The present invention relates to novel cyclopropane derivatives represented by Formula I:

##STR00001##

wherein R represents a hydrocarbon group containing 1-20 carbon atoms or an ester containing 1-20 carbon atoms;

wherein R′ represents a C.sub.1-C.sub.6 acyclic carboxylic acid ester, a C.sub.4-C.sub.6 cyclic carboxylic acid ester or —OR″, and R″ is selected from the group consisting of H, a C.sub.1-C.sub.6 acyclic hydrocarbon group, a C.sub.3-C.sub.6 carbocyclic ring and a C.sub.4-C.sub.5 heterocyclic ring; and

wherein the composition is selected from the group consisting of a flavor composition and a fragrance composition.

A process for preparing amides by reacting a primary amine and a primary alcohol in the presence of a Ruthenium complex to generate the amide and molecular hydrogen. Primary amines are directly acylated by equimolar amounts of alcohols to produce amides and molecular hydrogen (the only byproduct) in high yields and high turnover numbers. Also disclosed are processes for hydrogenation of amides to alcohols and amines; hydrogenation of organic carbonates to alcohols; hydrogenation of carbamates or urea derivatives to alcohols and amines; amidation of esters; acylation of alcohols using esters; coupling of alcohols with water and a base to form carboxylic acids; dehydrogenation of beta-amino alcohols to form pyrazines and cyclic dipeptides; and dehydrogenation of secondary alcohols to ketones. These reactions are catalyzed by a Ruthenium complex which is based on a dearomatized PNN-type ligand of formula A1 or precursors thereof of formulae A2 or A3.

A process for preparing amides by reacting a primary amine and a primary alcohol in the presence of a Ruthenium complex to generate the amide and molecular hydrogen. Primary amines are directly acylated by equimolar amounts of alcohols to produce amides and molecular hydrogen (the only byproduct) in high yields and high turnover numbers. Also disclosed are processes for hydrogenation of amides to alcohols and amines; hydrogenation of organic carbonates to alcohols; hydrogenation of carbamates or urea derivatives to alcohols and amines; amidation of esters; acylation of alcohols using esters; coupling of alcohols with water and a base to form carboxylic acids; dehydrogenation of beta-amino alcohols to form pyrazines and cyclic dipeptides; and dehydrogenation of secondary alcohols to ketones. These reactions are catalyzed by a Ruthenium complex which is based on a dearomatized PNN-type ligand of formula A1 or precursors thereof of formulae A2 or A3.

A process for conducting equilibrium-limited chemical reactions that produce water as a reaction product. Specifically, a process that uses a reactive chromatography unit (RCU) to improve the efficiency of equilibrium-limited reactions, such as a process for reacting glycol ether (GE) and carboxylic acid (CA) to form water and glycol ether ester (GEE). The process includes supplying GE and CA to the RCU, where one of either the CA or the GE is in a stoichiometric deficit relative to the other reactant. The reactant in the stoichiometric deficit reacts in the presence of the catalyst in the RCU to form a mixture of GEE and water. A raffinate is separated from the mixture using the separation media of the RCU contains at least the GEE. An extract separated from the mixture using the separation media of the RCU contains at least the water.

A process for conducting equilibrium-limited chemical reactions that produce water as a reaction product. Specifically, a process that uses a reactive chromatography unit (RCU) to improve the efficiency of equilibrium-limited reactions, such as a process for reacting glycol ether (GE) and carboxylic acid (CA) to form water and glycol ether ester (GEE). The process includes supplying GE and CA to the RCU, where one of either the CA or the GE is in a stoichiometric deficit relative to the other reactant. The reactant in the stoichiometric deficit reacts in the presence of the catalyst in the RCU to form a mixture of GEE and water. A raffinate is separated from the mixture using the separation media of the RCU contains at least the GEE. An extract separated from the mixture using the separation media of the RCU contains at least the water.

