4-Hexanolide
4-Hexanolide Basic information
- 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
- Heterocycles
- lactone flavors
- 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℃
- FEMA
- 2556 | GAMMA-HEXALACTONE
- refractive index
- n20/D 1.439(lit.)
- Flash point:
- 209 °F
- storage temp.
- Sealed in dry,Room Temperature
- form
- clear liquid
- Specific Gravity
- 1.023
- color
- Colorless to Almost colorless
- Odor
- at 10.00 % in dipropylene glycol. herbal coconut sweet coumarin tobacco
- Odor Type
- tonka
- Water Solubility
- 77g/L at 20℃
- JECFA Number
- 223
- BRN
- 107260
- 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
- Yes
- HS Code
- 29322090
MSDS
- Language:English Provider:SigmaAldrich
- Language:English Provider:ALFA
4-Hexanolide Usage And Synthesis
Description
gamma-Hexalactone has a warm, powerful, herbaceous, sweet odor and a sweet, coumarin-caramel taste. May be prepared by reduction of sorbic acid using Zn, Sn, or SnCl2 and concentrated HCL in acetic acid solution at 85°C; from ethylene oxide and sodio-malonic ester; also from propyl alcohol and methylacrylate in 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 compound is also described to have odor as sweet, creamy, lactonic, tobacco and coumarin-like with green coconut nuances.
Chemical Properties
4-Hexanolide is clear colorless liquid
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, Cape gooseberry, nectarines, quince, pawpaw and other sources.
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
4-Hexanolide was used as curing agent for diglycidyl ether of bisphenol A with ytterbium triflate as an initiator.
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 ethylene oxide and sodio-malonic ester; also from propyl alcohol and methylacrylate in the presence of di-tert-butyl peroxide
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
Raw materials
4-Hexanolide Supplier
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