3487-99-8

Basic information

• Product Name: Pentyl cinnamate
• Synonyms: Cinnamic acid, pentyl ester;Pentyl (2E)-3-phenyl-2-propenoate;Pentyl cinnamate;pentylcinnamate;trans-3-phenyl-acrylicacidpentylester;trans-cinnamicacidpentylester;N-AMYL CINNAMATE;AMYLCINNAMATE(PENTYLCINNAMATE)
• CAS NO: 3487-99-8
• Molecular Formula: C₁₄H₁₈O₂
• Molecular Weight: 218.29
• EINECS: 222-478-1
• Mol File: 3487-99-8.mol
• Article Data: 3

Chemical Properties

• Melting Point: 310-314 °C
• Boiling Point: 298.98°C (rough estimate)
• Flash Point: 171.5oC
• Appearance: /
• Density: 1.0608 (rough estimate)
• Vapor Pressure: 0.000352mmHg at 25°C
• Refractive Index: 1.4576 (estimate)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: Pentyl cinnamate(CAS DataBase Reference)
• NIST Chemistry Reference: Pentyl cinnamate(3487-99-8)
• EPA Substance Registry System: Pentyl cinnamate(3487-99-8)

Safety Data

• Hazardous Substances Data: 3487-99-8(Hazardous Substances Data)

Usage

Occurrence

Has apparently not been reported to occur in nature.

Preparation

By the esterification of cinnamic acid with commercial isoamyl alcohols which vary in isomer distribution according to source.

Safety Profile

Combustible liquid. W e n heated to decomposition it emits acrid smoke and irritating fumes.

InChI:InChI=1/C14H18O2/c1-2-3-7-12-16-14(15)11-10-13-8-5-4-6-9-13/h4-6,8-11H,2-3,7,12H2,1H3/b11-10-

Upstream product

• 621-82-9 Cinnamic acid 
• 638-49-3 n-pentyl formate 
• 71-41-0 pentan-1-ol 
• 102-92-1 cinnamoyl chloride 

Relevant articles and documents

Bioactivity and structure-activity relationship of cinnamic acid esters and their derivatives as potential antifungal agents for plant protection

A series of cinnamic acid esters and their derivatives were synthesized and evaluated for antifungal activities in vitro against four plant pathogenic fungi by using the mycelium growth rate method. Structure-activity relationship was derived also. Almost all of the compounds showed some inhibition activity on each of the fungi at 0.5 mM. Eight compounds showed the higher average activity with average EC50 values of 17.4-28.6 μg/mL for the fungi than kresoxim-methyl, a commercial fungicide standard, and ten compounds were much more active than commercial fungicide standards carbendazim against P. grisea or kresoxim-methyl against both P. grisea and Valsa Mali. Compounds C1 and C2 showed the higher activity with average EC50 values of 17.4 and 18.5 μg/mL and great potential for development of new plant antifungal agents. The structure-activity relationship analysis showed that both the substitution pattern of the phenyl ring and the alkyl group in the alcohol moiety significantly influences the activity. There exists complexly comprehensive effect between the substituents on the phenyl ring and the alkyl group in the alcohol moiety on the activity. Thus, cinnamic acid esters showed great potential the development of new antifungal agents for plant protection due to high activity, natural compounds or natural compound framework, simple structure, easy preparation, low-cost and environmentally friendly.

A fast and simple method for the acylation of alcohols with acid chlorides promoted by metallic samarium

Acylation of primary, secondary, allyl and benzyl alcohols with acid chlorides promoted by samarium metal under neutral condition gave carboxylic acid esters in good to excellent yields. Acylation of a tertiary alcohol did not occur under the same reaction conditions.