γ-Valerolactone
- Product Name
- γ-Valerolactone
- CAS No.
- 108-29-2
- Chemical Name
- γ-Valerolactone
- Synonyms
- 5-Methyldihydrofuran-2(3H)-one;GAMMA-VALEROLACTONE;Dihydro-5-methyl-2(3H)-furanone;γ-Pentalactone;4-PENTANOLIDE;G-VALEROLACTONE;GAMMA-VALEROLACTONE NATURAL;2(3H)-Furanone,dihydro-5-methyl-;amma-VaL;FEMA 3103
- CBNumber
- CB4285373
- Molecular Formula
- C5H8O2
- Formula Weight
- 100.12
- MOL File
- 108-29-2.mol
γ-Valerolactone Property
- Melting point:
- −31 °C(lit.)
- Boiling point:
- 207-208 °C(lit.)
- Density
- 1.05 g/mL at 25 °C(lit.)
- vapor density
- 3.45 (vs air)
- vapor pressure
- 30-44Pa at 20-25℃
- refractive index
- n20/D 1.432(lit.)
- FEMA
- 3103 | GAMMA-VALEROLACTONE
- Flash point:
- 204.8 °F
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Chloroform, Methanol
- form
- Liquid
- color
- Clear colorless
- Odor
- at 100.00 %. herbal sweet warm tobacco cocoa woody
- PH
- 7 (H2O, 20℃)
- Odor Type
- herbal
- Water Solubility
- MISCIBLE
- JECFA Number
- 220
- BRN
- 80420
- Dielectric constant
- 36.140000000000001
- InChIKey
- GAEKPEKOJKCEMS-UHFFFAOYSA-N
- LogP
- -0.27
- CAS DataBase Reference
- 108-29-2(CAS DataBase Reference)
- NIST Chemistry Reference
- 2(3H)-Furanone, dihydro-5-methyl-(108-29-2)
- EPA Substance Registry System
- 2(3H)-Furanone, dihydro-5-methyl- (108-29-2)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36-36/37/38
- Safety Statements
- 39-26-37/39
- WGK Germany
- 2
- RTECS
- LU3580000
- TSCA
- Yes
- HS Code
- 29322980
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
N-Bromosuccinimide Price
- Product number
- W310311
- Product name
- γ-Valerolactone
- Purity
- natural, 95%, FG
- Packaging
- 100g
- Price
- $148
- Updated
- 2024/03/01
- Product number
- W310311
- Product name
- γ-Valerolactone
- Purity
- natural, 95%, FG
- Packaging
- 500g
- Price
- $609
- Updated
- 2024/03/01
- Product number
- W310311
- Product name
- γ-Valerolactone
- Purity
- natural, 95%, FG
- Packaging
- 1kg
- Price
- $808
- Updated
- 2024/03/01
- Product number
- W310301
- Product name
- γ-Valerolactone
- Purity
- ≥99%, FCC, FG
- Packaging
- 1kg
- Price
- $161
- Updated
- 2024/03/01
- Product number
- W310301
- Product name
- γ-Valerolactone
- Purity
- ≥99%, FCC, FG
- Packaging
- 5kg
- Price
- $620
- Updated
- 2024/03/01
γ-Valerolactone Chemical Properties,Usage,Production
Description
γ-Valerolactone (Item No. 28240) is an analytical reference standard categorized as a prodrug form of γ-hydroxyvaleric acid (GHV; ). This product is intended for research and forensic applications.
Chemical Properties
Colorless liquid. Surface tension 30 dynes/cm (25C), viscosity 2.18 cP (25C), pH (anhydrous): 7. pH (10% solution in distilled water): 4.2. Miscible with water and most organic solvents, resins, waxes, etc.; slightly misciblewith zein, beeswax, petrolatum; immiscible with anhydrous glycerin, glue, casein, arabic gum, and soybean protein. Combustible.
Chemical Properties
γ-Valerolactone has a sweet, herbaceous odor.
