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(Z)-5-octen-1-yl acetate

(Z)-5-octen-1-yl acetate is a fruity ester compound used primarily as a tropical fruit flavoring agent in foods and beverages.
Chemical Structure

General Material Description

(Z)-5-octen-1-yl acetate is a chemical ester characterized by the molecular formula C10H18O2. This compound is known for its fruity odor and flavor notes reminiscent of banana, melon, and tropical fruits, which makes it valuable in flavoring applications. It exists as a clear liquid at ambient temperature and is commonly referenced by several synonyms, including (5Z)-oct-5-en-1-yl acetate and cis-5-octenyl acetate. The structure features an acetyl functional group attached to a Z-configured octenyl alcohol moiety. It is sourced mainly through synthetic processes but also naturally occurs in certain fruits and floral concretes. Detailed chemical information can be accessed through databases like PubChem.

Occurrence, Applicability & Potential Uses

This ester naturally occurs in various fruits such as apple, banana at trace levels (0.05 mg/kg), passion fruit, and floral concretes like champaca. Its natural presence contributes to the fruity and tropical sensory profiles of these materials. Industrially, (Z)-5-octen-1-yl acetate is employed primarily as a flavoring agent in foods and beverages to impart a characteristic tropical and banana-like aroma. The compound's use in flavorings is recognized by FEMA (US) under number 4671 and evaluated by JECFA (UN). Regulatory assessments have been conducted to support its safe use within specified concentration limits. These flavor applications encompass products like baked goods, beverages, dairy, confectionery, and snack foods, where its fruity notes enhance complexity and appeal.

Physico-Chemical Properties Summary

The physical and chemical properties of (Z)-5-octen-1-yl acetate influence its utility in flavor formulation. It is a clear liquid with a boiling point around 226 to 227 degrees Celsius at atmospheric pressure. The molecular weight is 170.25 g/mol. Specific gravity ranges between 0.832 and 0.952 at 25 °C, indicating moderate density relative to water. Its refractive index is measured between 1.4301 and 1.4401 at 20 °C. The compound shows low vapor pressure of 0.083 mmHg at 25 °C, signifying low volatility under ambient conditions. It has an estimated logP of 3.499, reflecting moderate hydrophobicity and solubility characteristics. It displays limited water solubility, approximately 52 mg/L at 25 °C, but is soluble in alcohol solvents. These properties support its stable incorporation into nonaqueous and aqueous flavor systems, especially within alcoholic or emulsion-based matrices. Its flash point is around 86 °C (186 °F), consistent with reduced flammability risk in typical usage concentrations.

FAQ

What is (Z)-5-octen-1-yl acetate and what are its main sensory characteristics?
(Z)-5-octen-1-yl acetate is a chemical ester known for its fruity odor and flavor profile. It exhibits notes reminiscent of banana, melon, and tropical fruits, making it valuable in flavor applications. The compound is a clear liquid with an ester functional group connected to an unsaturated octenyl chain in the Z-configuration, contributing to its characteristic aroma and taste.
Where does (Z)-5-octen-1-yl acetate naturally occur and how is it used?
This ester naturally occurs in certain fruits including apple, banana, and passion fruit, as well as in champaca floral concrete. It is commonly used as a flavoring agent to impart tropical and fruity notes in food and beverage products such as baked goods, dairy, confectionery, and beverages. Its use is primarily for flavor enhancement rather than fragrance applications.
What regulatory standards apply to (Z)-5-octen-1-yl acetate and how is its safety assessed?
(Z)-5-octen-1-yl acetate is evaluated by FEMA (US) with the number 4671 and by JECFA (UN) for its safety as a flavoring substance. Usage levels are specified for various food categories, with conservative intake limits established to ensure consumer safety. No significant hazard classifications have been identified under OSHA regulations. Comprehensive assessments by bodies such as EFSA support its approved use within defined concentration parameters in food products.

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

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Literature & References

(5Z)-oct-5-en-1-yl acetate
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):5352838
Pubchem (sid):80032216
Publications by Leffingwell & Associates
Flavor Properties of FEMA GRAS List 25 flavor chemicals

Other Information

(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
FDA Substances Added to Food (formerly EAFUS):View
HMDB (The Human Metabolome Database):HMDB29358
FooDB:FDB000423
Typical G.C.
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View

