium
594-19-4

tert.-butyl lithium

A

2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

B

4-tert-butyltoluene
98-51-1

4-tert-butyltoluene

C

3,4-di-t-butyltoluene
103391-77-1

3,4-di-t-butyltoluene

Conditions
ConditionsYield
With Cu2Br2-Me2S; oxygen 1.) hexane, THF, -78 deg C, 1 h, 2.) from -78 deg to RT, 1 h; Multistep reaction;
2-bromo-1-(tert-butyl)-4-methylbenzene
129167-74-4

2-bromo-1-(tert-butyl)-4-methylbenzene

A

2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

B

4-tert-butyltoluene
98-51-1

4-tert-butyltoluene

C

3,4-di-t-butyltoluene
103391-77-1

3,4-di-t-butyltoluene

Conditions
ConditionsYield
With Cu2Br2-Me2S; tert.-butyl lithium; oxygen 1.) hexane, THF,-78 deg C, 1 h, 2.) from -78 deg C to RT, 1 h; Multistep reaction;
With Cu2Br2-Me2S; tert.-butyl lithium; oxygen 1.) hexane, THF, -78 deg C, 1 h, 2.) from -78 deg C to RT, 1 h; Multistep reaction;
2-methyl-propan-1-ol
78-83-1

2-methyl-propan-1-ol

phosphoric acid
86119-84-8, 7664-38-2

phosphoric acid

3-methyl-phenol
108-39-4

3-methyl-phenol

2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

Conditions
ConditionsYield
at 60 - 80℃;
sulfuric acid
7664-93-9

sulfuric acid

3-methyl-phenol
108-39-4

3-methyl-phenol

isobutene
115-11-7

isobutene

A

2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

B

4,6-di-tert-butyl-m-cresol
497-39-2

4,6-di-tert-butyl-m-cresol

Conditions
ConditionsYield
at 93℃;
3-bromo-4-(tert-butyl)benzoic acid
38473-89-1

3-bromo-4-(tert-butyl)benzoic acid

2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: conc. H2SO4 / 8 h / Heating
2: 86 percent / LiAlH4 / diethyl ether / 1 h / Ambient temperature
3: 90 percent / pyridinium dichromate / CH2Cl2 / 0.17 h
4: 67 percent / 80percent hydrazine hydrate, KOH / bis-(2-hydroxy-ethyl) ether / 3 h / Heating
5: 1.) t-butyllithium, Cu2Br2-Me2S, 2.) O2 / 1.) hexane, THF, -78 deg C, 1 h, 2.) from -78 deg C to RT, 1 h
View Scheme
methyl 3-bromo-4-(tert-butyl)benzoate
14034-08-3

methyl 3-bromo-4-(tert-butyl)benzoate

2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 86 percent / LiAlH4 / diethyl ether / 1 h / Ambient temperature
2: 90 percent / pyridinium dichromate / CH2Cl2 / 0.17 h
3: 67 percent / 80percent hydrazine hydrate, KOH / bis-(2-hydroxy-ethyl) ether / 3 h / Heating
4: 1.) t-butyllithium, Cu2Br2-Me2S, 2.) O2 / 1.) hexane, THF, -78 deg C, 1 h, 2.) from -78 deg C to RT, 1 h
View Scheme
3-bromo-4-(tert-butyl)benzaldehyde
129167-73-3

3-bromo-4-(tert-butyl)benzaldehyde

2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 67 percent / 80percent hydrazine hydrate, KOH / bis-(2-hydroxy-ethyl) ether / 3 h / Heating
2: 1.) t-butyllithium, Cu2Br2-Me2S, 2.) O2 / 1.) hexane, THF, -78 deg C, 1 h, 2.) from -78 deg C to RT, 1 h
View Scheme
3-bromo-4-t-butylbenzyl alcohol
129167-72-2

