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98-53-3

Basic Information
CAS No.: 98-53-3
Name: 4-tert-Butylcyclohexanone
Article Data: 332
Molecular Structure:
Molecular Structure of 98-53-3 (4-tert-Butylcyclohexanone)
Formula: C10H18O
Molecular Weight: 154.252
Synonyms: 4-(1,1-Dimethylethyl)cyclohexanone;p-tert-Butylcyclohexanone;C 64;NSC 73717;Cyclohexanone,4-tert-butyl- (6CI,8CI);g-tert-Butylcyclohexanone;
EINECS: 202-678-5
Density: 0.911 g/cm3
Melting Point: 47-50 °C
Boiling Point: 225.1 °C at 760 mmHg
Flash Point: 96.1 °C
Solubility: Soluble in alcohol, ethanol (0.5g/10 mL). Insoluble in water.
Appearance: white to almost white crystalline powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36
PSA: 17.07000
LogP: 2.79180
Synthetic route
98-52-2

4-(1,1-dimethylethyl)-cyclohexanol

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%
146174-68-7, 146174-70-1

4-t-butylcyclohexyl 6-phenanthridinylmethyl ether

A

3955-65-5

6-methylphenanthridine

B

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%
21862-63-5

trans-4-tert-butylcyclohexanol

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%
937-05-3

cis-4-tert-butyl-1-cyclohexanol

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.
75-91-2

tert.-butylhydroperoxide

98-52-2

4-(1,1-dimethylethyl)-cyclohexanol

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%
65851-13-0

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

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%
4701-98-8

4-tert-butylcyclohexanone oxime

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%
118817-77-9

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

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%
98-52-2

4-(1,1-dimethylethyl)-cyclohexanol

1972-28-7

diethylazodicarboxylate

A

4114-28-7

diethyl hydrazodicarboxylate

B

98-53-3

4-tercbutyl-cyclohexanone

Conditions
ConditionsYield
With zinc dibromide In toluene for 3.5h; Reflux;A n/a
B 98%
71518-68-8

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

98-53-3

4-tercbutyl-cyclohexanone

Conditions
ConditionsYield
With clay-supported ferric nitrate In pentane for 0.5h; Ambient temperature;97%
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Consensus Reports

Reported in EPA TSCA Inventory.

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.