58641-29-5

Basic information

• Product Name: [1S-(1alpha,2beta,5alpha)]-2-(isopropyl)-5-methylcyclohexyl benzoate
• Synonyms: [1S-(1alpha,2beta,5alpha)]-2-(isopropyl)-5-methylcyclohexyl benzoate;(1R,2S,4S)-1-Isopropyl-2-(benzoyloxy)-4-methylcyclohexane;(1S)-5α-Methyl-2β-isopropylcyclohexan-1α-ol benzoate;Benzoic acid (1S)-2β-isopropyl-5α-methylcyclohexane-1α-yl ester;d-Menthyl benzoate;Einecs 261-374-0
• CAS NO: 58641-29-5
• Molecular Formula: C₁₇H₂₄O₂
• Molecular Weight: 260.37126
• EINECS: 261-374-0
• Mol File: 58641-29-5.mol
• Article Data: 58

Chemical Properties

• Appearance: /
• CAS DataBase Reference: [1S-(1alpha,2beta,5alpha)]-2-(isopropyl)-5-methylcyclohexyl benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: [1S-(1alpha,2beta,5alpha)]-2-(isopropyl)-5-methylcyclohexyl benzoate(58641-29-5)
• EPA Substance Registry System: [1S-(1alpha,2beta,5alpha)]-2-(isopropyl)-5-methylcyclohexyl benzoate(58641-29-5)

Safety Data

• Hazardous Substances Data: 58641-29-5(Hazardous Substances Data)

Usage

Description

[1S-(1alpha,2beta,5alpha)]-2-(isopropyl)-5-methylcyclohexyl benzoate is a chemical compound belonging to the benzoate esters category. It features a cyclohexane ring with a methyl and isopropyl group attached, along with a benzoate ester functional group. [1S-(1alpha,2beta,5alpha)]-2-(isopropyl)-5-methylcyclohexyl benzoate is recognized for its pleasant, sweet, and floral aroma with a hint of fruitiness, making it a favored ingredient in the fragrance and flavor industry.

Uses

Used in Fragrance Industry:
[1S-(1alpha,2beta,5alpha)]-2-(isopropyl)-5-methylcyclohexyl benzoate is used as a fragrance and flavoring agent for its appealing scent, which is characterized by a sweet, floral, and slightly fruity aroma. It is particularly favored in the creation of perfumes, colognes, and other scented products.
Used in Flavor Industry:
In the flavor industry, [1S-(1alpha,2beta,5alpha)]-2-(isopropyl)-5-methylcyclohexyl benzoate is utilized to impart a pleasant taste and aroma to various food items, enhancing the sensory experience for consumers.
Used in Industrial Applications:
[1S-(1alpha,2beta,5alpha)]-2-(isopropyl)-5-methylcyclohexyl benzoate is also employed as a solvent or plasticizer in certain industrial applications, where its chemical properties are beneficial for specific processes or product formulations.

Upstream product

• 15356-60-2 (1S,2R,5S)-(+)-menthol 
• 98-88-4 benzoyl chloride 
• 582-25-2 Potassium benzoate 
• 93-97-0 benzoic acid anhydride 
• 65-85-0 benzoic acid 
• 67998-48-5 1-benzoyl-4-benzylidene-1,4-dihydro-pyridine 
• 612-33-9 (1R,2S,4S)-2-isopropyl-4-methylcyclohexyl benzoate 
• 93-58-3 benzoic acid methyl ester 
• 15356-70-4 menthol 
• 89-83-8 thymol 
• 23283-97-8 (+)-(1S,2R,5R)-isomenthol 
• 91840-42-5 (+)-isomenthol benzoate 
• 100-52-7 benzaldehyde 
• 2216-51-5 (-)-menthol 

Downstream Products

• 78687-13-5 (S)-2-p-tolylsulfinylmethylphenyl ketone 
• 52154-24-2 (R)-p-tolylsulfinylacetophenone 
• 2216-51-5 (-)-menthol 
• 65-85-0 benzoic acid 
• 93-58-3 benzoic acid methyl ester 
• 93-89-0 benzoic acid ethyl ester 
• 2315-68-6 propyl benzoate 
• 15356-60-2 (1S,2R,5S)-(+)-menthol 
• 125553-48-2 (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl 4-cyanobenzoate 

Relevant articles and documents

Hydrogen-bond-assisted transition-metal-free catalytic transformation of amides to esters

The amide C-N cleavage has drawn a broad interest in synthetic chemistry, biological process and pharmaceutical industry. Transition-metal, luxury ligand or excess base were always vital to the transformation. Here, we developed a transition-metal-free hydrogen-bond-assisted esterification of amides with only catalytic amount of base. The proposed crucial role of hydrogen bonding for assisting esterification was supported by control experiments, density functional theory (DFT) calculations and kinetic studies. Besides broad substrate scopes and excellent functional groups tolerance, this base-catalyzed protocol complements the conventional transition-metal-catalyzed esterification of amides and provides a new pathway to catalytic cleavage of amide C-N bonds for organic synthesis and pharmaceutical industry. [Figure not available: see fulltext.]

Nickel-Catalyzed Photodehalogenation of Aryl Bromides

Herein, we describe a Ni-catalyzed photodehalogenation of aryl bromides under visible-light irradiation that utilizes tetrahydrofuran as hydrogen source. The protocol obviates the need for exogeneous amine reductants or photocatalysts and is characterized by its simplicity and broad scope, including challenging substrate combinations.

Tropolonate salts as acyl-transfer catalysts under thermal and photochemical conditions: Reaction scope and mechanistic insights

Acyl-transfer catalysis is a frequently used tool to promote the formation of carboxylic acid derivatives, which are important synthetic precursors and target compounds in organic synthesis. However, there have been only a few structural motifs known to efficiently catalyze the acyl-transfer reaction. Herein, we introduce a different acyl-transfer catalytic paradigm based on the tropolone framework. We show that tropolonate salts, due to their strong nucleophilicity and photochemical activity, can promote the coupling reaction between alcohols and carboxylic acid anhydrides or chlorides to give products under thermal or blue light photochemical conditions. Kinetic studies and density functional theory calculations suggest interesting mechanistic insights for reactions promoted by this acyl-transfer catalytic system.