3-bromo-4-t-butylbenzyl alcohol

2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 90 percent / pyridinium dichromate / CH2Cl2 / 0.17 h
2: 67 percent / 80percent hydrazine hydrate, KOH / bis-(2-hydroxy-ethyl) ether / 3 h / Heating
3: 1.) t-butyllithium, Cu2Br2-Me2S, 2.) O2 / 1.) hexane, THF, -78 deg C, 1 h, 2.) from -78 deg C to RT, 1 h
View Scheme
4-(1,1-dimethylethyl)benzoic acid
98-73-7

4-(1,1-dimethylethyl)benzoic acid

2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 44 percent / Br2, AgNO3, AcOH, Ac2O, conc. HNO3 / H2O / 1.) RT, 30 min, 2.) from RT to boiling, 1 h
2: conc. H2SO4 / 8 h / Heating
3: 86 percent / LiAlH4 / diethyl ether / 1 h / Ambient temperature
4: 90 percent / pyridinium dichromate / CH2Cl2 / 0.17 h
5: 67 percent / 80percent hydrazine hydrate, KOH / bis-(2-hydroxy-ethyl) ether / 3 h / Heating
6: 1.) t-butyllithium, Cu2Br2-Me2S, 2.) O2 / 1.) hexane, THF, -78 deg C, 1 h, 2.) from -78 deg C to RT, 1 h
View Scheme
3-methyl-phenol
108-39-4

3-methyl-phenol

ortho-cresol
95-48-7

ortho-cresol

2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

3-methyl-phenol
108-39-4

3-methyl-phenol

2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

3-methyl-phenol
108-39-4

3-methyl-phenol

tert-butyl alcohol
75-65-0

tert-butyl alcohol

A

2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

B

4-tert-butyl-3-methyl-phenol
2219-72-9

4-tert-butyl-3-methyl-phenol

C

tert-butyl 3-methylphenyl ether
15359-97-4

tert-butyl 3-methylphenyl ether

D

3-methyl-2,6-di-tert-butyl-phenol
608-49-1

3-methyl-2,6-di-tert-butyl-phenol

Conditions
ConditionsYield
With N,N,N-triethyl-N-butanesulfonic acid ammonium hydrogen sulfate In cyclohexane at 69.84℃; for 1h;
4-tert-butyltoluene
98-51-1

4-tert-butyltoluene

2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: (1,5-cyclooctadiene)(methoxy)iridium(l) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine / tetrahydrofuran / 40 h / 80 °C / Inert atmosphere
2: dihydrogen peroxide; sodium hydroxide / methanol; tetrahydrofuran / 1 h / 0 °C / Inert atmosphere
View Scheme
C13H19BO2

C13H19BO2

2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

Conditions
ConditionsYield
With dihydrogen peroxide; sodium hydroxide In tetrahydrofuran; methanol at 0℃; for 1h; Inert atmosphere;
3-methyl-phenol
108-39-4

3-methyl-phenol

tert-butyl alcohol
75-65-0

tert-butyl alcohol

A

2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

B

4-tert-butyl-3-methyl-phenol
2219-72-9

4-tert-butyl-3-methyl-phenol

Conditions
ConditionsYield
With carbonized polymer-silica-triethanolamine-SO3H triphasic nanosphere at 129.84℃; for 2h; Reagent/catalyst;
2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

propylphenol

propylphenol

butylphenol

butylphenol

A

mono-tert-butyl-m-cresol

mono-tert-butyl-m-cresol

B

2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

C

2,4-diisopropyl-5-methylphenol
40625-96-5

2,4-diisopropyl-5-methylphenol

Conditions
ConditionsYield
With molybdenum(VI) oxide In ethanol at 280℃; for 4h; Inert atmosphere;
2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

4-Bromo-2-tert-butyl-5-methyl-phenol
51345-97-2

4-Bromo-2-tert-butyl-5-methyl-phenol

Conditions
ConditionsYield
With tetra-N-butylammonium tribromide In methanol; dichloromethane at 20℃; for 1h;99%
With N-Bromosuccinimide for 15h; Inert atmosphere;93%
With N-Bromosuccinimide In N,N-dimethyl-formamide92%
With N-Bromosuccinimide In N,N-dimethyl-formamide at 20℃; for 6h;87%
With bromine In tetrachloromethane
2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

