Basic information
- CAS
123-66-0- Standard SMILES
CCCCCC(=O)OCC- InChIKey
SHZIWNPUGXLXDT-UHFFFAOYSA-N- Molecular formula
- C8H16O2
- Average molar mass
- 144.21 g/mol
- Monoisotopic mass
- 144.11502975
Names & identifiers
- Preferred name
- Ethyl hexanoate
- IUPAC
- ethyl hexanoate
- English name
- Ethyl Hexanoate
- Molecular formula
- C8H16O2
- Molecular weight
- 144.21
Names & synonyms
ETHYL HEXANOATEEthyl caproate123-66-0Hexanoic acid, ethyl esterHexanoic Acid Ethyl EsterEthyl hexoateEthyl hexanoate (caproate)FEMA No. 2439DTXSID3021980FLO6YR1SHTNSC-8882DTXCID301980
Show more names
2-ETHYLHEXANOATEFEMA 2439Ethyl butyl acetateETHYL N-CAPROATEETHYL CAPROATE NATURALEthyl hexyl
CHEBI:86055RefChem:138945204-640-3Capronic ether absoluteEthyl n-hexanoateAcetic acid, butyl-, ethyl esterethyl capronaten-Caproic acid ethyl ester
Database identifiers
- CAS
123-66-0- PubChem CID
- 31265
- DTXSID
DTXSID3021980- ChEBI
CHEBI:86055- UNII
- FLO6YR1SHT
- EC Number
- 204-640-3
- Nikkaji
- J2.500C
Properties
Computed structural properties
- XLogP
- 2.4
- Topological polar surface area
- 26.3 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 6
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 89
Experimental & physicochemical properties
Density0.867-0.871
Solubility
0.629 mg/mL at 25 °C
Soluble in most fixed oils and in propylene glycol, insoluble in water and glycerol
1ml in 2ml 70% ethanol (in ethanol)
Boiling Point
166.00 to 168.00 °C. @ 760.00 mm Hg
166 °C
Melting Point-67.5 °C
Vapor Pressure1.56 [mmHg]
Refractive Index1.406-1.409
Physical Description
CBI; Liquid
Colorless to yellowish liquid with a pleasant odor; [Merck Index] Colorless liquid; [Alfa Aesar MSDS]
Liquid
Colourless liquid with a wine-like odour
Kovats Retention Index
976；980；981；979；981；981；985；979；980；980；1011；982；993；979；982.9；982；982；983；986；990
998.4；998；999；1000；1001；997；996；996；994；994；996；998；996；1010；1000；1000；1000；1000；1002；996
1238；1242；1232；1244；1251；1240；1240；1240；1246；1236；1248；1237；1239；1236；1230；1234；1227；1247；1253；1230
Physicochemical properties
- Melting point
- -67 °C · -67°C
- Boiling point
- 168 °C · 168 °C (lit.)
- Density
- 0.869 g/mL · 0.869 g/mL at 25 °C (lit.)
- vapor density
- 5 · 5 (vs air)
- vapor pressure
- 4 hPa · 4hPa at 25℃
- FEMA
- 2439 · 2439 | ETHYL HEXANOATE
- refractive index
- 20 · n20/D 1.407
- FLAVIS Number
- 9.06 · 09.060 | Ethyl hexanoate
- Flash point
- 121 °F · 121 °F
- storage temp.
- Flammables area
- solubility
- 0.63 g/l · 0.63g/l
- form
- Liquid
- color
- Clear colorless
- Odor
- 1 % · at 1.00 % in dipropylene glycol. sweet fruity pineapple waxy green banana
- Odor Type
- fruity
- biological source
- synthetic
- explosive limit
- 0.9 % · 0.9%(V)
- Water Solubility
- INSOLUBLE
- Thermal Conductivity
- 0.137 W/ · 0.137 W/(m·K) at 25 ℃
- JECFA Number
- 31 · 31
- Merck
- 14 · 14,3777
- BRN
- 1701293 · 1701293
- Henry's Law Constant
- 1.9 · 1.9×10-2 mol/(m3Pa) at 25℃, Plyasunov et al. (2004)
- Dielectric constant
- 4.57 · 4.5700000000000003
- Cosmetics Ingredients Functions
- PERFUMING
- InChI
- 1S/C8H16O2/c1-3-5-6-7-8(9)10-4-2/h3-7H2,1-2H3
- InChIKey
- SHZIWNPUGXLXDT-UHFFFAOYSA-N
- SMILES
- CCCCCC(=O)OCC
- LogP
- 2.96 at · 2.96 at 22.4℃
- CAS DataBase Reference
- 123 · 123-66-0(CAS DataBase Reference)
- Substances Added to Food (formerly EAFUS)
- ETHYL HEXANOATE
- FDA 21 CFR
- 172.515 · 172.515
- FDA UNII
- 6 YR1SHT · FLO6YR1SHT
- NIST Chemistry Reference
- Hexanoic acid, ethyl ester(123-66-0)
- EPA Substance Registry System
- Ethyl hexanoate (123-66-0)
- UNSPSC Code
- 85151701 · 85151701
- NACRES
- 24 · NA.24
- Symbol(GHS)
- 2 · GHS02,GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319-H401-H226
- Precautionary statements
- 501 · P501-P273-P240-P210-P233-P243-P241-P242-P264-P280-P370+P378-P337+P313-P305+P351+P338-P362+P364-P303+P361+P353-P332+P313-P403+P235
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- Hazard Codes
- Xi
- Risk Statements
- 10 · 10-36/37/38-R36/37/38-R10
- Safety Statements
- 16 · 16-26-36-S36-S26-S16
- RIDADR
- 3272 · UN 3272 3/PG 3
- WGK Germany
- 1 · 1
- RTECS
- 7735000 · MO7735000
- TSCA
- TSCA listed
- HazardClass
- 3 · 3
- PackingGroup
- III
- HS Code
- 29159000 · 29159000
- Storage Class
- 3 · 3 - Flammable liquids
- Hazard Classifications
- 3 · Flam. Liq. 3
- Toxicity
- 50 value · Both the acute oral LD50 value in rats and the acute dermal LD50 value in rabbits exceeded 5 g/kg (Moreno, 1975).
