16491-63-7

Basic information

• Product Name: allyl cyclohexanecarboxylate
• Synonyms: allyl cyclohexanecarboxylate;Cyclohexanecarboxylic acid 2-propenyl ester;Cyclohexanecarboxylic acid allyl ester;Ai3-19784;Einecs 240-556-3
• CAS NO: 16491-63-7
• Molecular Formula: C₁₀H₁₆O₂
• Molecular Weight: 168.23284
• EINECS: 240-556-3
• Mol File: 16491-63-7.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 228.3°C at 760 mmHg
• Flash Point: 82.9°C
• Appearance: /
• Density: 0.977g/cm³
• Vapor Pressure: 0.0739mmHg at 25°C
• Refractive Index: 1.465
• CAS DataBase Reference: allyl cyclohexanecarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: allyl cyclohexanecarboxylate(16491-63-7)
• EPA Substance Registry System: allyl cyclohexanecarboxylate(16491-63-7)

Safety Data

• Hazardous Substances Data: 16491-63-7(Hazardous Substances Data)

Usage

General Description

Allyl cyclohexanecarboxylate is an organic compound with the chemical formula C10H16O2. It is commonly used in the fragrance and flavor industry due to its sweet, fruity, and floral aroma. The chemical is often used in the production of perfumes, soaps, and other personal care products. It is also used as a flavoring agent in food and beverages. Allyl cyclohexanecarboxylate is a clear, colorless liquid with a low volatility and a high boiling point, making it suitable for a wide range of applications. While it is generally considered safe for use in consumer products, it should be handled and stored with care due to its potential irritant and sensitizing properties.

InChI:InChI=1/C10H16O2/c1-2-8-12-10(11)9-6-4-3-5-7-9/h2,9H,1,3-8H2

Upstream product

• 14593-43-2 benzyl allyl ether 
• 2719-27-9 cyclohexanylcarbonyl chloride 
• 107-18-6 allyl alcohol 
• 60718-45-8 1-cyclohexanecarbonyl-1H-imidazole 
• 107-05-1 3-chloroprop-1-ene 
• 98-89-5 Cyclohexanecarboxylic acid 
• 29548-87-6 1-bromocyclohexanecarboxylic acid chloride 
• 106-95-6 allyl bromide 
• 1196662-63-1 allyl 1-bromocyclohexanecarboxylate 
• 70659-83-5 N-allylcyclohexanecarboxamide 
• 72963-31-6 dimethyl 1,1-cyclohexanedicarboxylate 
• 357604-43-4 prop-2-yn-1-yl cyclohexanecarboxylate 
• 24850-33-7 allyltributylstanane 
• 108233-78-9 diallyl 1,1-cyclohexanedicarboxylate 

Downstream Products

• 123-38-6 propionaldehyde 
• 98-89-5 Cyclohexanecarboxylic acid 
• 1384266-46-9 (Z)-prop-1-enyl cyclohexanecarboxylate 
• 1384266-45-8 (E)-prop-1-enyl cyclohexanecarboxylate 
• 57013-02-2 (Z)-1,2-dicyclohexylethylene 
• 4404-61-9 cyclohexyldiphenylmethanol 

Relevant articles and documents

Enantioselective Three-Component Fluoroalkylarylation of Unactivated Olefins through Nickel-Catalyzed Cross-Electrophile Coupling

A nickel-catalyzed, enantioselective, three-component fluoroalkylarylation of unactivated alkenes with aryl halides and perfluoroalkyl iodides has been described. This cross-electrophile coupling protocol utilizes a chiral nickel/BiOx system as well as a pendant chelating group to facilitate the challenging three-component, asymmetric difunctionalization of unactivated alkenes, providing direct access to valuable chiral β-fluoroalkyl arylalkanes with high efficiency and excellent enantioselectivity. The mild conditions allow for a broad substrate scope as well as good functional group toleration.

An efficient iron catalyzed regioselective acylative cleavage of ethers: Scope and mechanism

A method involving iron catalyzed acylative cleavage of cyclic and acyclic ethers with acyl/aroyl chlorides has been studied to produce chloroesters and esters respectively. Examination of the scope revealed that less electron rich alkyl group in unsymmetric, acyclic ether was acylated while the chloride derived from the counterpart moiety was volatile and difficult to isolate. In contrast, α-branched cyclic ethers were converted to the corresponding primary ester and secondary chloride. Steric hindrance of ether also plays an important role in acylative C-O bond cleavage. The mechanism of ether cleavage is proposed to involve a single electron initiated SN1 dissociative pathway.

Use of diethoxymethane as a solvent for phase-transfer esterification of carboxylic acids

The esterification of carboxylic acids with selected primary alkyl halides in diethoxymethane (DEM) utilizing solid-liquid phase-transfer catalysis has been studied. The use of DEM as the solvent simplifies the process in that a single solvent can be used for both reaction and workup.