3-cyclohexylsalicyl alcohol
73779-18-7

3-cyclohexylsalicyl alcohol

6-tert-Butyl-2-(3-cyclohexyl-2-hydroxy-benzyl)-3-methyl-phenol
78576-66-6

6-tert-Butyl-2-(3-cyclohexyl-2-hydroxy-benzyl)-3-methyl-phenol

Conditions
ConditionsYield
In xylene at 175℃; for 10h;97%
3-tert-Butyl-4-hydroxyanisole
121-00-6

3-tert-Butyl-4-hydroxyanisole

2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

C22H30O3

C22H30O3

Conditions
ConditionsYield
With 4,4'-di-tert-butylbiphenyl; 10-methyl-9-(2,4,6-trimethylphenyl) acridinium tetrafluoroborate at 35℃; for 48h; Reagent/catalyst; Irradiation;97%
methylene chloride
74-87-3

methylene chloride

2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

2-tert-butyl-5-methylanisole
88-40-4

2-tert-butyl-5-methylanisole

Conditions
ConditionsYield
With sodium hydroxide; phosphonium resin In dichloromethane; water for 12h; Ambient temperature;96%
With sodium hydroxide In dichloromethane; water Product distribution; Ambient temperature; various catalyst, various yield;
2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

methyl chloroacetate
96-34-4

methyl chloroacetate

methyl 2-(2-tert-butyl-5-methylphenoxy)acetate
1011532-01-6

methyl 2-(2-tert-butyl-5-methylphenoxy)acetate

Conditions
ConditionsYield
With potassium carbonate Heating / reflux;96%
2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

((1R,3S,5r,7r)-1'-(2,6-diisopropylphenyl)-4',4'-dimethylspiro[adamantane-2,3'-pyrrolidin]-2'-ylidene)copper(I)chloride

((1R,3S,5r,7r)-1'-(2,6-diisopropylphenyl)-4',4'-dimethylspiro[adamantane-2,3'-pyrrolidin]-2'-ylidene)copper(I)chloride

C38H54CuNO

C38H54CuNO

Conditions
ConditionsYield
With sodium t-butanolate In tetrahydrofuran Schlenk technique; Inert atmosphere;96%
2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

α-(p-Methoxyphenyl)-malononitrile
33534-87-1

α-(p-Methoxyphenyl)-malononitrile

2-(5-(tert-butyl)-4-hydroxy-2-methylphenyl)-2-(4-methoxyphenyl)malononitrile

2-(5-(tert-butyl)-4-hydroxy-2-methylphenyl)-2-(4-methoxyphenyl)malononitrile

Conditions
ConditionsYield
With dipotassium peroxodisulfate; copper(II) bis(trifluoromethanesulfonate) In acetonitrile at 60℃; for 15h; Inert atmosphere; Sealed tube;95%
2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

dimethyl 4-chlorophenylsulfonyloxymethylphosphonate
157768-40-6

dimethyl 4-chlorophenylsulfonyloxymethylphosphonate

dimethyl 2-tert-butyl-5-methylphenoxymethylphosphonate

dimethyl 2-tert-butyl-5-methylphenoxymethylphosphonate

Conditions
ConditionsYield
With sodium hydride In dimethyl sulfoxide Ambient temperature;94%
2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

acetic anhydride
108-24-7

acetic anhydride

acetic acid-(2-tert-butyl-5-methyl-phenyl ester)
198641-42-8

acetic acid-(2-tert-butyl-5-methyl-phenyl ester)

Conditions
ConditionsYield
93%
2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

propionaldehyde
123-38-6

propionaldehyde

4,4'-propylidenebis(3-methyl-6-tert-butylphenol)
4081-20-3

4,4'-propylidenebis(3-methyl-6-tert-butylphenol)

