Hexyl Acetate
C2 · ACETIC ACID HEXYL ESTER · N-HEXYL ACETATE · FEMA 2565 · HEXYL ETHANOATE · 1-Hexyl acetate · ACETIC ACID N-HEXYL ESTER · Hexylacetat
Identifiers & Physical Properties
| CAS No. | 142-92-7 |
|---|---|
| Molecular formula | C8H16O2 |
| Average molar mass | 144.21 g/mol |
| Monoisotopic mass | 144.11502975 g/mol |
| SMILES | CCCCCCOC(C)=O |
| InChIKey | AOGQPLXWSUTHQB-UHFFFAOYSA-N |
| PubChem CID | 8908 |
| ChEMBL | CHEMBL2228454 |
| ChEBI | CHEBI:87510 |
| EC No. | 205-572-7 |
| DTXSID | DTXSID6022006 |
Chemical & Physical Properties
| XLogP | 2.4 |
|---|---|
| Topological polar surface area | 26.3 |
| Hydrogen bond donors | 0 |
| Hydrogen bond acceptors | 2 |
| Rotatable bonds | 6 |
| Heavy atoms | 10 |
| Formal charge | 0 |
| Complexity | 89.3 |
| Lipids | Fatty Acyls [FA] -> Fatty esters [FA07] -> Short fatty esters [FA0710] |
| Solvents | Solvents -> Esters (<C12) |
| SpringerMaterials Properties | Boiling point |
| Fragrances | Fragrance Ingredient (Hexyl acetate) -> IFRA transparency List |
| LogP (partition coefficient) | 2.870 |
| Odor | Sweet-fruity, pearl-like odorSweet ester odorat 10.00 % in dipropylene glycol. fruity green apple banana sweet |
| Taste | BITTERSWEET TASTE SUGGESTIVE OF PEAR |
| Food additives | FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food |
| Density | 0.876 (USCG, 1999) - Less dense than waterwill float0.8779 g/cu cm at 15 °C0.868-0.8720.87 g/mL at 25 °C (lit.) |
| Flavoring agents | EU Flavoring substances |
| Color/Form | Colorless liquid |
| Solubility | Very soluble in alcohol and etherIn water, 511 mg/L at 25 °C0.511 mg/mL at 25 °Csoluble in alcohol, etherinsoluble in water1 ml in 1 ml 95% alcohol (in ethanol)0.4g/limmiscible |
| Melting point | -80 °C (lit.) |
| Boiling point | 168-170 °C (lit.) |
| Vapor pressure | 5 hPa (20 °C) |
| FEMA | 2565 | HEXYL ACETATE |
| Refractive index | n20/D 1.409(lit.) |
| FLAVIS Number | 09.006 | Hexyl acetate |
| Flash point | 99 °F |
| Storage conditions | Store below +30°C. |
| Physical state | Liquid |
| Color | Clear colorless to pale yellow |
| Odor type | fruity |
| Biological source | synthetic |
| Odor threshold | 0.0018ppm |
| Specific heat capacity | Cp(liquid): 1.96 J/(g·K), at 25℃ |
| Thermal conductivity | 0.129 W/(m·K) at 25 ℃ |
| JECFA Number | 128 |
| BRN | 1747138 |
| Henry's law constant | 2.0×10-2 mol/(m3Pa) at 25℃, Brockbank (2013) |
| Dielectric constant | 4.4199999999999999 |
| Major applications | flavors and fragrances |
| Cosmetics Ingredients Functions | PERFUMINGFLAVOURINGFRAGRANCE |
| InChI | 1S/C8H16O2/c1-3-4-5-6-7-10-8(2)9/h3-7H2,1-2H3 |
| InChIKey | AOGQPLXWSUTHQB-UHFFFAOYSA-N |
| SMILES | CCCCCCOC(C)=O |
| LogP (partition coefficient) | 3.3 at 30℃ |
| Surface tension | 26.75mN/m at 298.15K |
| CAS DataBase Reference | 142-92-7(CAS DataBase Reference) |
| Substances Added to Food (formerly EAFUS) | HEXYL ACETATE |
| FDA 21 CFR | 172.515 |
| EWG's Food Scores | 1 |
| FDA UNII | 7U7KU3MWT0 |
| NIST Chemistry Reference | Hexyl ethanoate(142-92-7) |
| EPA Substance Registry System | Acetic acid, hexyl ester (142-92-7) |
| UNSPSC Code | 85151701 |
| NACRES | NA.24 |
| GHS pictogram | GHS02,GHS07 |
| Signal word | Warning |
| GHS hazard statements | H315+H320-H335-H226 |
| GHS precautionary statements | P501-P240-P261-P210-P233-P243-P241-P242-P271-P264-P280-P370+P378-P337+P313-P305+P351+P338-P362+P364-P303+P361+P353-P332+P313-P304+P340+P312-P403+P233-P403+P235-P405 |
| Personal protective equipment (PPE) | Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter |
| Risk statements (R) | 10 |
| Safety statements (S) | 16 |
| UN transport number | UN 3272 3/PG 3 |
| Water hazard class (WGK) | 1 |
| RTECS number | AI0875000 |
| TSCA inventory status | TSCA listed |
| Hazard class | 3Aquatic Chronic 2Flam. Liq. 3 |
| Packing group | III |
| Customs code | 29153990 |
| Storage class | 3 - Flammable liquids |
