4756-19-8

Usage

Uses

Different sources of media describe the Uses of 4756-19-8 differently. You can refer to the following data:
1. 3-(p-cumenyl)-2-methylpropanol is a cyclamen alcohol, a fragrance raw material, and thus can be used in the perfume industry.
2. Cyclamen Alcohol, is a fragrance raw material, and thus can be used in the perfume industry.

InChI:InChI=1/C13H20O/c1-10(2)13-6-4-12(5-7-13)8-11(3)9-14/h4-7,10-11,14H,8-9H2,1-3H3

Upstream product

• 5695-80-7 4-(4-isopropyl-phenyl)-5-methyl-[1,3]dioxane 
• 103-95-7 cyclamenaldehyde 
• 122-03-2 (4-isopropylbenzaldehyde) 
• 831-97-0 α-methyl-p-isopropylcinnamaldehyde 
• 71-23-8 propan-1-ol 
• 536-60-7 cuminol 
• 18620-03-6 4-isopropylphenylmagnesium bromide 
• 27319-06-8 1-(1-methylethyl)-4-(prop-1-en-1-yl)benzene 
• 93614-83-6 (E)-3-(4-isopropylphenyl)-2-methylacrylaldehyde 
• 3897-64-1 1-allyl-4-isopropylbenzene 
• 56208-30-1 3t-(4-isopropyl-phenyl)-2-methyl-allyl alcohol 

Downstream Products

• 122499-02-9 3-(4-isopropylphenyl)-2-methylpropyl acetate 
• 180274-14-0 1-Isopropyl-4-(3-methoxymethoxy-2-methyl-propyl)-benzene 
• 103-95-7 cyclamenaldehyde 
• 1620237-72-0 C₂₃H₂₅NO₃ 
• 167710-46-5 1-[3-[4-(methylethyl)phenyl]-2-methyl-propyl]-N,N,β,β-tetramethyl-4-piperidineethanamine, (E)-2-butenedioate 
• 180274-31-1 (+/-)-3-(4-isopropyl-2-methylphenyl)-2-methylpropanal 
• 180274-26-4 (+/-)-3-(4-isopropyl-2-methylphenyl)-2-methylpropan-1-ol 

Relevant academic research and scientific papers

Ru-Catalyzed Cross-Dehydrogenative Coupling between Primary Alcohols to Guerbet Alcohol Derivatives: With Relevance for Fragrance Synthesis

A simple method has been developed for the cross dehydrogenative coupling between two different primary alcohols using readily available RuCl2(PPh3)3 as a precatalyst through the borrowing-hydrogen approach. The present methodology is applicable to a large variety of alcohol derivatives including long chain aliphatic alcohols and heteroaryl alcohols. In addition, the methodology was applied in a straightforward protocol to synthesize commercially available fragrances such as Rosaphen and Cyclamenaldehyde in good yields.

Cyclamen aldehyde synthesis: Aldol condensation followed by hydrogenation over ruthenium catalyst

Cyclamen aldehyde is a fragrant substance with the scent of cyclamen or lily-of-the-valley. In this work, the desired cyclamen aldehyde was prepared by twostep synthesis. At the first step, aldol condensation of 4-isopropylbenzaldehyde and propanal was carried out. The influence of used catalyst (potassium hydroxide and sodium methoxide) and propanal amount were tested. Propanal was used in excess and it was added to the reaction mixture dropwise (to prevent its self-condensation to 2-methylpent-2-enal). Resulting mixture of 4-isopropylbenzaldehyde and forcyclamen aldehyde was hydrogenated using different Ru/C catalysts. The products detected in hydrogenation reaction mixture were: desired cyclamen aldehyde, cyclamen alcohol and forcyclamen alcohol. The influence of catalyst type and amount, reaction temperature and hydrogen pressure on the reaction course was tested. The highest yield (19.4 %) was obtained using pressure 10 MPa, temperature 110 °C and 2 wt% of catalyst Ru/C.

Esters of benzoic, 5-arylisoxazole-3-carboxylic and 4,5- dichloroisothiazole-3-carboxylic acids

The method of synthesis was developed of esters of benzoic, 2-chlorobenzoic, 5-phenylisoxazole-3-carboxylic, 5-tolylisoxazole-3-carboxylic, and 4,5-dichloroisothiazole-3-carboxylic acids with some aliphatic and substituted aromatic alcohols. The latter were obtained by reduction of aldehydes used in perfumery.

Microwave-assisted organocatalytic cross-aldol condensation of aldehydes

An environmentally benign organocatalytic cross-aldol condensation of aldehydes under microwave irradiation in the absence of solvent is described. Using pyrrolidine as a catalyst, an efficient and sustainable atom economic method was developed for the cross-aldol condensation of various aldehydes with excellent results. Among the products, jasmine aldehyde, α-hexyl cinnamaldehyde and cyclamen aldehyde, three compounds of great industrial demand, were synthesised.

HYDROGENATION OF CYCLAMEN ALDEHYDE AND LILY ALDEHYDE PRECURSORS ON SUPPORTED METAL CATALYSTS.

Cyclamen and lily aldehydes, which are widely used in the perfumery and cosmetics industry, are obtained by selective saturation of the double bond in 3-(4-isopropylphenyl)-2-methyl-2-propenal (cyclamen aldehyde precursor) and 3-(tert-butylphenyl)-2-methyl-2-propenal (lily aldehyde precursor). This paper reports the results of hydrogenation of cyclamen and lily aldehide precursors on supported catalysts in which the active phase was rhodium or nickel. Hydrogenation of cyclamen aldehyde precursor to cyclamen aldehyde on 5% Rh/Al//2O//3 or 30% Ni/SiO//2 proceeds with 95-99% selectivity; the selectivity of hydrogenation of lily aldehyde precursor is lower, owing to the specific characteristics of its structure.

REDUCTION OF ALDEHYDES AND KETONES TO ALCOHOLS WITH HYDROUS ZIRCONIUM OXIDE AND 2-PROPANOL

Reduction of aldehydes and ketones with 2-propanol was found to proceed efficiently in the presence of hydrous zirconium oxide.The reaction is performed simply and the products are easily isolated in the pure state by filtering off the hydrous zirconium oxide, followed by evaporation of solvents.