FEMA 2129 Property

Boiling point:

152-154 °C(Press: 12 Torr)

Density 

1.2115 g/cm3(Temp: 25 °C)

FEMA 

2129 | BENZALDEHYDE GLYCERYL ACETAL

color 

A colourless viscous liquid.

Odor

at 100.00 %. cherry bitter almond sweet

Odor Type

fruity

JECFA Number

838

LogP

1.98

EPA Substance Registry System

Benzaldehyde, cyclic acetal with 1,2,3-propanetriol (1319-88-6)

Safety

Toxicity

The acute oral LD₅₀ value in rats was reported as 3?5 ml/kg (2.42-4.09 ml/kg) and the acute dermal LD₅₀ value in rabbits as 5 ml/kg

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P330Rinse mouth.

P501Dispose of contents/container to..…

FEMA 2129 Chemical Properties,Usage,Production

Aroma

Used in flavor compositions where lower volatility and improved stability towards air (oxygen) is desirable, and Benzaldehyde as such seems too volatile and unstable.
Benzaldehyde glycrol acetal will liberate Benzaldehyde under influence of heat, water or mild acid, conditions which frequently exist in functional products containing artificial flavor.
Benzaldehyde glycrol acetal itself has a very faint odor, barely reminiscent of Bitter Almond. Soluble in alcohol and oils.
Used in fruit flavors, imitation Almond, Cherry, Nut, etc. in concentrations equal to 100 ppm in the finished consumer product.
Chewing gum may contain up to 800 ppm of the acetal. Chewing gum is the most common outlet for this acetal.

Occurrence

Has apparently not been reported to occur in nature

Production Methods

Benzaldehyde glycrol acetal can be produced from Benzaldehyde and Glycerin by condensation, using Phosphoric acid as a catalyst, and making use of azeotropic distillation to remove reaction water. Also by heating Glycerol and Benzaldehyde in CO2 atmosphere to 150°C. The 1,3-isomer is crystallizable and may be separated.

Preparation

The α, α?- and α, β-isomers are obtained in mixture by heating glycerol and benzaldehyde to 145 to 170°C under a stream of CO2; the isomers are subsequently isolated, exploiting the solubility differences; the α, α?-isomer is readily converted to the α, β-form by heating in the presence of HCl.