| Hazardous substances data | 142-92-7(Hazardous Substances Data) |
| Toxicity | LD50 orally in Rabbit: 36100 mg/kg LD50 dermal Rabbit > 5000 mg/kg |
| REACH registrations | Active |
Safety & Regulations
| GHS classification | This chemical does not meet GHS hazard criteria for 0.4% (8 of 1939) of reports.WarningH226 (98%): Flammable liquid and vapor [Warning Flammable liquids]P210, P233, P240, P241, P242, P243, P273, P280, P303+P361+P353, P370+P378, P391, P403+P235, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 1939 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatory information | Chemical: Acetic acid, hexyl esterRegulation (EC) No 1831/2003 (amended)Acetic acid, hexyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Acetic acid, hexyl 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)Status: Active Update: 31-03-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/13766Hexyl acetate: Does not have an individual approval but may be used under an appropriate group standard |
| Other safety information | IMAP assessments - Acetic acid, hexyl ester: Human health tier I assessment |
| DOT label | Flammable Liquid |
| Fire hazards | Special Hazards of Combustion Products: Vapor may travel considerable distance to a source of ignition and flash back. Container explosion may occur under fire conditions. Forms explosive mixtures in air. (USCG, 1999) |
| Fire potential | A flammable liquid. |
| Health hazards | May be harmful by inhalation, ingestion, or skin absorption. May cause irritation. (USCG, 1999) |
| Hazards summary | A mild eye irritant[RTECS] Safe to use as a flavoring agent in food[JECFA] Emergency treatment: IrritantsAn eye and respiratory tract irritant[HSDB] Inhalation of high concentrations can cause CNS depression[CHEMINFO] |
| Reactive group |
Applications & Uses
Description
Hexyl acetate has a pleasant fruity odor and bittersweet taste suggestive of pear. May be synthesized from n-hexyl alcohol and excess acetic anhydride at the boil or with an excess of acetic acid in the presence of concentrated sulfuric acid.
Occurrence
Reported found in fruital aromas (e.g., Fragaria vesca) and essential oils. Also reported found in apple, apricot, banana, sweet cherry, citrus peel oils and juices, blueberry, black currants, guava, grapes, melon, peach, pear, raspberry, blackberry, strawberry, peas, sauerkraut, rye bread, cheeses, roasted beef, beer, rum, cognac, whiskies, cider, sherry, grape wines, coffee, tea, soybean, olive, passion fruit, beans, starfruit, mango, cauliflower, pear and apple brandy, quince, origanum, lovage leaf, corn oil, mangosteen (Garcia mangostana), Bourbon vanilla, clary sage, nectarine, naranjilla fruit, Chinese quince and chamomile oil.
Uses
n-Hexyl acetate exhibits antimicrobial activity and can be used to improve the safety of minimally processed fruits. It is a fruity smelling fluid used as flavoring agent or in perfumes. It is a green leaf volatile from cabbage Brassica oleracea var. capitata L. It is used as plasticizers.
Uses
Hexyl acetate was used to study the activity of diamondback moth sex pheromone and larval frass volatiles, as well as green leaf volatiles from cabbage, on the natural enemies of the pest.
Uses
Hexyl Acetate is a flavouring agent due to its fruity odor and it is naturally present in many fruits and alcoholic beverages.
General Description
A colorless liquid with a mild sweet odor. Flash point 113°F. A moderate fire risk. Inhalation may cause adverse effects. Almost insoluble in water, soluble in alcohol and Propylene glycol, miscible with oils. When heated to high temperatures emits acrid smoke and fumes. Used as a solvent and as a propellant in aerosols.
Preparation & Synthesis
Preparation
From n-hexyl alcohol and excess acetic anhydride at the boil or with an excess of acetic acid in the presence of concentrated sulfuric acid