Product Name

  • Name

    4-tert-Butylcyclohexanone

  • EINECS 202-678-5
  • CAS No. 98-53-3
  • Article Data332
  • CAS DataBase
  • Density 0.911 g/cm3
  • Solubility Soluble in alcohol, ethanol (0.5g/10 mL). Insoluble in water.
  • Melting Point 47-50 °C
  • Formula C10H18O
  • Boiling Point 225.1 °C at 760 mmHg
  • Molecular Weight 154.252
  • Flash Point 96.1 °C
  • Transport Information
  • Appearance white to almost white crystalline powder
  • Safety 26-36
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 98-53-3 (4-tert-Butylcyclohexanone)
  • Hazard Symbols IrritantXi
  • Synonyms 4-(1,1-Dimethylethyl)cyclohexanone;p-tert-Butylcyclohexanone;C 64;NSC 73717;Cyclohexanone,4-tert-butyl- (6CI,8CI);g-tert-Butylcyclohexanone;
  • PSA 17.07000
  • LogP 2.79180

Synthetic route

4-(1,1-dimethylethyl)-cyclohexanol
98-52-2

4-(1,1-dimethylethyl)-cyclohexanol

4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

Conditions
ConditionsYield
With bis(quinuclidine)bromine(I) bromide; pyridinium trifluroacetate In dichloromethane; water for 3.8h; Ambient temperature;100%
With jones reagent; silica gel In dichloromethane for 0.0833333h;100%
With pyridine; trichloroisocyanuric acid In ethyl acetate at 20℃; for 0.333333h; Reagent/catalyst;100%
4-t-butylcyclohexyl 6-phenanthridinylmethyl ether
146174-68-7, 146174-70-1

4-t-butylcyclohexyl 6-phenanthridinylmethyl ether

A

6-methylphenanthridine
3955-65-5

6-methylphenanthridine

B

4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

Conditions
ConditionsYield
In acetonitrile for 4h; Irradiation;A 100%
B 93%
In acetonitrile for 4h; Irradiation; other 6-phenanthridinylmethyl ethers;A 100%
B 93%
trans-4-tert-butylcyclohexanol
21862-63-5

trans-4-tert-butylcyclohexanol

4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

Conditions
ConditionsYield
With tert.-butylnitrite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; boron trifluoride diethyl etherate In dichloromethane for 9h; Inert atmosphere; Reflux;99%
With Oxone; caesium carbonate; potassium bromide In water; acetonitrile at 20℃; for 7h; Reagent/catalyst; Solvent;87%
With quinolinium monofluorochromate(VI) In hexane for 4.5h; Heating;63%
cis-4-tert-butyl-1-cyclohexanol
937-05-3

cis-4-tert-butyl-1-cyclohexanol

4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

Conditions
ConditionsYield
With tert.-butylnitrite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; boron trifluoride diethyl etherate In dichloromethane for 3h; Inert atmosphere; Reflux;99%
With quinolinium monofluorochromate(VI) In hexane for 2h; Heating;92%
With pyridine; tert-butylhypochlorite In dichloromethane for 1h;95 % Chromat.
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

4-(1,1-dimethylethyl)-cyclohexanol
98-52-2

4-(1,1-dimethylethyl)-cyclohexanol

4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

Conditions
ConditionsYield
(NH4)2Ce(NO2)3 impregnated NafionR 511 In benzene at 80℃; for 6h; Ce(IV) impregnated NafionR 511, H+ form as catalyst;98%
8-tert-Butyl-1,4-dithia-spiro[4.5]decane
65851-13-0

8-tert-Butyl-1,4-dithia-spiro[4.5]decane

4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

Conditions
ConditionsYield
With silica gel; copper(II) nitrate In tetrachloromethane for 0.25h; Ambient temperature;98%
With iron(III) chloride; potassium iodide In methanol for 6h; Heating;92%
With zirconium sulphenyl phosphonate; Glyoxilic acid at 60℃; for 1h;91%
4-tert-butylcyclohexanone oxime
4701-98-8