General Material Information

Preferred name (Z)-5-octen-1-yl acetate
Trivial Name 5-Octen-1-ol, 1-acetate, (5Z)-
Short Description Z-5-octenyl acetate
Formula C10 H18 O2
CAS Number 71978-00-2
FEMA Number 4671
Flavis Number 9.95
FDA UNII Y3L7K2K8JQ
xLogP3-AA 2.60 (est)
NMR Predictor External link
JECFA Food Flavoring 2184 (Z)-5-octenyl acetate
FDA Patent No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm 71978-00-2 ; Z-5-OCTENYL ACETATE
Synonyms
  • (5Z)- oct-5-en-1-yl acetate
  • (5Z)- octen-1-ol acetate
  • (5Z)-5-octen-1-yl acetate
  • (Z)-5-octen-1-yl, acetate
  • (Z)-5-octenyl acetate
  • cis-5-octenyl acetate
  • Z-5-octenyl acetate
  • (5Z)-oct-5-en-1-yl acetate
  • 5-Octen-1-ol, 1-acetate, (5Z)-
  • 5-Octen-1-ol, acetate, (Z)-
  • 5-Octen-1-ol, acetate, (5Z)-

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 170.25186157227
Specific gravity @ 25 °C
Pounds per Gallon 6.923 to 7.922
Specific gravity @ 20 °C
Pounds per Gallon 7.381 to 7.481
Refractive Index 1.4301 to 1.4401 @ 20 °C
Boiling Point 226 to 227°C @ 760 mm Hg
Vapor Pressure 0.083 mmHg @ 25 °C
Flash Point TCC Value 85.5 °C TCC
logP (o/w) 3.499 est
Solubility
alcohol Yes
water, 52.1 mg/L @ 25 °C (est) Yes
water No

Organoleptic Properties

Odor Type: Fruity
banana peel, melon, green, fruity, fleshy, fermented
General comment At 10.00 % in dipropylene glycol. banana skin melon green fruity fleshy fermented
Flavor Type: Fruity
banana, melon, estery, juicy, pineapple, green, fruity, fleshy
General comment At 2.50 ppm in water. banana melon estery juicy pineapple green fruity fleshy

Occurrences

Potential Uses

Applications
Odor purposes Banana , Fruit
Flavoring purposes Tropical

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:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined

Safety in use information

Category:
flavoring agents
Recommendation for (Z)-5-octen-1-yl acetate usage levels up to:
not for fragrance use.
Maximised Survey-derived Daily Intakes (MSDI-EU): 0.61 (μg/capita/day)
Modified Theoretical Added Maximum Daily Intake (mTAMDI): 7900 (μg/person/day)
Threshold of Concern:1800 (μg/person/day)
Structure Class: I
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 25
Click here to view publication 25
average usual ppmaverage maximum ppm
baked goods: 8.0000010.00000
beverages(nonalcoholic): 6.000008.00000
beverages(alcoholic): --
breakfast cereal: 8.0000010.00000
cheese: --
chewing gum: 10.0000012.00000
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: 9.0000011.00000
fish products: --
frozen dairy: 8.0000010.00000
fruit ices: 8.0000010.00000
gelatins / puddings: 8.0000010.00000
granulated sugar: 8.0000010.00000
gravies: --
hard candy: 8.0000010.00000
imitation dairy: --
instant coffee / tea: 8.0000010.00000
jams / jellies: 8.0000010.00000
meat products: --
milk products: 8.0000010.00000
nut products: --
other grains: --
poultry: --
processed fruits: 8.0000010.00000
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: 8.0000010.00000
snack foods: --
soft candy: 8.0000010.00000
soups: 8.0000010.00000
sugar substitutes: --
sweet sauces: 8.0000010.00000
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): 16.0000020.00000
Fats and oils, and fat emulsions (type water-in-oil) (02.0): 9.0000011.00000
Edible ices, including sherbet and sorbet (03.0): 16.0000020.00000
Processed fruit (04.1): 16.0000020.00000
Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2): 16.0000020.00000
Confectionery (05.0): 16.0000020.00000
Chewing gum (05.3): --
Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0): 8.0000010.00000
Bakery wares (07.0): 8.0000010.00000
Meat and meat products, including poultry and game (08.0): --
Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0): --
Eggs and egg products (10.0): --
Sweeteners, including honey (11.0): 8.0000010.00000
Salts, spices, soups, sauces, salads, protein products, etc. (12.0): 8.0000010.00000
Foodstuffs intended for particular nutritional uses (13.0): --
Non-alcoholic ("soft") beverages, excl. dairy products (14.1): 14.0000018.00000
Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2): 16.0000020.00000
Ready-to-eat savouries (15.0): 16.0000020.00000
Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0): --

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):

Scientific Opinion on Flavouring Group Evaluation 06, Revision 3 (FGE.06Rev3): Straight- and branched-chain aliphatic unsaturated primary alcohols, aldehydes, carboxylic acids, and esters from chemical groups 1 and 4
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 06, Revision 4 (FGE.06Rev4): Straight- and branched-chain aliphatic unsaturated primary alcohols, aldehydes, carboxylic acids and esters from chemical groups 1, 3 and 4
View page or View pdf

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :5352838
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
(5Z)-oct-5-en-1-yl acetate
Chemidplus:0071978002