32210-23-4

Basic information

• Product Name: 4-tert-Butylcyclohexyl acetate
• Synonyms: (4-tert-Butylcyclohexyl)acetate,c&t;4-(1,1-dimethylethyl)-cyclohexanoacetate;4-butylcyclohexylacetate;4-t-Butylcyclohexyl acetate;4-t-Butylcyclohexylacetate;4-tert-butyl-cyclohexanoacetate;4-tert-butylcyclohexylacetate,mixtureofc;4-tert-Butylhexahydrophenyl acetate
• CAS NO: 32210-23-4
• Molecular Formula: C₁₂H₂₂O₂
• Molecular Weight: 198.3
• EINECS: 250-954-9
• Product Categories: Pharmaceutical Raw Materials;C12 to C63;Carbonyl Compounds;Esters;A-B;Alphabetical Listings;Flavors and Fragrances
• Mol File: 32210-23-4.mol

Chemical Properties

• Boiling Point: 228-230 °C25 mm Hg(lit.)
• Flash Point: 212 °F
• Appearance: /
• Density: 0.934 g/mL at 25 °C(lit.)
• Vapor Pressure: 7.9Pa at 25℃
• Refractive Index: n20/D 1.452(lit.)
• Storage Temp.: Store below +30°C.
• Solubility: <0.0396g/l insoluble
• Water Solubility: 39.6mg/L at 20℃
• Stability: Stable. Flammable. Incompatible with strong oxidizing agents.
• CAS DataBase Reference: 4-tert-Butylcyclohexyl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: 4-tert-Butylcyclohexyl acetate(32210-23-4)
• EPA Substance Registry System: 4-tert-Butylcyclohexyl acetate(32210-23-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 2
• RTECS: AF7117000
• Hazardous Substances Data: 32210-23-4(Hazardous Substances Data)

Usage

Uses

Used in Fragrance Industry:
4-tert-Butylcyclohexyl acetate is used as a perfume ingredient for cosmetics, including soaps, due to its pleasant and versatile scent. The cis and trans forms of the compound provide a range of olfactory characteristics, making it suitable for various fragrance compositions.
Used in High Loading Fragrance Encapsulation:
4-tert-Butylcyclohexyl acetate may be used in the preparation of high loading fragrance encapsulation based on a polymer blend of ethylcellulose, hydroxypropyl methylcellulose, and poly(vinyl alcohol). This application allows for the controlled release of the fragrance, providing a longer-lasting and more consistent scent experience.
Chemical Production:
The ester is prepared by catalytic hydrogenation of 4-tert-butylphenol, followed by acetylation of the resulting 4-tert-butylcyclohexanol. The choice of catalyst, such as Raney nickel or rhodium-carbon, influences the percentage of the trans or cis isomer obtained. The trans alcohol can be isomerized by alkaline catalysts, and the cis alcohol with a lower boiling point can be removed continuously from the mixture by distillation.

Flammability and Explosibility

Notclassified

Trade name

Lorysia? (Firmenich), Vertenex? (IFF).

InChI:InChI=1/C12H22O2/c1-9(13)14-11-7-5-10(6-8-11)12(2,3)4/h10-11H,5-8H2,1-4H3

Upstream product

• 98-52-2 4-(1,1-dimethylethyl)-cyclohexanol 
• 108-24-7 acetic anhydride 
• 108-22-5 Isopropenyl acetate 
• 98-53-3 4-tercbutyl-cyclohexanone 
• 92976-55-1 1-tert-butyldimethylsilyloxy-4-tert-butylcyclohexane 
• 80356-16-7 2-(4-tert-Butyl-cyclohexyloxy)-tetrahydro-pyran 
• 167489-85-2 (4-tert-butyl-cyclohexyloxy)-trimethyl-silane 
• 108-95-2 phenol 