4-tert-butylcyclohexanone oxime

4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

Conditions
ConditionsYield
With silica gel; copper(II) nitrate In tetrachloromethane for 1h; Heating;98%
With ammonium peroxydisulfate; Montmorillonite K10; silver nitrate In hexane at 50℃; for 2.5h;97%
With bismuth(III) nitrate; Montmorillonite K 10; copper diacetate In water; acetone for 2h; Heating;90%
9-(1,1-dimethylethyl)-1,5-dithiaspiro[5.5]undecane
118817-77-9

9-(1,1-dimethylethyl)-1,5-dithiaspiro[5.5]undecane

4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

Conditions
ConditionsYield
With silica gel; copper(II) nitrate In tetrachloromethane for 0.416667h; Ambient temperature;98%
With zirconium sulphenyl phosphonate; Glyoxilic acid at 60℃; for 0.5h;95%
With aluminium trichloride; 1-benzyl-1-aza-4-azoniabicyclo<2.2.2>octane periodate at 20℃; for 0.5h;85%
4-(1,1-dimethylethyl)-cyclohexanol
98-52-2

4-(1,1-dimethylethyl)-cyclohexanol

diethylazodicarboxylate
1972-28-7

diethylazodicarboxylate

A

diethyl hydrazodicarboxylate
4114-28-7

diethyl hydrazodicarboxylate

B

4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

Conditions
ConditionsYield
With zinc dibromide In toluene for 3.5h; Reflux;A n/a
B 98%
...Expand
1,1-bis(phenylselenenyl)-4-tert-butylcyclohexane
71518-68-8

1,1-bis(phenylselenenyl)-4-tert-butylcyclohexane

4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

Conditions
ConditionsYield
With clay-supported ferric nitrate In pentane for 0.5h; Ambient temperature;97%
4-tert-butylcyclohexanone tosylhydrazone
41780-53-4

4-tert-butylcyclohexanone tosylhydrazone

4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

Conditions
ConditionsYield
With silica gel; copper(II) nitrate In tetrachloromethane for 1.5h; Heating;97%
Envirocat EPZG In water; acetone at 80℃; for 3h;90%
With 1-methyl-1H-imidazole; oxygen; pivalaldehyde; (NMe4)2[Ni(Me2opba)]*4H2O In fluorobenzene at 20℃; for 24h; Oxidation;74%
9-t-butyl-1,5-dioxaspiro<5.5>undecane
65156-97-0

9-t-butyl-1,5-dioxaspiro<5.5>undecane

4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

Conditions
ConditionsYield
With ammonium cerium(IV) nitrate; water In acetonitrile at 60℃; for 0.25h; pH=8; Hydrolysis;97%
With ammonium cerium(IV) nitrate In water; acetonitrile at 70℃; for 0.0833333h;65%
With ammonium cerium(IV) nitrate In acetonitrile at 60 - 70℃; for 0.0833333h;65%
With C4H3SCH2O-THP; ammonium cerium(IV) nitrate In alkaline aq. solution; acetonitrile at 20℃; pH=8; Decomposition;
8-tert-butyl-2-hexyl-1,4-dioxa-spiro[4.5]decane

8-tert-butyl-2-hexyl-1,4-dioxa-spiro[4.5]decane

A

1,2-octandiol
1117-86-8

1,2-octandiol

B

4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

Conditions
ConditionsYield
With ammonium cerium(IV) nitrate; water In acetonitrile at 60℃; pH=8; Hydrolysis;A 97%
B 95%
With ammonium cerium(IV) nitrate In acetonitrile at 20℃;A n/a
B 95%
4-t-butyl-1-nitrocyclohexane
31970-06-6

