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amyl cinnamate

Amyl cinnamate is an ester with balsamic odor and flavor notes, used as a flavor and fragrance agent in cosmetic and food products.
Chemical Structure

General Material Description

Amyl cinnamate, also known as pentyl cinnamate or cinnamic acid pentyl ester, is a chemical ester with the molecular formula C14H18O2. It typically appears as a clear to pale yellow liquid and exhibits a characteristic balsamic odor reminiscent of amber, cocoa, and labdanum, accompanied by a sweet balsamic flavor. This compound is classified as a flavor and fragrance ingredient and is recognized under several synonyms such as pentyl (Z)-3-phenylprop-2-enoate and 3-phenyl-2-propenoic acid pentyl ester. Publications in chemical databases such as PubChem provide detailed information on its structure and properties. Amyl cinnamate is generally derived through esterification of cinnamic acid with pentanol. Its pleasant organoleptic qualities make it useful in various industrial applications, particularly in cosmetic perfuming and flavoring.

Occurrence, Applicability & Potential Uses

Amyl cinnamate occurs primarily as a synthetic compound used in the flavor and fragrance industry. It contributes balsamic, amber, chocolate, moss, and tonka bean sensory notes. This ester is exploited for its medium-strength balsamic odor and flavor, playing a role in perfuming agents for cosmetics and personal care products. It is also utilized as a flavoring additive in food formulations under regulations such as IFRA (Global). Its applications extend to enhancing the character of perfumes and fine fragrances and adding complexity to flavor blends in dairy, confectionery, and other edible products. Regulatory standards guide its usage concentrations to ensure safety in consumer goods.

Physico-Chemical Properties Summary

Amyl cinnamate is a liquid ester with a molecular weight of approximately 218.3 g/mol. Its specific gravity ranges from about 0.992 to 0.998 at 25 °C, reflecting its moderate density. The compound’s refractive index falls between 1.538 and 1.544 at 20 °C. It has a relatively low vapor pressure of 0.00087 mmHg at 25 °C, indicating limited volatility under ambient conditions, which influences its persistence in formulations. The flash point is around 200 °F, suggesting suitable stability for handling and storage. Amyl cinnamate has a log P value of 4.32, signifying lipophilicity and solubility preference in organic solvents such as alcohols; it is slightly soluble in water with estimated solubility near 7.17 mg/L at 25 °C. These properties inform its behavior in fragrance and flavor formulations, affecting diffusion, substantivity, and blending compatibility.

FAQ

What is amyl cinnamate and what are its main characteristics?
Amyl cinnamate is an ester primarily used in flavor and fragrance applications. It has the chemical formula C14H18O2 and is known for its balsamic, amber-like odor and sweet balsamic flavor. The compound appears as a clear liquid and is also referred to as pentyl cinnamate or cinnamic acid pentyl ester. It contributes characteristic sensory notes such as chocolate, moss, and tonka bean and is valued for its medium strength and lasting substantivity.
How and where is amyl cinnamate used, and what are its typical formulations?
Amyl cinnamate finds use mainly in perfuming agents for cosmetics and as a flavor ingredient in various food products. Its balsamic and warm odor profile makes it suitable for fine fragrances and personal care formulations. In food, it is applied within regulatory limits to impart complexity to dairy, confectionery, and beverage flavors. Its lipophilic nature and limited water solubility influence its use levels and blending properties in alcohol-based solvents and oil phases.
What regulations affect the use of amyl cinnamate and where can safety information be found?
Amyl cinnamate is subject to use-level restrictions under the IFRA (Global) Code of Practice, which recommends maximum concentrations to ensure safety in cosmetic and fragrance products. The European Food Safety Authority (EFSA) provides evaluation and guidance for its use as a flavoring substance in food. Safety data, including toxicological profiles and handling precautions, are accessible from authoritative sources such as public safety data sheets and regulatory registries like ECHA and FDA databases. Reports indicate no classified hazards under the OSHA HCS GHS system, and oral toxicity values demonstrate low acute toxicity.

US / EU / FDA / JECFA / FEMA / Scholar / Patents

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Other Information

General Material Information

Preferred name amyl cinnamate
Trivial Name Amyl cinnamate
Short Description pentyl cinnamate
Formula C14 H18 O2
CAS Number 3487-99-8
Flavis Number 9.735
ECHA Number 222-478-1
FDA UNII Search
MDL MFCD00027273
COE Number 328
NMR Predictor External link
Synonyms
  • N- amyl cinnamate FCC
  • cinnamic acid pentyl ester
  • cinnamic acid, pentyl ester
  • pentyl (Z)-3-phenylprop-2-enoate
  • pentyl 3-phenyl-2-propenoate
  • pentyl cinnamate
  • 3-phenyl-2-propenoic acid pentyl ester
  • 2-propenoic acid, 3-phenyl-, pentyl ester
  • 2-Propenoic acid, 3-phenyl-, pentyl ester
  • NSC 46140

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 218.29585266113
Specific gravity @ 25 °C
Pounds per Gallon 8.254 to 8.304
Refractive Index 1.538 to 1.544 @ 20 °C
Vapor Pressure 0.00087 mmHg @ 25 °C
Flash Point TCC Value 93.33 °C TCC
logP (o/w) 4.32
Solubility
alcohol Yes
water, 7.167 mg/L @ 25 °C (est) Yes
water No

