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4-tert-Butylcyclohexanone

CAS No.98-53-3
Chemical Name:4-tert-Butylcyclohexanone
CBNumber:CB4254201
Molecular Formula:C10H18O
Formula Weight:154.25
MOL File:98-53-3.mol

4-tert-Butylcyclohexanone Property

Melting point 47-50 °C (lit.)
Boiling point 113-116 °C/20 mmHg (lit.)
Density 0.893
vapor pressure 7.91-14.2Pa at 20-25℃
refractive index 1.4570 (estimate)
Flash point 205 °F
storage temp. Sealed in dry,Room Temperature
solubility Chloroform (Slightly), Methanol (Slightly); Almost insoluble in water, soluble in alcohol and oils.
form Crystalline Powder
color White to almost white
Odor Powerful, dry-camphoraceous, slightly minty odor with woody Cedar-Patchouli-like undertones.
Odor Type woody
Water Solubility Soluble in alcohol, ethanol (0.5g/10 mL). Insoluble in water.
BRN 507309
InChIKey YKFKEYKJGVSEIX-UHFFFAOYSA-N
LogP 2.91
CAS DataBase Reference 98-53-3(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII 4M45G11K23
NIST Chemistry Reference Cyclohexanone, 4-(1,1-dimethylethyl)-(98-53-3)
EPA Substance Registry System Cyclohexanone, 4-(1,1-dimethylethyl)- (98-53-3)
UNSPSC Code 12352100
NACRES NA.22

Safety

Hazard Codes :Xi
Risk Statements :36/37/38
Safety Statements :26-36
WGK Germany :2
RTECS :GW1140000
TSCA :Yes
HS Code :29142990
Toxicity :Both the acute oral LD₅₀ value in rats and the acute dermal LD₅₀ value in rabbits were reported to be 5 g/kg

NFPA 704:

	1
1		0

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordWarning
Hazard statements H302-H412
Precautionary statements P273-P301+P312+P330

4-tert-Butylcyclohexanone Price More Price(6)

Brand: Sigma-Aldrich(India)
Product number: B92303
Product name : 4-tert-Butylcyclohexanone
Purity: 99%
Packaging: 25G
Price: ₹1948.5
Updated: 2022/06/14
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Brand: Sigma-Aldrich(India)
Product number: B92303
Product name : 4-tert-Butylcyclohexanone
Purity: 99%
Packaging: 100G
Price: ₹3225.85
Updated: 2022/06/14
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Brand: TCI Chemicals (India)
Product number: B1074
Product name : 4-tert-Butylcyclohexanone
Purity: min. 97.0 %
Packaging: 25G
Price: ₹3000
Updated: 2022/05/26
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Brand: ALFA India
Product number: ALF-A15612-22
Product name : 4-tert-Butylcyclohexanone, 99%
Purity:
Packaging: 100g
Price: ₹4064
Updated: 2022/05/26
Buy: Buy

Brand: TCI Chemicals (India)
Product number: B1074
Product name : 4-tert-Butylcyclohexanone
Purity: min. 97.0 %
Packaging: 100G
Price: ₹9000
Updated: 2022/05/26
Buy: Buy

4-tert-Butylcyclohexanone Chemical Properties,Usage,Production

Chemical Properties WHITE TO ALMOST WHITE CRYSTALLINE POWDER
Occurrence Has apparently not been reported to occur in nature.
Uses 4-tert-Butylcyclohexanone is used as a perfuming agents and in cosmetic. This material, commercially available for almost two decades, has only temporarily gained some importance as a powerful, “lifting” soap perfume ingredient, or as an in-expensive additive to Patchouli notes for soap and detergent fragrances, etc. It has more power and much less tenacity than Cedarwood and Patchouli, which is only an advantage in certain types of household products, where tenacity is not always very desirable. The title ketone can also give powerful “lift” to certain types of floral fragrance and to most of the herbaceous ones, Lavender, Lavandin, Rosemary, etc.
Definition ChEBI: Cyclohexanone, 4-(1,1-dimethylethyl)- is a cyclic ketone.
Preparation By hydrogenation of p-ferr-butylphenol. Care must be taken that no free p-tert-butylphenol remains, because it is a sensitizer and depigmenting agent(Opdyke, 1974).
Preparation N-Chlorosuccinimide (NCS) (8.0 g, 0.060 mol) and toluene (200 mL) were cooled to 0 C° in a 1-L, threenecked, round-bottomed flask equipped with a mechanical stirrer, a thermometer, a dropping funnel, and an argon inlet tube. Dimethyl sulfoxide (6.0 mL, 0.10 mol) was added and the mixture was cooled to -25 C° using a tetrachloromethane/dryice bath. A solution of 4-tert-butylcyclohexanol (6.24 g, 0.04 mol; mixture of E and Z isomers) in toluene (40 mL) was added dropwise over 5 min, stirring was continued for 2 h at -25 C°, and then a solution of triethylamine (6.0 g, 0.06 mol) in toluene (10 mL) was added dropwise over 3 min. The cooling bath was removed, and, after 5 min, diethyl ether (400 mL) was added. The organic phase was washed with 1% aq. hydrochloric acid (100 mL) and then with water (2 × 100 mL), and dried over anhydrous magnesium sulfate. The solvents were evaporated under reduced pressure, and the residue was transferred to a 50-mL, round-bottomed flask and bulb-to-bulb distilled at 120 C° (25 mmHg) to yield 5.72 g (93%) of 4-tertbutylcyclohexanone 1794; mp 41–45 C°. Recrystallization from petroleum ether at -20 C° gave an 88% recovery of 1794 with mp 45–46 C°.
Synthesis Reference(s) Chemistry Letters, 24, p. 507, 1995
Journal of the American Chemical Society, 94, p. 7586, 1972 DOI: 10.1021/ja00776a056
Tetrahedron Letters, 16, p. 3775, 1975
Purification Methods Purify it via the semicarbazone (crystallised from EtOH with m 203-205o), hydrolyse this with dilute HCl and steam distil it. The distillate is extracted into Et2O, dried, evaporated and the residue is recrystallised from pentane, aqueous EtOH or EtOH [Houlihan J Org Chem 27 3860 1962]. The oxime recrystallises from 1,2-dichloropropane and has m 137.5-138.5o. [Harvill et al. J Org Chem 15 58 1950, Beilstein 7 IV 82.]