4-t-butyl-1-nitrocyclohexane

4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

Conditions
ConditionsYield
Stage #1: 4-t-butyl-1-nitrocyclohexane With trimethylphosphane In tetrahydrofuran at 20℃; for 0.25h;
Stage #2: With water In tetrahydrofuran at 20℃; for 0.0833333h; Further stages.;		97%
1,1-bis(ethylthio)-4-tert-butylcyclohexane
115663-65-5

1,1-bis(ethylthio)-4-tert-butylcyclohexane

4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid In dichloromethane for 1h; Ambient temperature;96%
9-tert-butyl-3,3-dimethyl-1,5-dioxa-spiro[5.5]undecane
13483-96-0

9-tert-butyl-3,3-dimethyl-1,5-dioxa-spiro[5.5]undecane

4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

Conditions
ConditionsYield
With ammonium cerium(IV) nitrate; water In acetonitrile at 60℃; for 0.416667h; pH=8; Hydrolysis;96%
With ammonium cerium(IV) nitrate In acetonitrile at 20℃;96%
8-tert-Butyl-1,4-dioxa-spiro[4.5]decane
2223-71-4

8-tert-Butyl-1,4-dioxa-spiro[4.5]decane

4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

Conditions
ConditionsYield
With iron(III) chloride In dichloromethane for 0.25h; Product distribution; Ambient temperature; other reaction time, reagent;95%
With CuCl2*H2O In ethanol for 5.5h; Hydrolysis; Heating;95%
With CuCl2*2H2O In acetonitrile for 0.5h; Ambient temperature;90%
1,1-bis(phenylthio)-4-tert-butylcyclohexane
85895-63-2

1,1-bis(phenylthio)-4-tert-butylcyclohexane

4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid In dichloromethane for 1h; Ambient temperature;95%
8-tert-butyl-2-hexyl-1,4-dioxa-spiro[4.5]decane

8-tert-butyl-2-hexyl-1,4-dioxa-spiro[4.5]decane

4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

Conditions
ConditionsYield
With ammonium cerium(IV) nitrate; water In acetonitrile at 60℃; for 0.333333h; pH=8; Hydrolysis;95%
4-tert-butyl-2-phenylsulfanylcyclohexanone
60774-46-1

4-tert-butyl-2-phenylsulfanylcyclohexanone

4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

Conditions
ConditionsYield
With ammonium chloride; zinc In tetrahydrofuran at 25℃; for 32h; other α-phenylthio and α-phenylsulfinyl carbonyl compounds; var. time;94%
4-tert-butyl-1,1-dimethoxy-cyclohexane
944-19-4

4-tert-butyl-1,1-dimethoxy-cyclohexane

4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

Conditions
ConditionsYield
With water; 2,3-dicyano-5,6-dichloro-p-benzoquinone In acetonitrile for 1h; Ambient temperature;92%
With phosphorous triiodide In dichloromethane at 20℃; for 0.25h;81%
(4-tert-butyl-cyclohexyloxy)-trimethyl-silane
167489-85-2

(4-tert-butyl-cyclohexyloxy)-trimethyl-silane

4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

Conditions
ConditionsYield
With N-hydroxyphthalimide; oxygen; cobalt(II) benzoate In acetonitrile at 20℃; for 10h;92%
para-tert-butylphenol
98-54-4

para-tert-butylphenol

4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

Conditions
ConditionsYield
With palladium on activated charcoal In toluene at 118 - 154℃; under 6000.6 Torr; for 11.5h; Temperature; Autoclave;90.5%
With borax; 5%-palladium/activated carbon; hydrogen In water; methyl cyclohexane at 100℃; under 3800.26 Torr; for 5h; Pressure; Temperature; Solvent; Autoclave;88.5%
With C33H49ClNRh; hydrogen In 2,2,2-trifluoroethanol; water at 70℃; under 26252.6 Torr; for 24h; Autoclave;80%
trans-4-tert-butylcyclohexanol methyl ether
15876-31-0

trans-4-tert-butylcyclohexanol methyl ether

4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

Conditions
ConditionsYield
With HOF* CH3CN; sodium fluoride In chloroform; water; acetonitrile 0 deg C -> room temperature;90%
cis-4-tert-butylcyclohexanol methyl ether
15875-99-7

cis-4-tert-butylcyclohexanol methyl ether

4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

Conditions
ConditionsYield
With HOF* CH3CN; sodium fluoride In chloroform; water; acetonitrile 0 deg C -> room temperature;90%
4-tert-Butyl-1,1-bis-methylsulfanyl-cyclohexane
623574-30-1