- REACH Registrations
- Active
Safety & regulation
GHS classification
GHS Classification
Warning
H226 (> 99.9%): Flammable liquid and vapor [Warning Flammable liquids]
P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 1742 reports by companies from 7 notifications to the ECHA C&L Inventory.；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
Chemical: Hexanoic acid, ethyl ester
Hexanoic acid, ethyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Hexanoic acid, ethyl ester are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
2004/129/EC
Status: Active Update: 22-12-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/21457
Ethyl hexanoate: Does not have an individual approval but may be used under an appropriate group standard
The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)
Other Safety InformationIMAP assessments - Hexanoic acid, ethyl ester: Human health tier I assessment；Evaluation - Chemicals that are unlikely to require further regulation to manage risks to environment
Hazards SummaryA moderate skin irritant; [RTECS] Safe when used as a flavoring agent in food; [JECFA] A skin and strong eye irritant; [Alfa Aesar MSDS]
Hazard Classes and Categories
Flam. Liq. 3 (> 99.9%)
Flammable liquids - Category 3；Hazardous to the aquatic environment (Acute) - Category 2；Hazardous to the aquatic environment (Long-term) - Category 2
Flammable agents - 2nd degree
Toxicology
Adverse EffectsNeurotoxin - Acute solvent syndrome
Regulatory information
Regulatory Information
Chemical: Hexanoic acid, ethyl ester
Hexanoic acid, ethyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Hexanoic acid, ethyl ester are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
2004/129/EC
Status: Active Update: 22-12-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/21457
Ethyl hexanoate: Does not have an individual approval but may be used under an appropriate group standard
The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)
Safety data
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 1
- tsca
- TSCA listed
- rtecs
- MO7735000
- ridadr
- UN 3272 3/PG 3
- hs_code
- 29159000
- Toxicity
- Both the acute oral LD50 value in rats and the acute dermal LD50 value in rabbits exceeded 5 g/kg (Moreno, 1975).
- risk_code
- 10-36/37/38-R36/37/38-R10
- Signal word
- Warning
- Symbol(GHS)
- GHS02,GHS07
- hazard_code
- Xi
- safety_code
- 16-26-36-S36-S26-S16
- hazard_class
- 3
- Storage Class
- 3 - Flammable liquids
- packing_group
- III
- Hazard statements
- H315-H319-H401-H226
- REACH Registrations
- Active
- Hazard Classifications
- Flam. Liq. 3
- Precautionary statements
- P501-P273-P240-P210-P233-P243-P241-P242-P264-P280-P370+P378-P337+P313-P305+P351+P338-P362+P364-P303+P361+P353-P332+P313-P403+P235
Chemistry & industry
Pharmacology
Cellular LocationsExtracellular；Membrane
Uses & manufacturing
Uses
Used to make artificial fruit flavors; [Merck Index] Used as a flavoring agent; [FDA] Used to flavor animal feeds; [ExPub: EFSA - FEEDAP] Permitted for use as an inert ingredient in non-food pesticide products; [EPA]
Farming (Feed Additives) [Category: Industry]
U.S. Production2023: 7,000,000 - <8,500,000 lb；2022: 8,500,000 - <10,000,000 lb；2021: 8,500,000 - <10,000,000 lb；2020: 8,500,000 - <10,000,000 lb
Consumer UsesFragrance
Industry UsesFragrance
Household ProductsInformation on 36 consumer products that contain Ethyl Hexanoate in the following categories is provided:；• Auto Products；• Commercial / Institutional；• Inside the Home
Use Classification
Fragrance Ingredients
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
General Manufacturing Information
Plastics Material and Resin Manufacturing；All Other Chemical Product and Preparation Manufacturing；Soap, Cleaning Compound, and Toilet Preparation Manufacturing
Hexanoic acid, ethyl ester: ACTIVE
Applications
DescriptionEthyl caproate (also ethyl hexanoate) is naturally found in the fruits of Ananas sativus. It can be synthesized by the direct esterification of caproic acid with ethyl alcohol. It has strong, sweet-ethereal like pineapple odor, with nuances of banana and strawberry. Ethyl caproate is approved by the FDA for food use (as a flavoring agent in desserts and beverages) without hazard to public health. Ethyl Caproate is used to synthesize novel EP2/EP4 dual agonist of γ-lactam prostaglandin E1 analogs. It is also used as a chemical reagent in the synthesis of PPARα antagonists in the treatment of metabolic diseases.
