Ethyl octanoate (HCID 7799)

Names & identifiers

Preferred name: Ethyl octanoate
IUPAC: ethyl octanoate
English name: Ethyl caprylate
Molecular formula: C10H20O2
Molecular weight: 172.26

Names & synonyms

ETHYL OCTANOATEEthyl caprylate106-32-1Ethyl n-octanoateOctanoic acid, ethyl esterCaprylic acid ethyl esterEthyl octoateFEMA No. 2449DTXSID805154281C5MOP582NSC-8898DTXCID9030094

Show more names

Octanoic acid ethylEtheyl OctanoatFEMA 2449Ethyl carprylateEthyloctanoat

CHEBI:87426RefChem:139025203-385-5octanoic acid ethyl esterEthyl octylateNSC 8898EINECS 203-385-5MFCD00009552

Database identifiers

CAS: 106-32-1
PubChem CID: 7799
DTXSID: DTXSID8051542
ChEMBL: CHEMBL4633100
ChEBI: CHEBI:87426
UNII: 81C5MOP582
EC Number: 203-385-5
Nikkaji: J2.857F

Properties

Computed structural properties

XLogP: 3.5
Topological polar surface area: 26.3 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 8
Heavy atoms: 12
Formal charge: 0
Complexity: 110

Experimental & physicochemical properties

Density0.865-0.868

Solubility · 3 items

0.0701 mg/mL at 25 °C

Soluble in most fixed oils, slightly soluble in propylene glycol, insoluble in water and glycerol

1ml in 4ml 70% ethanol (in ethanol)

Boiling Point · 2 items

206.00 to 208.00 °C. @ 760.00 mm Hg

209 °C

Melting Point-43.1 °C

Refractive Index1.417-1.419

Physical Description · 2 items

Liquid

Colourless liquid with a wine, brandy, fruity floral odour

Physicochemical properties

Melting point: -48 · -48--47 °C (lit.)
Boiling point: 206 · 206-208 °C (lit.)
Density: 0.867 g/mL · 0.867 g/mL at 20 °C (lit.)
vapor pressure: 0.02 mm · 0.02 mm Hg ( 25 °C)
refractive index: 20 · n20/D 1.417(lit.)
FEMA: 2449 · 2449 | ETHYL OCTANOATE
FLAVIS Number: 9.111 · 09.111 | Ethyl octanoate
Flash point: 167 °F · 167 °F
storage temp.: 30 °C · Store below +30°C.
solubility: 1 ml/4ml, · ethanol: soluble1ml/4ml, clear, colorless (70% ethanol)
form: Liquid
color: Clear colorless
Odor: 100 % · at 100.00 %. fruity wine waxy sweet apricot banana brandy pear
Odor Type: waxy
biological source: synthetic
explosive limit: 0.7 % · 0.7%(V)
Water Solubility: insoluble
Merck: 14 · 14,3778
JECFA Number: 33 · 33
BRN: 1754470 · 1754470
Henry's Law Constant: 1.7 · 1.7×10-2 mol/(m3Pa) at 25℃, Plyasunov et al. (2004)
Cosmetics Ingredients Functions: PERFUMING
InChI: 1S/C10H20O2/c1-3-5-6-7-8-9-10(11)12-4-2/h3-9H2,1-2H3
InChIKey: YYZUSRORWSJGET-UHFFFAOYSA-N
SMILES: CCCCCCCC(=O)OCC
LogP: 4.47 at · 4.47 at 22.7℃
CAS DataBase Reference: 106 · 106-32-1(CAS DataBase Reference)
Substances Added to Food (formerly EAFUS): ETHYL OCTANOATE
FDA 21 CFR: 172.515 · 172.515
EWG's Food Scores: 1 · 1
FDA UNII: 81 C5MOP582 · 81C5MOP582
NIST Chemistry Reference: Octanoic acid, ethyl ester(106-32-1)
EPA Substance Registry System: Ethyl octanoate (106-32-1)
UNSPSC Code: 85151701 · 85151701
NACRES: 24 · NA.24
Symbol(GHS): 9 · GHS09
Signal word: Warning
Hazard statements: 411 · H411
Precautionary statements: 273 · P273-P391-P501
Hazard Codes: Xi
Risk Statements: 38 · 38
Safety Statements: 26 · 26-36
WGK Germany: 2 · 2
RTECS: 680000 · RH0680000
Autoignition Temperature: 325 °C · 325 °C
TSCA: TSCA listed
HS Code: 29159080 · 29159080
Storage Class: 10 · 10 - Combustible liquids
Hazard Classifications: 2 · Aquatic Chronic 2
Toxicity: 50 orally · LD50 orally in rats: 25,960 mg/kg, P. M. Jenner et al., Food Cosmet. Toxicol. 2, 327 (1964)
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 3 items