Conditions
ConditionsYield
With hydrogenchloride In ethanol at 10 - 20℃; for 7h; Reagent/catalyst; Temperature; Sealed tube; Inert atmosphere;92.4%
With hydrogenchloride In nitromethane at 80 - 90℃; for 6h;17.4%
With hydrogenchloride
2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

p-methoxyphenylmalononitrile dimer
140668-87-7

p-methoxyphenylmalononitrile dimer

2-(5-(tert-butyl)-4-hydroxy-2-methylphenyl)-2-(4-methoxyphenyl)malononitrile

2-(5-(tert-butyl)-4-hydroxy-2-methylphenyl)-2-(4-methoxyphenyl)malononitrile

Conditions
ConditionsYield
With dipotassium peroxodisulfate; copper(II) bis(trifluoromethanesulfonate) In acetonitrile at 60℃; for 15h; Inert atmosphere; Sealed tube;92%
formaldehyd
50-00-0

formaldehyd

2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

2,2'-methylene-bis(6-tert.-butyl-3-methylphenol)
17977-47-8

2,2'-methylene-bis(6-tert.-butyl-3-methylphenol)

Conditions
ConditionsYield
In xylene at 175℃; for 10h;91%
2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

3-Chloro-2-methylpropene
563-47-3

3-Chloro-2-methylpropene

1-tert-butyl-4-methyl-2-(2-methylallyloxy)benzene
1126854-69-0

1-tert-butyl-4-methyl-2-(2-methylallyloxy)benzene

Conditions
ConditionsYield
Stage #1: 2-tert-Butyl-5-methylphenol With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃;
Stage #2: 3-Chloro-2-methylpropene In N,N-dimethyl-formamide; mineral oil at 20℃;
91%
2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

3-tert-butyl-2-hydroxybenzyl alcohol
90905-81-0

3-tert-butyl-2-hydroxybenzyl alcohol

6-tert-Butyl-2-(3-tert-butyl-2-hydroxy-benzyl)-3-methyl-phenol
78576-65-5

6-tert-Butyl-2-(3-tert-butyl-2-hydroxy-benzyl)-3-methyl-phenol

Conditions
ConditionsYield
In xylene at 175℃; for 10h;89%
2-chlorophenothiazine
92-39-7

2-chlorophenothiazine

2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

C23H22ClNOS

C23H22ClNOS

Conditions
ConditionsYield
With oxygen; potassium carbonate In 1,2-dichloro-benzene at 130℃; for 6h;89%
diethyl iodomethanephosphonate
10419-77-9

diethyl iodomethanephosphonate

2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

4-tert-butyl-3-ethoxytoluene
157768-37-1

4-tert-butyl-3-ethoxytoluene

Conditions
ConditionsYield
With sodium hydride In N,N,N,N,N,N-hexamethylphosphoric triamide for 2.5h;88%
2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

paraformaldehyde

paraformaldehyde

6-tert-Butyl-2-hydroxymethyl-3-methyl-phenol
73779-19-8

6-tert-Butyl-2-hydroxymethyl-3-methyl-phenol

Conditions
ConditionsYield
In 1,2-dimethoxyethane; xylene at 135℃; for 12h;87%
10H-phenothiazine
92-84-2

10H-phenothiazine

2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

C23H23NOS

C23H23NOS

Conditions
ConditionsYield
With oxygen; potassium carbonate In 1,2-dichloro-benzene at 130℃; for 6h;86%
5-methyl-3-phenyl-1-benzofuran-2(3H)-one
39531-24-3

5-methyl-3-phenyl-1-benzofuran-2(3H)-one

2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

3-(5-(tert-butyl)-4-hydroxy-2-methylphenyl)-5-methyl-3-phenylbenzofuran-2(3H)-one

3-(5-(tert-butyl)-4-hydroxy-2-methylphenyl)-5-methyl-3-phenylbenzofuran-2(3H)-one

Conditions
ConditionsYield
With dipotassium peroxodisulfate; copper(II) bis(trifluoromethanesulfonate) In acetonitrile at 60℃; for 15h; Inert atmosphere; Sealed tube;86%
2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