4-tert-Butyl-1,1-bis-methylsulfanyl-cyclohexane

4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

Conditions
ConditionsYield
With aluminium trichloride; 1-benzyl-1-aza-4-azoniabicyclo<2.2.2>octane periodate at 20℃; for 0.5h;90%
With dipotassium peroxodisulfate; 1-n-butyl-3-methylimidazolim bromide at 60 - 70℃; for 0.416667h;90%
4-tert-butyl-2-iodocyclohexanone

4-tert-butyl-2-iodocyclohexanone

4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

Conditions
ConditionsYield
With indium; water for 2.5h; ultrasound;89%
1-tert-butyldimethylsilyloxy-4-tert-butylcyclohexane
92976-55-1

1-tert-butyldimethylsilyloxy-4-tert-butylcyclohexane

4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

Conditions
ConditionsYield
With N-hydroxyphthalimide; oxygen; cobalt(II) benzoate In acetonitrile at 20℃; for 12h;89%
Stage #1: 1-tert-butyldimethylsilyloxy-4-tert-butylcyclohexane With bismuth(lll) trifluoromethanesulfonate; water In acetonitrile for 2h;
Stage #2: With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; iodosylbenzene In acetonitrile at 20℃; for 12h;		79%
Multi-step reaction with 2 steps
1: 78 percent Chromat. / PdCl2(CH3CN)2 / acetone; H2O; dimethylformamide / 16 h / 120 °C
2: Ph3P, 2-bromomesitylene / acetone; dimethylformamide; H2O / 22 h / 120 °C
View Scheme
4-tert-butylcyclohexanone dimethylhydrazone
58911-63-0

4-tert-butylcyclohexanone dimethylhydrazone

4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

Conditions
ConditionsYield
With K5 In acetonitrile at 20℃; for 1.5h;88%
With ferric nitrate In dichloromethane 30 min., r.t., then reflux;85%
With silica gel; iron(III) chloride for 0.0233333h; microwave irradiation;84%
With bismuth(III) chloride; water In tetrahydrofuran for 0.1h; Irradiation;80%
With silica gel In dichloromethane Ambient temperature; Yield given;
methanol
67-56-1

methanol

4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

4-tert-butyl-1,1-dimethoxy-cyclohexane
944-19-4

4-tert-butyl-1,1-dimethoxy-cyclohexane

Conditions
ConditionsYield
With trimethyl orthoformate at 60℃; under 6000480 Torr; for 16h;100%
Ce(3+)-mont at 25℃; for 0.5h;95%
With titanium tetrachloride; triethylamine In dichloromethane at 20℃; for 0.75h;95%
(2,4,6-trichlorophenyl)hydrazine
5329-12-4

(2,4,6-trichlorophenyl)hydrazine

4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

4-tert-Butylcyclohexanone (2,4,6-Trichlorophenyl)hydrazone
143643-89-4

4-tert-Butylcyclohexanone (2,4,6-Trichlorophenyl)hydrazone

Conditions
ConditionsYield
With acetic acid In ethanol for 5h; Heating;100%
4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

