Gamma Valerolactone

Product Name:

Gamma valerolactone

CAS:

108-29-2

MF:

C5H8O2

MW:

100.12

EINECS:

203-569-5

Mol File:

108-29-2.mol

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)

refractive index 

n20/D 1.432(lit.)

FEMA 

3103 | GAMMA-VALEROLACTONE

Fp 

204.8 °F

storage temp. 

Store below +30°C.

form 

Liquid

color 

Clear colorless

PH

7 (H2O, 20℃)

Water Solubility 

MISCIBLE

JECFA Number

220

BRN 

80420

InChIKey

GAEKPEKOJKCEMS-UHFFFAOYSA-N

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)

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

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.

Uses

Dye baths (coupling agent), brake fluids, cutting oils, and as solvent for adhesives, insecticides, and lacquers.

Preparation

By reduction of levulinic acid followed by cyclization.

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.]

Raw materials

Acetoxyacetic acid-->Levulinic acid