3-(4-methoxyphenyl)-5-isopropylbenzofuran-2(3H)-one

3-(4-methoxyphenyl)-5-isopropylbenzofuran-2(3H)-one

Conditions
ConditionsYield
With dipotassium peroxodisulfate; copper(II) bis(trifluoromethanesulfonate) In acetonitrile at 60℃; for 18h; Inert atmosphere; Sealed tube;85%
2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

2-bromo-6-tert-butyl-3-methyl-phenol

2-bromo-6-tert-butyl-3-methyl-phenol

Conditions
ConditionsYield
With N-Bromosuccinimide In Petroleum ether at 20℃; for 3h;83%
With N-Bromosuccinimide In tetrachloromethane at 20℃;60%
2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

2-(tert-butyl)-4-iodo-5-methylphenol

2-(tert-butyl)-4-iodo-5-methylphenol

Conditions
ConditionsYield
With sodium hypochlorite; sodium iodide; sodium hydroxide In methanol; water at -2 - 0℃; for 6h;83%
2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

2-iso-propyl-4-methoxyphenol
13522-86-6

2-iso-propyl-4-methoxyphenol

C21H28O3

C21H28O3

Conditions
ConditionsYield
With 4,4'-di-tert-butylbiphenyl; 10-methyl-9-(2,4,6-trimethylphenyl) acridinium tetrafluoroborate at 35℃; for 48h; Irradiation;83%
2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

2-(naphthalen-1-yl)malononitrile
5518-09-2

2-(naphthalen-1-yl)malononitrile

2-(5-(tert-butyl)-4-hydroxy-2-methylphenyl)-2-(naphthalen-1-yl)malononitrile

2-(5-(tert-butyl)-4-hydroxy-2-methylphenyl)-2-(naphthalen-1-yl)malononitrile

Conditions
ConditionsYield
With dipotassium peroxodisulfate; copper(II) bis(trifluoromethanesulfonate) In acetonitrile at 60℃; for 15h; Inert atmosphere; Sealed tube;83%
2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

2-tert-butyl-5-methyl-[1,4]benzoquinone-4-oxime
17302-51-1

2-tert-butyl-5-methyl-[1,4]benzoquinone-4-oxime

Conditions
ConditionsYield
In water; isopropyl alcohol82.9%
With hydrogenchloride; sodium nitrite
2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

crotonaldehyde
123-73-9

crotonaldehyde

1,1,1-tris(2-methyl-4-hydroxy-5-tert-butylphenyl)-butane

1,1,1-tris(2-methyl-4-hydroxy-5-tert-butylphenyl)-butane

Conditions
ConditionsYield
With hydrogenchloride In methanol; water for 2h; Reflux;82%
2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

2-tert-Butyl-5-methyl-4-nitroso-phenol
5435-72-3

2-tert-Butyl-5-methyl-4-nitroso-phenol

Conditions
ConditionsYield
With hydrogenchloride; sodium nitrite In ethanol; hexane; water; ethyl acetate81%
With hydrogenchloride; sodium nitrite In ethanol; water at 0℃;
With concentrated hydrochloric acid; sodium nitrite In ethanol; hexane; water; ethyl acetate
2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

dimethyl <<(p-tolylsulfonyl)oxy>methyl>phosphonate
80792-13-8

dimethyl <<(p-tolylsulfonyl)oxy>methyl>phosphonate

dimethyl 2-tert-butyl-5-methylphenoxymethylphosphonate

dimethyl 2-tert-butyl-5-methylphenoxymethylphosphonate

Conditions
ConditionsYield
With sodium hydride In dimethyl sulfoxide Ambient temperature;80%
2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

2-N,N-Dimethylaminonaphthalene
2436-85-3

2-N,N-Dimethylaminonaphthalene

2-(tert-butyl)-4-(2-(dimethylamino)naphthalen-1-yl)-5-methylphenol

2-(tert-butyl)-4-(2-(dimethylamino)naphthalen-1-yl)-5-methylphenol

Conditions
ConditionsYield
With (S,S)-(+)-N,N'-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamino chromium(III) chloride at 20℃; for 15h; Sealed tube; regioselective reaction;79%
2-tert-Butyl-5-methylphenol
88-60-8

