10032-08-3

Basic information

• Product Name: HEPTYL CINNAMATE
• Synonyms: HEPTYL CINNAMATE;FEMA 2551;3-phenyl-2-propenoicaciheptylester;trans-cinnamicacidheptylester;2-Propenoic acid, 3-phenyl-, heptyl ester;Cinnamic acid heptyl ester
• CAS NO: 10032-08-3
• Molecular Formula: C₁₆H₂₂O₂
• Molecular Weight: 246.34
• Product Categories: ester Flavor
• Mol File: 10032-08-3.mol

Chemical Properties

• Boiling Point: 350.1°Cat760mmHg
• Flash Point: 186.8°C
• Appearance: /
• Density: 0.987g/cm³
• Vapor Pressure: 4.49E-05mmHg at 25°C
• Refractive Index: 1.524
• CAS DataBase Reference: HEPTYL CINNAMATE(CAS DataBase Reference)
• NIST Chemistry Reference: HEPTYL CINNAMATE(10032-08-3)
• EPA Substance Registry System: HEPTYL CINNAMATE(10032-08-3)

Safety Data

• Hazardous Substances Data: 10032-08-3(Hazardous Substances Data)

Usage

Uses

Used in Flavor Industry:
Heptyl Cinnamate is used as a flavoring agent for its ability to smooth out fruity flavors, providing a unique and pleasant taste to various food products.
Used in Gelatins and Puddings:
Heptyl Cinnamate is used as a flavor enhancer in gelatins and puddings at approximately 20 ppm, contributing to a more refined and enjoyable taste experience.
Used in Candy, Beverages, and Ice Cream:
Heptyl Cinnamate is used as a flavoring agent in candy, beverages, and ice cream at a concentration of 2–6 ppm, enhancing the overall flavor profile and making these products more appealing to consumers.
Storage:
Heptyl Cinnamate should be stored in glass or tin containers to maintain its stability and quality.

Preparation

By esterifcation of n-heptanol with cinnamic acid.

InChI:InChI=1/C16H22O2/c1-2-3-4-5-9-14-18-16(17)13-12-15-10-7-6-8-11-15/h6-8,10-13H,2-5,9,14H2,1H3/b13-12+

Upstream product

• 111-70-6 n-heptan1ol 
• 140-10-3 (E)-3-phenylacrylic acid 
• 102-92-1 Cinnamoyl chloride 
• 621-82-9 Cinnamic acid 
• 14371-10-9 (E)-3-phenylpropenal 
• 629-04-9 1-Bromoheptane 

Relevant articles and documents

Synthesis and antifungal activity of cinnamic acid esters

Cinnamic, p-coumaric and ferulic acids were isolated from pineapple stems (Ananas comosus var. Cayenne). Twenty-four kinds of esters were prepared from these acids, alcohols and the components of Alpinia. Isopropyl 4-hydroxycinnamate (11) and butyl 4-hydroxycinnamate (12) were found to have almost the same effectiveness in antifungal activity against Pythium sp. at l0 ppm as that of the commercial fungicide iprobenfos (Kitazin P).

A rapid microwave-assisted esterification utilizing the Mukaiyama supported reagent

Microwave heating was applied to a modified Mukaiyama reagent supported on a PS-DVB resin to develop a rapid and efficient protocol for the solution-phase synthesis of esters and lactones starting from alcohol and carboxylic acids. The products were obtained in high purity (NMR analysis) after a simple resin filtration.

Bioactivity and structure–activity relationship of cinnamic acid derivatives and its heteroaromatic ring analogues as potential high-efficient acaricides against Psoroptes cuniculi

A series of cinnamic acid derivatives and its heteroaromatic ring analogues were synthesized and evaluated for acaricidal activity in vitro against Psoroptes cuniculi, a mange mite. Among them, eight compounds showed the higher activity with median lethal concentrations (LC50) of 0.36–1.07 mM (60.4–192.1 μg/mL) and great potential for the development of novel acaricidal agent. Compound 40 showed both the lowest LC50 value of 0.36 mM (60.4 μg/mL) and the smallest median lethal time (LT50) of 2.6 h at 4.5 mM, comparable with ivermectin [LC50 = 0.28 mM (247.4 μg/mL), LT50 = 8.9 h], an acaricidal drug standard. SAR analysis showed that the carbonyl group is crucial for the activity. The type and chain length of the alkoxy in the ester moiety and the steric hindrance near the ester group significantly influence the activity. The esters were more active than the corresponding thiol esters, amides, ketones or acids. Replacement of the phenyl group of cinnamic esters with α-pyridyl or α-furanyl significantly increase the activity. Thus, a series of cinnamic esters and its heteroaromatic ring analogues with excellent acaricidal activity emerged.

N-heterocyclic carbene-catalyzed oxidative esterification reaction of aldehydes with alkyl halides under aerobic conditions

An efficient N-heterocyclic carbene-catalyzed oxidative esterification reaction of aldehydes with alkyl halides or alkyl 4-methylbenzenesulfonate is reported. It was worth noting that (1) the configuration of alkyl halides or alkyl 4-methylbenzenesulfonates was inverted completely, and (2) the presence of oxygen was crucial for this transformation. The reaction proceeded smoothly under mild conditions and various esters were afforded in moderate to good yields. In addition, we have developed an efficient tandem oxidation/ esterification reaction of alcohols. This methodology provides a rare example of a reaction of the Breslow intermediate to sp3-carbon centered electrophiles. An efficient oxidative esterification reaction of aldehydes with alkyl halides or alkyl 4-methylbenzenesulfonates catalyzed by N-heterocyclic carbenes is reported. Oxygenwas crucial for the reaction, and the configuration of alkyl 4-methylbenzenesulfonate was completely inverted. Copyright