4-(1,1-dimethylethyl)-cyclohexanol
98-52-2

4-(1,1-dimethylethyl)-cyclohexanol

Conditions
ConditionsYield
With zinc hydride In tetrahydrofuran for 24h; Ambient temperature;100%
With tricyclohexylphosphineindium trihydride In toluene at -78 - 20℃; for 15h;100%
With ammonia; lithium99%
4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

cis-4-tert-butyl-1-cyclohexanol
937-05-3

cis-4-tert-butyl-1-cyclohexanol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether for 0.25h; Ambient temperature;100%
With potassium 9-t-butyl-9-boratabicyclo<3.3.1>nonane In tetrahydrofuran at 0℃;98.5%
Stage #1: 4-tercbutyl-cyclohexanone With L-Selectride In tetrahydrofuran at -78 - 20℃;
Stage #2: With sodium hydroxide; dihydrogen peroxide In tetrahydrofuran at 20℃; for 2h;		98%
methylthiodiphenylphosphine oxide
13119-15-8

methylthiodiphenylphosphine oxide

4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

4-tert-butyl-1-[(diphenyl-phosphinoyl)-methylsulfanyl-methyl]-cyclohexanol

4-tert-butyl-1-[(diphenyl-phosphinoyl)-methylsulfanyl-methyl]-cyclohexanol

Conditions
ConditionsYield
Stage #1: methylthiodiphenylphosphine oxide With n-butyllithium In tetrahydrofuran; hexane at -70℃; for 0.166667h; Metallation;
Stage #2: 4-tercbutyl-cyclohexanone With boron trifluoride diethyl etherate In tetrahydrofuran; hexane at -85℃; for 1h; Addition; water hydrolysis;		100%
p-tolylhydrazine hydrochloride
637-60-5

p-tolylhydrazine hydrochloride

4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

3-(tert-butyl)-6-methyl-2,3,4,9-tetrahydrocarbazole

3-(tert-butyl)-6-methyl-2,3,4,9-tetrahydrocarbazole

Conditions
ConditionsYield
at 250℃; for 0.0166667h; Fischer indole synthesis;100%
With silica gel at 20℃; for 5h; Fischer Indole Synthesis; Milling;64%
4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

phenylhydrazine
100-63-0

phenylhydrazine

3-(tert-butyl)-2,3,4,9-tetrahydro-1H-carbazole
22401-71-4

3-(tert-butyl)-2,3,4,9-tetrahydro-1H-carbazole

Conditions
ConditionsYield
With trichloroacetic acid at 100℃; for 0.0833333h; Fischer indole synthesis;100%
With 1,3-bis(3-sulfopropyl)-1H-imidazol-3-ium hydrogensulfate In water at 100℃; for 1h; Fischer indole synthesis;96%
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In ethyl acetate at 100℃; for 0.166667h; Fischer indole synthesis; Microwave irradiation; Sealed vessel;95%
With liquid 1-butyl-3-methylimidazolium hydrosulfate at 70℃; for 1h; Fischer indole synthesis;94%
4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

5-tert-butyl-2-oxocyclohexanecarboxylic acid methyl ester
74851-58-4

5-tert-butyl-2-oxocyclohexanecarboxylic acid methyl ester

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 75℃;100%
With sodium hydride In 1,4-dioxane at 90℃; Reflux; Inert atmosphere;100%
With sodium hydride In tetrahydrofuran; mineral oil for 2h; Reflux;99%
With potassium hydride; sodium hydride In tetrahydrofuran for 0.666667h; Heating;95%
t-butyldimethylsiyl triflate
69739-34-0

t-butyldimethylsiyl triflate

4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

tert-butyl(4-tert-butylcyclohex-1-enyloxy)dimethylsilane
66323-98-6

tert-butyl(4-tert-butylcyclohex-1-enyloxy)dimethylsilane

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 0.75h; Inert atmosphere; chemoselective reaction;100%
4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

2-(3-(polystyrene methylamino)-3-oxopentyl)-5,6-dihydro-4H-1,3-dithiin-1-ium tetrafluoroborate

2-(3-(polystyrene methylamino)-3-oxopentyl)-5,6-dihydro-4H-1,3-dithiin-1-ium tetrafluoroborate

