5664-14-2

Usage

Physical state

Colorless, oily liquid

Odor

Floral

Industry use

Fragrance industry as a scent ingredient

Applications

Perfumes, soaps, personal care products, flavors, pharmaceuticals, and chemical intermediates

Toxicity

Low toxicity

Health and environmental impact

Not known to cause significant adverse effects when used with proper safety protocols

Upstream product

• 286-20-4 cyclohexane-1,2-epoxide 
• 67-64-1 acetone 
• 931-17-9 1,2-Cyclohexanediol 

Downstream Products

• 931-17-9 1,2-Cyclohexanediol 

Relevant academic research and scientific papers

Iron oxide-pillared clay catalyzed the synthesis of acetonides from epoxides

FeOx-pillared clays (FeOx-pillared bentonite, FeOx-pillared hectorite and FeOx-pillared taeniolite) were synthesized by the intercalation of FeCl3 into clay interlayers and calcination. The synthesize

Iron oxide-pillared clay catalyzed the synthesis of acetonides from epoxides

FeOx-pillared clays (FeOx-pillared bentonite, FeOx-pillared hectorite and FeOx-pillared taeniolite) were synthesized by the intercalation of FeCl3 into clay interlayers and calcination. The synthesize

Investigation of the catalytic activity of an electron-deficient vanadium(IV) tetraphenylporphyrin: A new, highly efficient and reusable catalyst for ring-opening of epoxides

In this work, the catalytic activity of high-valent tetraphenylporphyrinatovanadium(IV) trifluoromethanesulfonate, [V IV(TPP)(OTf)2], in the nucleophilic ring-opening of epoxides is reported. This new V(IV) catalyst was used as an efficient catalyst for alcoholysis with primary (methanol, ethanol and n-propanol), secondary (iso-propanol) and tertiary alcohols (tert-butanol), hydrolysis and acetolysis of epoxides with acetic acid and also for the conversion of epoxides to 1,2-diacetates with acetic anhydride, conversion of epoxides to thiiranes with ammonium thiocyanate and thiourea, and for conversion of epoxides to acetonides with acetone. The catalyst was reused several times without loss of its activity.

Mild and efficient protection of diol and carbonyls as cyclic acetals catalysed by iron (III) chloride

A friendly method for the protection of diols and carbonyls catalysed by hexahydrated iron (III) chloride has been developed. This method, which consists of the transformation of diols and carbonyls to cyclic acetals, functions in mild conditions and it is efficient for a wide range of diols.

Ring-opening reactions of epoxides catalyzed by molybdenum(VI) dichloride dioxide

Transformation of epoxides to β-alkoxy alcohols, acetonides, and α-alkoxy ketones is achieved by using molybdenum(VI) dichloride dioxide (MoO2Cl2) as a catalyst. Alcohol, aldehyde, oxime, tosyl, and tert-butyldimethylsilyl functional groups are tolerated during the methanolysis and acetonidation of the functionalized epoxides. No polymerization product is observed with any of the epoxides. Direct conversion of epoxides devoid of sensitive functional groups into the corresponding α-methoxy ketone is achieved in a single step by using the MoO2Cl 2/Oxone system. Georg Thieme Verlag Stuttgart.

Efficient and catalytic conversion of epoxides into 1,3-dioxolanes with LiBF4

Lithium tetrafluoroborate catalysis the efficient conversion of epoxides with acetone to the corresponding 1,3-dioxolanes in excellent isolated yields. Copyright Taylor & Francis, Inc.

Rapid and efficient ring opening of epoxides catalyzed by a new electron deficient tin(IV) porphyrin

The new electron deficient tin(IV) tetraphenylporphyrinato trifluoromethanesulfonate, [SnIV(tpp)(OTf)2], was used as an efficient catalyst for the alcoholysis, hydrolysis and acetolysis of epoxides. Conversion of epoxides to thiiranes and acetonides were also performed efficiently in the presence of this catalyst.

2,4,4,6-Tetrabromo-2,5-cyclohexadienone (TABCO) as a versatile, efficient, and chemoselective catalyst for the acetalization and transacetalization of carbonyl compounds, the preparation of acetonides from epoxides and acylals (1,1-diacetates) from aldehydes

The efficient and chemoselective preparation of acetals and ketals from carbonyl compounds, transacetalization reactions, the conversion of epoxides to acetonides, and the preparation of acylals from aldehydes in the presence of catalytic amounts of 2,4,4,6-tetrabromo-2,5-cyclohexadienone (TABCO) are described.

Efficient conversion of epoxides to 1,3-dioxolanes catalyzed by bismuth(III) salts

Epoxides react with acetone in the presence of catalytic amounts of bismuth(III) salts including BiCl3, Bi(TFA)3 and Bi(OTf)3 affording the corresponding 1,3-dioxolanes in excellent yields.

Conversion of epoxides into 1,3-dioxolanes catalysed by high oxidation state metalloporphyrins

Tin(IV) tetraphenylporphyrin perchlorate, Sn(IV)(tpp)(ClO4)2, catalyses the efficient reaction of epoxides with acetone to give the corresponding 1,3-dioxolanes in good yields.