4-Hexanolide CAS 695-06-7
Introduction：Basic information about 4-Hexanolide CAS 695-06-7, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
4-Hexanolide Basic informationAroma
| Product Name: | 4-Hexanolide |
| Synonyms: | 4-HYDROXYHEXANOIC ACID G-LACTONE;4-hexanolide;4-Ethyl-4-hydroxybutanoic acid lactone;GAMMA-HEXALACTONE;GAMMA-HEXANOLACTONE;Dihydro-5-ethyl-2(3H)-furanone;gamma-Ethylbutyrolactone;gamma-Ethyl-n-butyrolactone |
| CAS: | 695-06-7 |
| MF: | C6H10O2 |
| MW: | 114.14 |
| EINECS: | 211-778-8 |
| Product Categories: | Cosmetics;Food Additive;lactone flavors;Heterocycles |
| Mol File: | 695-06-7.mol |
4-Hexanolide Chemical Properties
| Melting point | -18°C |
| Boiling point | 219 °C(lit.) |
| density | 1.023 g/mL at 25 °C(lit.) |
| vapor pressure | 2.4hPa at 20℃ |
| refractive index | n |
| FEMA | 2556 | GAMMA-HEXALACTONE |
| Fp | 209 °F |
| storage temp. | Sealed in dry,Room Temperature |
| form | clear liquid |
| color | Colorless to Almost colorless |
| Specific Gravity | 1.023 |
| Odor | at 10.00 % in dipropylene glycol. herbal coconut sweet coumarin tobacco |
| Odor Type | tonka |
| biological source | synthetic |
| Water Solubility | 77g/L at 20℃ |
| JECFA Number | 223 |
| BRN | 107260 |
| Major Application | cleaning products cosmetics flavors and fragrances food and beverages personal care |
| Cosmetics Ingredients Functions | PERFUMING FRAGRANCE |
| InChI | 1S/C6H10O2/c1-2-5-3-4-6(7)8-5/h5H,2-4H2,1H3 |
| InChIKey | JBFHTYHTHYHCDJ-UHFFFAOYSA-N |
| SMILES | CCC1CCC(=O)O1 |
| LogP | 0.3 at 20℃ |
| CAS DataBase Reference | 695-06-7(CAS DataBase Reference) |
| NIST Chemistry Reference | 2(3H)-Furanone, 5-ethyldihydro-(695-06-7) |
| EPA Substance Registry System | 2(3H)-Furanone, 5-ethyldihydro- (695-06-7) |
Safety Information
| Hazard Codes | Xi |
| Risk Statements | 36/37/38-36 |
| Safety Statements | 26-36 |
| WGK Germany | 2 |
| RTECS | LU4220000 |
| Hazard Note | Irritant |
| TSCA | TSCA listed |
| HS Code | 29322090 |
| Storage Class | 10 - Combustible liquids |
| Hazard Classifications | Eye Irrit. 2 |
| Aroma | Warm, powerfully herbaceous, sweet "Tobacco-like", coumannic type odor.Sweet, powerful, warm-herbaceous, Coumarin-Caramel taste. |
| Description | gamma-Hexalactone has a warm, powerful, herbaceous, sweetodor and a sweet, coumarin-caramel taste. May be prepared byreduction of sorbic acid using Zn, Sn, or SnCl2 and concentratedHCL in acetic acid solution at 85°C; from ethylene oxide andsodio-malonic ester; also from propyl alcohol and methylacrylatein the presence of di-tert-butyl peroxide. |
| Chemical Properties | γ-Hexalactone has a sweet, herbaceous, warm, powerful, odor, with a sweet, coumarin-caramel taste. This compoundis also described to have odor as sweet, creamy, lactonic, tobacco and coumarin-like with green coconut nuances. |
| Chemical Properties | 4-Hexanolide is colorless liquid. Very slightly soluble in water,soluble in alcohol, Propylene glycol and oils. |
| Occurrence | Reported found in apple juice, apricot, orange juice, guava, raisin, papaya, peach, pineapple, berries, asparagus, peas, potato, tomato, breads, cheeses, butter, milk, chicken fat, cooked beef, cooked pork, beer, cognac, grape wines, cocoa,tea, filberts, pecans, passion fruit, Japanese plum, beans, mushroom, starfruit, mango, dried fig, prickly pear, licorice, soursop, Capegooseberry, nectarines, quince, pawpaw and other sources. |
| Uses | 4-Hexanolide was used as curing agent for diglycidyl ether of bisphenol A with ytterbium triflate as an initiator. |
| Uses | γ-Hexalactone may be used as an analytical standard for the determination of the analyte in wine, fruits, biological samples, meat products, and e-cigarette refill solutions by various chromatography techniques. |
| Uses | γ-Caprolactone was used as curing agent for diglycidyl ether of bisphenol A with ytterbium triflate as an initiator. |
| Preparation | By reduction of sorbic acid using Zn, Sn or SnCl2 and concentrated HCl in acetic acid solution at 85°C; from ethyleneoxide and sodio-malonic ester; also from propyl alcohol and methylacrylate in the presence of di-tert-butyl peroxide |
| Application | 4-Hexanolide finds some use in perfumecompositions as a modifier for Coumarin, inLavender and Fougere perfumes, and in many other types where Oakmoss is used as a sweetener for mossy notes.This material is more widely used in flavors,where its power and creamy sweetness isutilized for imitation Butter, Honey, Vanilla,Caramel and in fruit complexes and Tobaccoflavorings. The concentration used may vary from 0,1ppm to 20 ppm in most of the common finished products, except in ice cream where it maybe as high as 60 to 90 ppm.It performs very well with Vanillin as asynergist for the Vanilla and Cream-likeflavor, an effect previously supplied by Coumarin. |
| Definition | 4-Hexanolide is a gamma-lactone that is oxolan-2-one substituted by an ethyl group at position 5. |
| Aroma threshold values | Detection: 1.6 ppm |
| Taste threshold values | Taste characteristics at 75 ppm: sweet, creamy, vanilla-like with green lactonic powdery nuances |
| Synthesis Reference(s) | Tetrahedron Letters, 28, p. 2111, 1987 DOI: 10.1016/S0040-4039(00)96056-8 |
| General Description | γ-Hexalactone is a volatile flavoring compound largely present in food and beverage products, fruits, vegetables, etc. |
| Biochem/physiol Actions | Taste at 5-10ppm |
4-Hexanolide Preparation Products And Raw materials
| Preparation Products | Hexanoic acid-->4-OXO-HEXANOIC ACID-->5-HYDROXYMETHYL-FURAN-2-CARBOXYLIC ACID |