9-(1,1-dimethylethyl)-1,5-dithiaspiro[5.5]undecane
118817-77-9

9-(1,1-dimethylethyl)-1,5-dithiaspiro[5.5]undecane

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In acetonitrile at 80℃; for 8h;100%
(4-bromophenyl)hydrazine hydrochloride salt

(4-bromophenyl)hydrazine hydrochloride salt

4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

6-bromo-3-(tert-butyl)-2,3,4,9-tetrahydro-1H-carbazole

6-bromo-3-(tert-butyl)-2,3,4,9-tetrahydro-1H-carbazole

Conditions
ConditionsYield
With hydrogenchloride; acetic acid In water at 100℃;100%
4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

trans-4-tert-butylcyclohexanol
21862-63-5

trans-4-tert-butylcyclohexanol

Conditions
ConditionsYield
Stage #1: 4-tercbutyl-cyclohexanone In diethyl ether for 12h;
Stage #2: With sodium tetrahydroborate In diethyl ether; ethanol for 3h; Reagent/catalyst; Reflux;		99%
With sodium tetrahydroborate; copper(II) exchange resin In ethanol; water for 3h;98%
With tetrahydrofuran; sodium tetrahydroborate; montmorillonite clay; triethylbenzyl ammonium chloride In dichloromethane for 20h; Ambient temperature; stereochemistry of reduction by two reducing systems (other reducing system: triethylbenzylammonium chloride, montmorillonite clay; concentration of sodium borohydride can vary);96%
diethoxyphosphoryl-acetic acid ethyl ester
867-13-0

diethoxyphosphoryl-acetic acid ethyl ester

4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

ethyl (4-tert-butylcyclohexylidene)acetate
129518-99-6, 129519-00-2, 13733-50-1

ethyl (4-tert-butylcyclohexylidene)acetate

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 0 - 20℃; for 2h; Wadsworth-Horner-Emmons olefination;99%
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride In acetonitrile at 0℃; for 0.5h;
Stage #2: 4-tercbutyl-cyclohexanone In acetonitrile at 0 - 20℃;		99%
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.25h;
Stage #2: 4-tercbutyl-cyclohexanone In tetrahydrofuran; mineral oil at 20℃; for 2h; Concentration;		94%
trimethylsulfoxonium bromide

trimethylsulfoxonium bromide

4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

6-tert-butyl-1-oxaspiro[2.5]octane
2815-45-4

6-tert-butyl-1-oxaspiro[2.5]octane

Conditions
ConditionsYield
With potassium hydroxide In water; acetonitrile at 60℃; for 3h;99%
Triphenylmethanesulfenamide
38499-08-0

Triphenylmethanesulfenamide

4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

C29H33NS
86864-29-1

C29H33NS

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate; magnesium sulfate In dichloromethane for 2h; Ambient temperature;99%
(2R,4R)-pentanediol
42075-32-1

(2R,4R)-pentanediol

4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

(2R,4R)-2,4-dimethyl-9-(1,1-dimethylethyl)-1,5-dioxaspiro<5.5>undecane
105661-76-5

(2R,4R)-2,4-dimethyl-9-(1,1-dimethylethyl)-1,5-dioxaspiro<5.5>undecane

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In benzene Heating;99%
With pyridinium p-toluenesulfonate95%
With toluene-4-sulfonic acid
C12H18CuO2*Li
87351-23-3