Occurrence
Reported found in boiled beef, beef fat, beer, cacao, Swiss cheese, ground and roasted coffee, roasted filberts, milk fat, dried mushroom, peach, roasted peanuts, heated pork fat, black tea and yogurt. Also reported found in peach, strawberry jam, tomato, wheaten bread, Gruyere cheese, heated butter, cooked beef, white wine, red wine, coffee and Bourbon vanilla.
Uses
γ-valerolactone?(GVL) can be used as a green solvent:
- To transform lignocellulose into furfural using a solid acid catalyst, H-mordenite.
- To synthesize phosphatidylserine.
Uses
It finds it application as a food additive that is used to improve the taste or odor of a food. It is also used as toiletry fragrances.
Uses
γ-Valerolactone is a naturally occurring chemical found in fruits and is frequently used as a food additive. It can be converted to liquid alkenes which can be used as transportation fuels. γ-Valerolactone is widely used in dye baths (coupling agent), brake fluids, cutting oils, and as solvent for adhesives, insecticides, and lacquers.
Definition
ChEBI: Gamma-valerolactone is a butan-4-olide that is dihydrofuran-2(3H)-one substituted by a methyl group at position 5. It has been found in the urine samples of humans exposed to n-hexane. It has a role as a flavouring agent and a human xenobiotic metabolite.
Preparation
By reduction of levulinic acid followed by cyclization.
Synthesis Reference(s)
Journal of the American Chemical Society, 112, p. 1286, 1990 DOI: 10.1021/ja00159a082
Tetrahedron Letters, 26, p. 5639, 1985 DOI: 10.1016/S0040-4039(01)80907-2
The Journal of Organic Chemistry, 50, p. 3930, 1985 DOI: 10.1021/jo00220a053
General Description
γ-Valerolactone?(GVL) is a dipolar aprotic, bio-based, fully degradable, non-toxic green solvent and has been aligned with "Safer Solvent and Auxiliaries"," Use of Renewable Feedstocks and Design for Degradation".
General Description
γ-Valerolactone has been identified as one of the volatile flavor constituents in mango and honey.
Reactivity Profile
gamma-Valerolactone is an ester. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides. gamma-Valerolactone is incompatible with strong oxidizers. . gamma-Valerolactone is incompatible with strong oxidizing agents. gamma-Valerolactone is also incompatible with strong acids, strong bases and strong reducing agents. .
Biochem/physiol Actions
Odor at 1%
Safety Profile
Moderately toxic by ingestion. A skin irritant. Mutation data reported. Combustible liquid when exposed to heat or flame; can react with oxidizing materials. To fight fire, use water, foam, CO2, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes.
Purification Methods
Purify the -lactone by repeated fractional distillation [Boorman & Linstead J Chem Soc 577, 580 1933]. IR: max 1790 (CS2), 1775 (CHCl3) cm-1 [Jones et al. Can J Chem 3 7 2007 1959]. The BF3-complex distils at 110-111o/20mm [Reppe et al. Justus Liebigs Ann Chem 596 179 1955]. It is characterized by conversion to -hydroxy-n-valeramide on treatment with NH3, m 51.5-52o (by slow evaporation of a CHCl3 solution). [Beilstein 17 H 235, 17 I 131, 17 II 288, 17 III/IV 4176, 17/9 V 24.]
γ-Valerolactone Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from γ-Valerolactone manufacturers
- Product
- γ-Valerolactone 108-29-2
- Price
- US $25.00/kg
- Min. Order
- 1000kg
- Purity
- 99%
- Supply Ability
- 1000kg/day
- Release date
- 2023-11-09
- Product
- γ-Valerolactone 108-29-2
- Price
- US $6.00-0.60/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2024-01-18
- Product
- γ-Valerolactone 108-29-2
- Price
- US $20.00-5.00/kg
- Min. Order
- 500kg
- Purity
- 99.9
- Supply Ability
- 200tons
- Release date
- 2024-03-11