The present disclosure provides for a process for supplying a first reactant and a second reactant (reactants) to a simulated moving bed reactor (SMBR) at each step of a sequential repeating injection cycle, where the SMBR includes zones each having an injection point and each containing a solid separation media; reacting the reactants in the SMBR during the sequential repeating injection cycle (cycle) to form a first product; separating the first product in the SMBR with the solid separation media; and changing an amount of one or both of the reactants injected at one or more of the injection points of the SMBR during a step of the cycle. Changing the amount of the reactants can be done at each step of the sequential repeating injection cycle. Changing the amount can include changing an inlet concentration of the reactants injected at one or more of the injection points during each step of the cycle.

The present disclosure provides for a process for supplying a first reactant and a second reactant (reactants) to a simulated moving bed reactor (SMBR) at each step of a sequential repeating injection cycle, where the SMBR includes zones each having an injection point and each containing a solid separation media; reacting the reactants in the SMBR during the sequential repeating injection cycle (cycle) to form a first product; separating the first product in the SMBR with the solid separation media; and changing an amount of one or both of the reactants injected at one or more of the injection points of the SMBR during a step of the cycle. Changing the amount of the reactants can be done at each step of the sequential repeating injection cycle. Changing the amount can include changing an inlet concentration of the reactants injected at one or more of the injection points during each step of the cycle.

This invention relates to a method for the conversion of lignocellulosic biomass into ethyl esters of carboxylic acids. Said method consists of treating the biomass material with an oxidizing agent that is incorporated in an solution comprising one or more acids, one or more alcohols and water, and subsequently performing a catalytic reaction at a higher temperature using the same acidic solution into which a larger volume of alcohol is added, in such a way that the catalytic conversion occurs in a medium with a much higher concentration of alcohol, i.e. with a much higher alcohol-to-water wt ratio. Such a method results in relatively high yields of ethyl esters, such as ethyl esters of formic, acetic, and levulinic acids, while producing a low yield of dialkyl ethers, which are unwanted by-products. The concentration of the oxidizing agent in the pre-treatment step is preferably higher than 6.0 wt %. The oxidizing agent is preferably a Fenton or Fenton-type reagent, and most preferably hydrogen peroxide activated by Fe (II), and/or Ti (IV) ions. The alcohol is preferably ethanol, and when ethanol is used, diethyl ether is formed as the unwanted dialkyl ether by-product. Preferably, the biomass material is pelleted before treatment.

This invention relates to a method for the conversion of lignocellulosic biomass into ethyl esters of carboxylic acids. Said method consists of treating the biomass material with an oxidizing agent that is incorporated in an solution comprising one or more acids, one or more alcohols and water, and subsequently performing a catalytic reaction at a higher temperature using the same acidic solution into which a larger volume of alcohol is added, in such a way that the catalytic conversion occurs in a medium with a much higher concentration of alcohol, i.e. with a much higher alcohol-to-water wt ratio. Such a method results in relatively high yields of ethyl esters, such as ethyl esters of formic, acetic, and levulinic acids, while producing a low yield of dialkyl ethers, which are unwanted by-products. The concentration of the oxidizing agent in the pre-treatment step is preferably higher than 6.0 wt %. The oxidizing agent is preferably a Fenton or Fenton-type reagent, and most preferably hydrogen peroxide activated by Fe (II), and/or Ti (IV) ions. The alcohol is preferably ethanol, and when ethanol is used, diethyl ether is formed as the unwanted dialkyl ether by-product. Preferably, the biomass material is pelleted before treatment.

The present invention relates to the use of 1-(4,4-dimethylcyclohexyl)ethanone, 1-(4,4-dimethylcyclohex-1-en-1-yl)ethanone, 1-(4,4-dimethylcyclohexyl)ethanol, 1-(4,4-dimethylcyclohexyl)ethyl acetate and 1-(2-hydroxy-4,4-dimethylcyclohexyl)ethanone as a fragrance substance, in particular with a flowery and/or fruity olfactory characteristic. The present invention further relates to fragrance compositions and perfumed products comprising the compounds listed above. The present invention also relates to a method producing perfumed products and a method producing 1-(4,4-dimethylcyclohexyl)ethanol or 1-(4,4-dimethylcyclohexyl)ethyl acetate. Further, the invention relates to the compounds 1-(4,4-dimethylcyclohexyl)ethyl acetate, 1-(4,4-dimethylcyclohexyl)ethanol and 1-(2-hydroxy-4,4-dimethylcyclohexyl)ethanone.