C12H18CuO2*Li

4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

ethyl (Z)-2-<4-(1,1-dimethylethyl)cyclohexan-1-oxy>-2-butenoate
87351-37-9, 87419-64-5

ethyl (Z)-2-<4-(1,1-dimethylethyl)cyclohexan-1-oxy>-2-butenoate

Conditions
ConditionsYield
In diethyl ether for 1h; Ambient temperature;99%
4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

toluene-4-sulfonic acid hydrazide
1576-35-8

toluene-4-sulfonic acid hydrazide

4-tert-butylcyclohexanone tosylhydrazone
41780-53-4

4-tert-butylcyclohexanone tosylhydrazone

Conditions
ConditionsYield
With hydrogenchloride In methanol Condensation;99%
In ethanol at 100℃; for 1h;90%
In ethanol at 100℃; for 1.66667h; Inert atmosphere;90%
4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

salicylamide
65-45-2

salicylamide

4'-(1,1-Dimethylethyl)-spiro<2H-1,3-benzoxazine-2,1'-cyclohexan>-4(3H)-one
77773-93-4

4'-(1,1-Dimethylethyl)-spiro<2H-1,3-benzoxazine-2,1'-cyclohexan>-4(3H)-one

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene for 8h; Reflux; Dean-Stark;99%
92%
4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

methyl iodide
74-88-4

methyl iodide

4-tert-butyl-1-methylcyclohexanol
6353-54-4

4-tert-butyl-1-methylcyclohexanol

Conditions
ConditionsYield
Stage #1: methyl iodide With thulium(II) iodide In 1,2-dimethoxyethane at 25℃; Addition;
Stage #2: 4-tercbutyl-cyclohexanone In 1,2-dimethoxyethane Addition; Further stages.;		99%
With N,N,N,N,N,N-hexamethylphosphoric triamide; samarium diiodide In tetrahydrofuran Ambient temperature;64%
With N,N,N,N,N,N-hexamethylphosphoric triamide; samarium(II) triflate 1.) THF, cyclohexane, RT, 1 h, 2.) THF, cyclohexane, RT, 0.5 h; Yield given. Multistep reaction;
With N,N,N,N,N,N-hexamethylphosphoric triamide; sec.-butyllithium; samarium(III) trifluoromethanesulfonate 1.) THF, cyclohexane, room temperature, 1 h, 2.) THF, cyclohexane, room temperature, 1 h; Yield given. Multistep reaction;
4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

5-(tert-butyl)oxepan-2-one
34680-83-6

5-(tert-butyl)oxepan-2-one

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid; scandium tris(trifluoromethanesulfonate) In dichloromethane for 0.5h;99%
With bismuth(lll) trifluoromethanesulfonate In dichloromethane at 20℃; for 0.333333h; Baeyer-Villiger oxidation;99%
With acyltransferase from Mycobacterium smegmatis; dihydrogen peroxide; ethyl acetate In water at 35℃; for 90h; Baeyer-Villiger Ketone Oxidation; Enzymatic reaction;99%
4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

1,1-dihydroperoxy-(4-tert-butyl)cyclohexane
229323-96-0

1,1-dihydroperoxy-(4-tert-butyl)cyclohexane

Conditions
ConditionsYield
With formic acid; 3 A molecular sieve; dihydrogen peroxide In dichloromethane at 25℃; for 0.05h;99%
With dihydrogen peroxide In 1,2-dimethoxyethane at 20℃; for 20h;99%
With dihydrogen peroxide In water; acetonitrile at 20℃; for 1.33333h;96%
ethyl 2-diethoxyphosphorylpropionate
3699-66-9

ethyl 2-diethoxyphosphorylpropionate

4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

2-(4-tert-butyl-cyclohexylidene)-propionic acid ethyl ester
503003-76-7

2-(4-tert-butyl-cyclohexylidene)-propionic acid ethyl ester

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 0 - 20℃; for 2h; Wadsworth-Horner-Emmons olefination;99%
4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

ethyl (triphenylphosphoranylidene)acetate
1099-45-2

ethyl (triphenylphosphoranylidene)acetate

ethyl (4-tert-butylcyclohexylidene)acetate
129518-99-6, 129519-00-2, 13733-50-1

ethyl (4-tert-butylcyclohexylidene)acetate

Conditions
ConditionsYield
In acetonitrile at 190℃; for 0.333333h; microwave heating;99%
In acetonitrile at 190℃; for 0.333333h; Wittig reaction; microwave irradiation;61%
tert-butyldimethylsilyl cyanide
56522-24-8