This chemical does not meet GHS hazard criteria for 91.9% (1639 of 1784) of all reports.

Not Classified；Reported as not meeting GHS hazard criteria by 1639 of 1784 companies (only 8.1% companies provided GHS information). For more detailed information, please visit ECHA C&L website.

Aggregated GHS information provided per 1784 reports by companies from 3 notifications to the ECHA C&L Inventory.；Reported as not meeting GHS hazard criteria per 1639 of 1784 reports by companies.；There are 2 notifications provided by 145 of 1784 reports by companies with hazard statement code(s).；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Regulatory Information · 3 items

Chemical: Octanoic acid, ethyl ester

Status: Active Update: 11-01-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/23963

Ethyl caprylate: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Octanoic acid, ethyl ester: Human health tier I assessment；Evaluation - Chemicals that are unlikely to require further regulation to manage risks to environment

Hazard Classes and CategoriesNot Classified

Regulatory information

Regulatory Information · 3 items

Chemical: Octanoic acid, ethyl ester

Status: Active Update: 11-01-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/23963

Ethyl caprylate: Does not have an individual approval but may be used under an appropriate group standard

Safety data

wgk: 2
tsca: TSCA listed
rtecs: RH0680000
hs_code: 29159080
Toxicity: LD50 orally in rats: 25,960 mg/kg, P. M. Jenner et al., Food Cosmet. Toxicol. 2, 327 (1964)
risk_code: 38
Signal word: Warning
Symbol(GHS): GHS09
hazard_code: Xi
safety_code: 26-36
Storage Class: 10 - Combustible liquids
Hazard statements: H411
REACH Registrations: Active
Hazard Classifications: Aquatic Chronic 2
Autoignition Temperature: 325 °C
Precautionary statements: P273-P391-P501

Chemistry & industry

Pharmacology

Cellular LocationsExtracellular；Membrane

Uses & manufacturing

Household ProductsInformation on 4 consumer products that contain Ethyl Octanoate in the following categories is provided:；• Auto Products；• Inside the Home

Use Classification · 4 items

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

General Manufacturing InformationOctanoic acid, ethyl ester: ACTIVE

Applications · 5 items

DescriptionEthyl caprylate (also known as ethyl octanoate) is a fatty acid ester formed from caprylic acid and ethanol. It is a natural fruit flavoring agent. It is usually included in the alcohol beverage. Among the main flavoring components of None-flavor liquor, the absolute content of ethyl caprylate is not high but its flavoring contributions is higher than ethyl acetate, ethyl lactate, and ethyl butyrate, only lower than ethyl caproate. Only small amount of ethyl caprylate could produce obvious fruit aroma in Nong-flavor liquor. However, excessive content of ethyl caprylate would inhibit the performance of other flavoring components.

OccurrenceReported found in apple, apricot, orange juice, grapefruit juice, guava, pineapple, cheddar cheese, other cheeses, butter, beer, cognac, rum, whiskey, cider, grape wines, cocoa, coconut meat, passion fruit, mango, pawpaw and mastic gum leaf oil.

Usesmanufacture of fruit ethers; constituent of enanthic, cocoic, and cognac ethers.

UsesEthyl octanoate, found in Burgundy wine, was used to study its partition co-efficient in water in model wine using the headspace method.

General DescriptionEthyl octanoate is a powerful odourant found in mead (a traditional drink that contains alcohol).

Preparation methods

PreparationUsually prepared by esterification of caprylic acid with ethyl alcohol and sulfuric acid as catalyst; also by alcoholysis of coconut oil in the presence of HCl.