OccurrenceReported found in strawberry, rum, bourbon, cocoa, kiwi fruit, black currant, apple, orange and grapefruit juice, guava, Vitis vinifera, pineapple, strawberry jam, clove bud, cheeses, cognac, whiskies, grape wines, passion fruit juice, mango, fruit brandies, figs, corn oil, mountain papaya, pawpaw and mastic gum leaf oil.
UsesEthyl Caproate is used in the synthesis of novel EP2/EP4 dual agonist of γ-lactam prostaglandin E1 analogs. Also used as a chemical reagent in the synthesis of PPARα antagonists in the treatment of metabolic diseases.
UsesEthyl hexanoate may be used as an analytical reference standard for the determination of the analyte in wine and beer samples by chromatography based techniques.
Usesmanufacture of artificial fruit flavors.
General DescriptionEthyl hexanoate is one of the odorants contributing to the typical guava aroma. It also contributes to the fresh strawberry aroma.
Preparation methods
PreparationBy esterification of caproic acid with ethyl alcohol in the presence of concentrated H2SO4 or HCl
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers100 total
国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]
武汉欣扬瑞和化学科技有限公司153-07155313 15307155313 · [email protected]
河北创海生物科技有限公司+86-86-13131129325 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
Hebei Yanxi Chemical Co., Ltd.+86-17531190177 · [email protected]
北京安司莫森技术有限公司010-82954736 13391601435 · [email protected]
科瑞迪化学400-821-5857 021-64326257 · [email protected]
Syntechem Co.,Ltd[email protected]
上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]
阿法埃莎（中国）化学有限公司400-6106006 · [email protected]
安耐吉化学&3A（安徽泽升科技股份有限公司）400-0056266 · [email protected]
上海瀚鸿科技股份有限公司021-54306202 13764082696 · [email protected]
山东洛克化工有限公司17653113209 13065062079 · [email protected]
吉良化学21-62165282 · [email protected]
山东西亚化学有限公司13355009207 13355009207 · [email protected]
玛雅试剂+86 (573) 82222445 (0)18006601000 452520369 · [email protected]
HONG KONG IPURE BIOLOGY CO.,LIMITED86 18062405514 18062405514 · [email protected]
四川库利南科技有限公司400-1166-196 18981987031 · [email protected]
河南蔚源生物科技有限公司0371-27990887 13703782753 · [email protected]
天津希恩思生化科技有限公司400 638 7771 · [email protected]
Xiamen AmoyChem Co., Ltd+86-86-5926051114 · [email protected]
斯百全化学（上海）有限公司021-021-021-67601398-809-809-809 15221380277 · [email protected]
艾科试剂4008-755-333 18080918076 · [email protected]
青岛保税区鲁联国际贸易有限公司0532-83893697 18561902820 · [email protected]
上海思域化工科技有限公司86-21-34053660 · [email protected]
赛默飞世尔科技（中国）有限公司800-810-5118 · [email protected]
北京伊诺凯科技有限公司400-810-7969 010-59572699 · [email protected]
上海遐瑞医药科技有限公司+86 21 61551611
TCI AMERICA800-4238616 · [email protected]
TOKYO CHEMICAL INDUSTRY CO., LTD.03-36680489 · [email protected]
TCI Europe320-37350700 · [email protected]
上海贤鼎生物科技有限公司4009209199 · [email protected]
上海倍卓生物科技有限公司021-61119791,13386096464 · [email protected]
上海湄水化工科技有限公司021-60549325 18616193163
HBCChem, Inc.+1-510-219-6317 · [email protected]
日照力德士化工有限公司010-51268198 · [email protected]
美岚实业（上海）有限公司021-58958189 · [email protected]
成都零六生物科技有限公司400-1166-196 13458535857 · [email protected]
上海御略医药科技有限公司021-60345187 13671753212 · [email protected]
上海麦克林生化科技股份有限公司15221275939 15221275939 · [email protected]
成都润泽本土化工有限公司13096311329 028-88469284 616445927 · [email protected]
Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
郑州科豫隆化工产品有限公司17319789407 17319789407 · [email protected]
厦门志信化学有限公司+86-5922680277 +86-13806087780 · [email protected]
山东智尚新材料有限公司+8617653113209 · [email protected]
上海博景化工有限公司021-37199966 13681836088 · [email protected]
sgtlifesciences pvt ltd+91-8790379245 · [email protected]
Additional notes
DefinitionChEBI: A fatty acid ethyl ester obtained by the formal condensation of hexanoic acid with ethanol.
Related reactions
23 records
Compound notes
Loading…