Fructone Chemical Properties

Boiling point:

90 °C

Density 

1.0817 (rough estimate)

vapor pressure 

1.08hPa at 20℃

FEMA 

4477 | ETHYL ACETOACETATE ETHYLENEGLYCOL KETAL

refractive index 

1.4310-1.4350

Flash point:

93.00°C

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

clear liquid

color 

Colorless to Almost colorless

Odor

at 100.00 %. sweet fruity apple green tropical plum woody

Odor Type

fruity

biological source

synthetic

Water Solubility 

124.8g/L at 20℃

JECFA Number

1969

InChIKey

XWEOGMYZFCHQNT-UHFFFAOYSA-N

LogP

0.8 at 35℃

CAS DataBase Reference

6413-10-1(CAS DataBase Reference)

NIST Chemistry Reference

Ethyl acetoacetate ethylene acetal(6413-10-1)

EPA Substance Registry System

1,3-Dioxolane-2-acetic acid, 2-methyl-, ethyl ester (6413-10-1)

Safety Information

Hazard Codes 

Xi

RTECS 

JH6762500

HS Code 

2932.99.9090

Fructone Usage And Synthesis

Chemical Properties

Ethyl (2-Methyl-[1,3]dioxolan-2-yl)-acetate is not found in nature. It is a colorless liquid, d²⁰₄1.084–1.092, n²⁰_D 1.431–1.435, with a strong, fruity, apple-like, slightly green odor. It can be prepared by acetalization of ethyl acetoacetate with ethylene glycol.
Very slightly soluble in water, soluble in alcohol and Propylene glycol, miscible with most perfume oils.

Uses

flavors and fragrances

Trade name

Fructone (IFF), Jasmaprunat (Symrise)

Synthesis

Ethyl acetoacetate (39.0 g, 0.3 mol), ethylene glycol (55.8 g, 0.9 mol), and toluene (200 mL) were added to a 250 mL three-necked, round-bottomed flask fitted with a mechanical stirrer, thermometer, Dean-Stark manifold, and reflux condenser tube. Subsequently, p-toluenesulfonic acid monohydrate (0.2 g, catalytic amount) was added as a catalyst. The reaction mixture was heated to reflux and the water generated during the reaction was removed via a Dean-Stark water separator. After completion of the reaction, the solvent was removed under reduced pressure by rotary evaporator. The residue was distilled under reduced pressure and the fractions with boiling points of 96-99 °C were collected to give 47.6 g of the colorless oily product malate in 91% yield. The infrared spectrum of the product (KBr pressed sheet, cm?1) showed characteristic absorption peaks: 2984, 2890, 1736, 1370, 1049.

References

[1] Journal of Chemical Research - Part S, 1997, # 1, p. 26 - 27
[2] Journal of Organic Chemistry, 1989, vol. 54, # 15, p. 3625 - 3634
[3] Journal of Catalysis, 2000, vol. 196, # 2, p. 345 - 351
[4] Tetrahedron Letters, 2011, vol. 52, # 51, p. 7004 - 7007
[5] RSC Advances, 2016, vol. 6, # 47, p. 41404 - 41409

Fructone(6413-10-1)Related Product Information

• Bromocyclopentane
• Ethyl 4-bromoacetoacetate
• 1,3-Dioxolane
• Ethyl 4-chloroacetoacetate
• Cyclopentane
• Ethyl 4,4,4-trifluoroacetoacetate
• Ethyl acetoacetate
• Ethyl 2-methylacetoacetate
• Ethyl acetate
• Methyl acetoacetate
• Ammonium acetate
• Ethyl 2-chloroacetoacetate
• Cyclopentyl chloride
• Tocopheryl acetate
• Methylcyclopentane
• Acetoxyacetic acid
• Glatiramer acetate
• Vinyl acetate