2-tert-Butyl-5-methylphenol

6-tert-butyl-2,3,4-trimethylphenol

6-tert-butyl-2,3,4-trimethylphenol

Conditions
ConditionsYield
78%

88-60-8Relevant articles and documents

Alkylation of Phenols with tert-Butanol Catalyzed by H-Form of Y Zeolites with a Hierarchical Porous Structure

Bayguzina,Makhiyanova,Khazipova,Khusnutdinov

, p. 1554 - 1559 (2019/10/14)

tert-Butyl-substituted phenols have been synthesized via the reaction of phenol, o-, m-, and p-cresols with tert-butanol under the action of CBr4-promoted Y-zeolites in the H-form with a hierarchical porous structure.

Dendritic and Core–Shell–Corona Mesoporous Sister Nanospheres from Polymer–Surfactant–Silica Self-Entanglement

Zhang, Kun,Yang, Tai-Qun,Shan, Bing-Qian,Liu, Peng-Cheng,Peng, Bo,Xue, Qing-Song,Yuan, En-Hui,Wu, Peng,Albela, Belén,Bonneviot, Laurent

, p. 478 - 486 (2017/12/13)

Mesoporous nanospheres are highly regarded for their applications in nanomedicine, optical devices, batteries, nanofiltration, and heterogeneous catalysis. In the last field, the dendritic morphology, which favors molecular diffusion, is a very important morphology known for silica, but not yet for carbon. A one-pot, easy, and scalable co-sol–gel route by using the triphasic resol–surfactant–silica system is shown to yield the topologies of dendritic and core–shell–corona mesoporous sister nanospheres by inner radial phase speciation control on a mass-transfer-limited process, depending on the relative polycondensation rates of the resol polymer and silica phases. The trick was the use of polyolamines with different catalytic activities on each hard phase polycondensation. The self-entanglement of phases is produced at the {O?, S+, I?} organic–surfactant–inorganic interface. Mono- and biphasic mesoporous sister nanospheres of carbon and/or silica are derivatized from each mother nanospheres and called “syntaxic” because of similar sizes and mirrored morphologies. Comparing these “false twins”, or yin and yang mesoporous nanospheres, functionalized by sulfonic groups provides evidence of the superiority of the dendritic topologies and the absence of a shell on the diffusion-controlled catalytic alkylation of m-cresol.

Ab initio study of the selective alkylation of m-cresol with tert-butanol catalyzed by SO3H-functionalized ionic liquids

Zhou, Jinxia,Liu, Xiumei,Zhang, Shuguang,Mao, Jingbo,Guo, Xinwen

experimental part, p. 232 - 237 (2010/11/03)

Our previous work showed that for catalytic alkylation of m-cresol with tert-butanol (TBA) SO3H-functionalized ionic liquids exhibited several characteristic advantages over conventional catalysts. This work investigated the reaction mechanism of the alkylation of m-cresol with tert-butanol catalyzed by the SO3H-functionalized ionic liquid (IL) through quantum chemical calculation in combination with the experimental studies. The experimental results showed that 2-tert-butyl-5-methyl phenol (2-TBC), 4-tert-butyl-3-methyl phenol (4-TBC) and tert-butyl-m-cresol ether (TBMCE) products were all primary products, while 2,6-di-tert-butyl-3-methyl phenol (2,6-DTBC) was a secondary product. The calculation results indicated that the selectivities of the products depended on the fundamental natures of the reactive sites, including the orbital overlap, the Coulomb and the steric effect in the interaction between the tert-butyl ion ([t-C4H9]+) and the m-cresol; the TBMCE was dynamically favored but not thermodynamically stable, while the C-alkylated products, especially 2-TBC, were the thermodynamically preferred products; the IL played an important role in generating the [t-C4H9]+ from the TBA and the final products from the intermediates.

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