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

Photochemical Activation of Aromatic Aldehydes: Synthesis of Amides, Hydroxamic Acids and Esters

A cheap, facile and metal-free photochemical protocol for the activation of aromatic aldehydes has been developed. Utilizing thioxanthen-9-one as the photocatalyst and cheap household lamps as the light source, a variety of aromatic aldehydes have been activated and subsequently converted in a one-pot reaction into amides, hydroxamic acids and esters in good to high yields. The applicability of this method was highlighted in the synthesis of Moclobemide, a drug against depression and social anxiety. Extended and detailed mechanistic studies have been conducted, in order to determine a plausible mechanism for the reaction.

Direct Amidation of Esters by Ball Milling**

The direct mechanochemical amidation of esters by ball milling is described. The operationally simple procedure requires an ester, an amine, and substoichiometric KOtBu and was used to prepare a large and diverse library of 78 amide structures with modest to excellent efficiency. Heteroaromatic and heterocyclic components are specifically shown to be amenable to this mechanochemical protocol. This direct synthesis platform has been applied to the synthesis of active pharmaceutical ingredients (APIs) and agrochemicals as well as the gram-scale synthesis of an active pharmaceutical, all in the absence of a reaction solvent.

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.