tert-butyldimethylsilyl cyanide

4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

4-tert-butyl-1-(tert-butyl-dimethyl-silanyloxy)-cyclohexanecarbonitrile

4-tert-butyl-1-(tert-butyl-dimethyl-silanyloxy)-cyclohexanecarbonitrile

Conditions
ConditionsYield
With P(i-PrNCH2CH2)N In tetrahydrofuran at 0℃; for 0.5h;99%
4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

1-amino-2-propene
107-11-9

1-amino-2-propene

C4H9HC6H8HNHC3H5

C4H9HC6H8HNHC3H5

Conditions
ConditionsYield
Stage #1: 4-tercbutyl-cyclohexanone; 1-amino-2-propene In methanol at 20℃; for 1h;
Stage #2: With sodium tris(acetoxy)borohydride In methanol at 0 - 20℃; Further stages.;		99%

4-tert-Butylcyclohexanone Consensus Reports

Reported in EPA TSCA Inventory.

4-tert-Butylcyclohexanone Specification

The 4-tert-Butylcyclohexanone, with the CAS registry number 98-53-3, is also known as Cyclohexanone, 4-(1,1-dimethylethyl)-. It belongs to the product categories of Liquid Crystal Intermediates; C10; Carbonyl Compounds; Ketones. Its EINECS registry number is 202-678-5. This chemical's molecular formula is C10H18O and molecular weight is 154.25. Its IUPAC name is called 4-tert-butylcyclohexan-1-one. The product should be sealed and stored in cool and dry place.

Physical properties of 4-tert-Butylcyclohexanone: (1)ACD/LogP: 2.48; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.48; (4)ACD/LogD (pH 7.4): 2.48; (5)ACD/BCF (pH 5.5): 45.36; (6)ACD/BCF (pH 7.4): 45.36; (7)ACD/KOC (pH 5.5): 533.91; (8)ACD/KOC (pH 7.4): 533.91; (9)#H bond acceptors: 1; (10)#Freely Rotating Bonds: 1; (11)Index of Refraction: 1.456; (12)Molar Refractivity: 45.99 cm3; (13)Molar Volume: 169.1 cm3; (14)Surface Tension: 31.3 dyne/cm; (15)Density: 0.911 g/cm3; (16)Flash Point: 96.1 °C; (17)Enthalpy of Vaporization: 46.17 kJ/mol; (18)Boiling Point: 225.1 °C at 760 mmHg; (19)Vapour Pressure: 0.0878 mmHg at 25°C.

Preparation of 4-tert-Butylcyclohexanone: this chemical can be prepared by Phenol via Friedel - Crafts reaction and Catalytic hydrogenation. Then this reaction will generate tert-butyl cyclohexanol. Finally, you will get 4-tert-Butylcyclohexanone via oxidation of chromium trichloride.

Uses of 4-tert-Butylcyclohexanone: it can be used to produce trans-4-tert-butyl-cyclohexanol at temperature of 23 °C. This reaction will need reagent Cl3SiH with reaction time of 16 hours. The yield is about 82%.

4-tert-Butylcyclohexanone can be used to produce trans-4-tert-butyl-cyclohexanol

When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CC(C)(C)C1CCC(=O)CC1
(2)InChI: InChI=1S/C10H18O/c1-10(2,3)8-4-6-9(11)7-5-8/h8H,4-7H2,1-3H3
(3)InChIKey: YKFKEYKJGVSEIX-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rabbit LD50 skin 5gm/kg (5000mg/kg)   Food and Cosmetics Toxicology. Vol. 13, Pg. 729, 1975.
rat LD50 oral 5gm/kg (5000mg/kg)   Food and Cosmetics Toxicology. Vol. 13, Pg. 729, 1975.

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