Downstream Products

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

Relevant articles and documents

Production method of iris ester synthetic essence

The invention discloses a production method of an iris ester synthetic essence, which relates to the technical field of fine chemical production. The phenol and tert-butyl alcohol are taken as initialraw materials for an alkylation reaction, after hydrogenation, the materials and acetic anhydride are subjected to an acetylation reaction to generate iris ester, the raw materials are easily available, and yield is high; petroleum ether is taken as an organic solvent of the alkylation reaction and a hydrogenation reaction, the disadvantages that the reaction is incomplete during a hydrogenationprocess and a catalyst is inactivated after application can be overcome, and a distillation technology step employed in the alkylation reaction by employing dichloroethane as a solvent is simultaneously omitted; a boiling point of petroleum ether is low, and the petroleum ether is easily recovered and applied, so that environment pollution due to discharge of the organic solvent in waste water canbe avoided, and production cost is reduced.

Preparation, characterization and application of RHA/TiO2 nanocomposites in the acetylation of alcohols, phenols and amines

In this work, anatase-phase nano-titania was prepared by embedding in rice husk ash, and identified using a variety of techniques. The obtained nanocomposite (RHA/TiO2) was used as a green and inexpensive catalyst for the promotion of the acetylation of alcohols, phenols and amines with Ac2O at room temperature under solvent free conditions. The procedure gave the products in excellent yields during all reaction times. Also this catalyst can be reused for several times without loss of its catalytic activity.

PROCESS FOR THE PREPARATION OF 4-TERT.-BUTYLCYCLOHEXYL ACETATE

4-tert.-Butylcyclohexyl acetate having a cis-4-tert.-butylcyclohexyl acetate content of at least 90 %, containing 50 ppm or less of acetic acid, and having a freezing point of -35 DEG C or higher, a process for the preparation of the same and a perfume composition comprising the same are provided. 4-tert.-Butylcyclohexyl acetate of the present invention and a perfume composition comprising the same have attractive woody and fruity perfume, and are preferably used as a perfume.

Lewis acid catalyzed acylation reactions: Scope and limitations

Acylation of alcohols, thiols, and sugars were studied with a variety of Lewis acids, and it was found that Cu- and Sn(OTf)2 are very efficient in catalyzing the reaction under mild conditions. Among these two catalysts, Cu(OTf)2 was preferred because of its lower cost and relatively higher yield of the acylated product. The reaction was studied in several solvents, but CH2Cl2 was preferred. It was also observed that the present method is suitable for acylation of tertiary alcohols. Sugars were also acylated without any epimerization at the anomeric center. It is further shown here that this method is also suitable for selective acylation of primary or secondary alcohols over tertiary ones.

One-step conversion of silyl/THP ethers into the corresponding acetates

A variety of silyl and THP ethers were directly converted into the corresponding acetates using acetic anhydride in the presence of a catalytic amount of Cu(OTf)2 in CH2Cl2. It was observed that MEM ethers could also be cl

Meerwein-Ponndorf-Verley-type reductive acetylation of carbonyl compounds to acetates by lanthanide complexes in the presence of isopropenyl acetate

Meerwein-Ponndorf-Verley-type reductive acetylation of carbonyl compounds to acetates was successfully carried out in the presence of isopropenyl acetate under the influence of a catalytic amount of Ln(O(i)Pr)3 at room temperature. Various carbonyl compounds were converted into the corresponding acetates in fair to good yields. (C) 2000 Elsevier Science Ltd.

Processes for preparing 4-tert.-butylcyclohexanol and 4-tert.-butylcyclohexyl acetate

4-tert.-Butylcyclohexanol having a larger content of its cis-isomer is prepared by hydrogenating 4-tert.-butylphenol in a solvent in the presence of a rhodium catalyst and a compound selected from the group consisting of hydrogen chloride and (anhydrous) sulfuric acid. Furthermore, 4-tert.-butylcyclohexanol obtained by the above hydrogenation is acetylated to give 4-tert.-butylcyclohexyl acetate.

An efficient method for acylation reactions

Cu(OTf)2 was found to be an efficient catalyst in the acylation reaction of alcohols, phenols, amines and thiols with acetic arthydride in CH2Cl2 or acetic acid. A catalytic cycle has been proposed for the acylation reaction.