15760-18-6

Usage

Uses

Used in Personal Care and Cosmetic Industry:
Cyclomethylenecitronellol is used as a fragrance ingredient in various products such as perfumes, lotions, shampoos, and body washes. It provides a pleasant aroma and helps to mask unwanted odors in these products.
Used in Skincare Formulations:
Due to its skin conditioning properties, cyclomethylenecitronellol is a popular ingredient in skincare products. It helps to improve the texture and appearance of the skin, making it smoother and more supple.
However, it is important to note that cyclomethylenecitronellol, like many fragrance ingredients, has the potential to cause allergic reactions in some individuals. Therefore, it is recommended to use products containing Cyclomethylenecitronellol with caution and perform a patch test before widespread use to ensure safety and avoid potential adverse effects.

InChI:InChI=1/C11H20O/c1-9-3-5-11(6-4-9)10(2)7-8-12/h3,10-12H,4-8H2,1-2H3

Upstream product

• 124-38-9 carbon dioxide 
• 138-86-3 limonene. 
• 77614-30-3 (R)-(+)-3-(4-methyl-3-cyclohexen-1-yl)-3-buten-1-ol 
• 201230-82-2 carbon monoxide 
• 5989-27-5 D-limonene 
• 162132-41-4 methyl 3-(4-methyl-3-cyclohexen-1-yl)propynoate 
• 162132-39-0 1,1-dibromo-2-(4-methyl-3-cyclohexen-1-yl)ethene 
• 4342-60-3 4-methylcyclohex-3-enecarboxylic acid 
• 7560-64-7 4-methyl-cyclohex-3-enecarbaldehyde 
• 70286-15-6 methyl (Z)-3-(4-methyl-3-cyclohexen-1-yl)-2-butenoate 
• 6784-13-0 3-(4-methyl-3-cyclohexen-1-yl)-butyraldehyde 
• 39155-38-9 (4-methylcyclohex-3-en-1-yl)methanol 

Downstream Products

• 262290-97-1 (1R)-5-[(1S)-3-Hydroxy-1,5-dimethylhexyl]-2-methylenecyclohexanol 
• 262290-96-0 (2S)-2-[(1R)-4-Methylcyclohex-3-enyl]-6-methylheptan-4-ol 
• 262290-92-6 (S)-3-((R)-4-Methyl-cyclohex-3-enyl)-butan-1-ol 
• 128300-30-1 (S)-3-((R)-4-methylcyclohex-3-en-1-yl)butanal 
• 26575-87-1 (+)-epijuvabione 
• 26091-09-8 (+)-Epitodomatuic acid 
• 26462-78-2 (R)-4-((S)-1,5-Dimethyl-3-oxo-hexyl)-cyclohex-1-enecarbaldehyde 
• 262290-94-8 (3S)-3-[(1R)-4-Methylcyclohex-3-enyl]butanol dinitrobenzoate ester 

Relevant academic research and scientific papers

Acid-Promoted Hydroformylative Synthesis of Alcohol with Carbon Dioxide by Heterobimetallic Ruthenium-Cobalt Catalytic System

The acid-aided heterobimetallic ruthenium-cobalt catalytic system for the reductive hydroformylation with carbon dioxide was established. Various alkenes, including waste from biomass and petroleum industry, could be upgraded to valuable alcohols with this protocol. Acid-promoted reverse water-gas shift (RWGS), thereby accelerating the hydroformylative synthesis of alcohol. The theoretical computations revealed that acid promoted RWGS by facilitating the dehydroxylation of ruthenium hydroxy carbonyl intermediate.

Ruthenium-catalyzed hydroformylation/reduction of olefins to alcohols: Extending the scope to internal alkenes

In the presence of 2-phosphino-substituted imidazole ligands and Ru 3(CO)12 or Ru(methylallyl)2(COD) direct hydroformylation and hydrogenation of alkenes to alcohols takes place. In addition to terminal alkenes, also more challenging internal olefins are converted preferentially to industrially important linear alcohols in high yield (up to 88%) and regioselectivity (n:iso up to 99:1).

Transition-metal-catalyzed cyclopropanation of nonactivated alkenes in dibromomethane with triisobutylaluminum

The cyclopropanation of nonactivated alkenes with inexpensive triisobutylaluminum (TIBA), in dibromomethane as solvent and reagent, is efficiently catalyzed by FeCl3 at ambient temperature. Catalytic amounts of CuI salts, CpTiCl3, and [CpFe(CO) 2]2 are similarly effective. 2-Methylpropane, generated after quench of excess TIBA can be trapped, and excess dibromomethane can be recycled, which makes the method industrially applicable. Solvent-free DIBAH or TIBA reduction of unsaturated carbonyl compounds, followed by in situ TIBA cyclopropanation of the unsaturated aluminum alcoholates in dibromomethane give cyclopropyl alkanols. Dienols such as geraniol, linalool or nor-radjanol are selectively cyclopropanated in their distal position, which allows the synthesis of flavor and fragrance compounds such as δ-citral, cis-javanol, and 7-methyl-georgywood. Uncontrollable exothermic events are avoided due to relatively low reaction temperatures made possible by the catalysts and by the addition mode of the reagents.[1]

Termite trail attractants: New synthesis of racemic (E)-α-, (Z)-α- and β-bisabolenes

Racemic (E)-α-bisabolene (E)(1) was synthetized starting from 4-methyl-3-cyclohexenecarboxylic acid (3) by a reaction sequence involving the Pd(0)-catalyzed cross-coupling reaction between the (E)-2-methyl-1-alkenyltrimethylstannane 8 and 3-methyl-2-buten-1-yl acetate (9). Three different procedures, in which a common precursor was used as key intermediate, were tested for the synthesis of racemic (Z)-α-bisabolene (Z)(1). The best one, which involved the reaction between bromide 18 and lithium dialkenylcuprate 19, afforded a mixture of (Z)- and (E)-1 in a 93:7 molar ratio, respectively. Finally, racemic β-bisabolene (2) was synthetized by a simple reaction sequence involving the Zr-promoted methylenation of ketone 22 prepared from 3.

Reductive Carbonylation of Alkenes using Zwitterionic Rhodium Complexes as Catalysts

Alkenes react with carbon monoxide, sodium borohydride, propan-2-ol and a catalytic amount of Rh(cod)(η6-PhBPh3) (cod = cyclooctadiene) to give alcohols in fine yields; high regioselectivity for the branched or linear alcohol is usually observed, depending on the organic substrate.