Organoleptic Properties

Odor Type: Balsamic
balsamic, amber, cocoa, orchid, labdanum
Odor strength medium
Substantivity 344 hour(s) at 100.00 %
Luebke, William tgsc, (1985) At 100.00 %. balsam amber cocoa bean orchid labdanum
Flavor Type: Balsamic
balsamic, orchid, cocoa, labdanum, leathery, custard, storax
Luebke, William tgsc, (1985) Sweet balsamic orchid cocoa labdanum leathery custard storax

Potential Uses

Applications
Odor purposes Amber , Balsam , Chocolate , Moss , Tonka bean
Cosmetic purposes Perfuming agents

Safety Information

Safety information

Preferred SDS: View
Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
Pictogram
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
oral-rat LD50 > 5000 mg/kg
One group of 10 animals received 5000 mg/kg, mortality 0/10, only summary available.
(Moreno, 1974i)

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined

Safety in use information

Category:
flavor and fragrance agents
RIFM Fragrance Material Safety Assessment: Search
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
maximum skin levels for fine fragrances:
0.1000 % and are based on the assumption that the fragrance mixture is used at 20% in a consumer product (IFRA Use Level Survey).(IFRA, 2001)
Recommendation for amyl cinnamate usage levels up to:
5.0000 % in the fragrance concentrate.
use level in formulae for use in cosmetics:
0.5000 %
Dermal Systemic Exposure in Cosmetic Products:
0.0125 mg/kg/day (IFRA, 2001)
Maximised Survey-derived Daily Intakes (MSDI-EU): 0.012 (μg/capita/day)
Modified Theoretical Added Maximum Daily Intake (mTAMDI): 3900 (μg/person/day)
Threshold of Concern:1800 (μg/person/day)
Structure Class: I
Food categories according to Commission Regulation EC No. 1565/2000 (EC, 2000) in FGE.06 (EFSA, 2002a). According to the Industry the "normal" use is defined as the average of reported usages and "maximum use" is defined as the 95th percentile of reported usages (EFSA, 2002i).
Note: mg/kg = 0.001/1000 = 0.000001 = 1/1000000 = ppm.
average usage mg/kgmaximum usage mg/kg
Dairy products, excluding products of category 02.0 (01.0): 7.0000035.00000
Fats and oils, and fat emulsions (type water-in-oil) (02.0): 5.0000025.00000
Edible ices, including sherbet and sorbet (03.0): 10.0000050.00000
Processed fruit (04.1): 7.0000035.00000
Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2): --
Confectionery (05.0): 10.0000050.00000
Chewing gum (05.3): --
Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0): 5.0000025.00000
Bakery wares (07.0): 10.0000050.00000
Meat and meat products, including poultry and game (08.0): 2.0000010.00000
Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0): 2.0000010.00000
Eggs and egg products (10.0): --
Sweeteners, including honey (11.0): --
Salts, spices, soups, sauces, salads, protein products, etc. (12.0): 5.0000025.00000
Foodstuffs intended for particular nutritional uses (13.0): 10.0000050.00000
Non-alcoholic ("soft") beverages, excl. dairy products (14.1): 5.0000025.00000
Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2): 10.0000050.00000
Ready-to-eat savouries (15.0): 20.00000100.00000
Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0): 5.0000025.00000

Safety references

European Food Safety Athority(EFSA):Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...

European Food Safety Authority (EFSA) reference(s):

Opinion of the Scientific Panel on food additives, flavourings, processing aids and materials in contact with food (AFC) related to Flavouring Group Evaluation 15 (FGE.15): Aryl-substituted saturated and unsaturated primary alcohol/aldehyde/acid/ester derivatives from chemical group 22 (Commission Regulation (EC) No 1565/2000 of 18 July 2000)
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Flavouring Group Evaluation 55 (FGE.55): Consideration of phenyl-substituted aliphatic alcohols and related aldehydes and esters evaluated by JECFA (63rd meeting) structurally related to phenethyl alcohol, aldehyde, esters and related phenylacetic acid esters evaluated by EFSA in FGE.14 (2005) and aryl-substituted saturated and unsaturated primary alcohol/aldehyde/acid/ester derivatives evaluated by EFSA in FGE.15 (2005) (Commission Regulation (EC) No 1565/2000 of 18 July 2000) - Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in contact with Food (AFC)
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Flavouring Group Evaluation 15, Revision 1 (FGE.15Rev1) - Aryl-substituted saturated and unsaturated primary alcohol/aldehyde/acid/ester derivatives from chemical group 22 - Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in contact with Food (AFC)
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Scientific Opinion on Flavouring Group Evaluation 68 (FGE.68): Consideration of cinnamyl alcohol and related flavouring agents evaluated by JECFA (55th meeting) evaluated by EFSA in FGE.15Rev1 (2008)
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Flavouring Group Evaluation 15, Revision 2 (FGE.15Rev2): Aryl-substituted saturated and unsaturated primary alcohol/aldehyde/acid/ester derivatives from chemical group 22
View page or View pdf

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):3487-99-8
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :6436780
National Institute of Allergy and Infectious Diseases:Data
pentyl (Z)-3-phenylprop-2-enoate
Chemidplus:0003487998