BENZYL ACETOACETATE

Synonym(s):AC-benzyl;Acetoacetic acid benzyl ester

CAS NO.：5396-89-4
Empirical Formula: C11H12O3
Molecular Weight: 192.21
MDL number: MFCD00008785
EINECS: 226-416-4
SAFETY DATA SHEET (SDS)
Update Date: 2024-12-18 14:15:30

What is BENZYL ACETOACETATE?

Chemical properties

yellow viscous liquid

Chemical properties

Benzyl acetoacetate has a sweet, floral, fresh, balsamic, fruity odor similar to that of ethyl acetate.

Occurrence

Reported found in litchi (Litchi sinensis Sonn.).

The Uses of BENZYL ACETOACETATE

Benzyl acetoacetate is used as a Pharmaceutical and fine chemical intermediate. Occasionally used in perfumery for special notes. Blends very well with refined Labdanum extracts, iso-Butyl cinnamate, Ionones, etc. and lends a natural, mellow topnote to woodyfloral or herbaceous-floral fragrances. Although relatively high boiling, it appears in a fragrance at the very initial notes with surprising tenacity. Also used in flavor compositions, mainly in Berry and Fruit flavors in concentrations equal to 50 ppm in the functional consumer product.

The Uses of BENZYL ACETOACETATE

Benzyl acetoacetate (AAbenzyl) is chemical intermediate used for the syntheses of different organic chemicals Product Data Sheet

Definition

ChEBI: Benzyl acetoacetate is a carboxylic ester. It is functionally related to a benzyl alcohol.

Preparation

By heating ethyl acetoacetate and benzyl alcohol to 160°C.

General Description

Benzyl acetoacetate undergoes asymmetric bioreduction to form benzyl (S)-(+)-3-hydroxybutyrate in the presence of Candida schatavii strain MY 1831.

Purification Methods

Fractionate the ester and collect fractions with the expected physical properties. Otherwise add ca 10% by weight of benzyl alcohol and heat in an oil bath (160-170o, open vessel) for 30minutes during which time excess of benzyl alcohol will have distilled off, then fractionate. [Baker et al. J Org Chem 17 77 1952, Beilstein 6 IV 2480.]

Properties of BENZYL ACETOACETATE

Boiling point:	156-159 °C10 mm Hg(lit.)
Density	1.112 g/mL at 25 °C(lit.)
FEMA	2136 \| BENZYL ACETOACETATE
refractive index	n20/D 1.512(lit.)
Flash point:	>230 °F
storage temp.	Store below +30°C.
solubility	It is soluble in alkali solutions.
form	clear liquid
pka	10.60±0.46(Predicted)
color	Colorless to Brown
Odor	at 100.00 %. sweet benzyl propionate and acetate floral fruity
JECFA Number	848
BRN	2049615
CAS DataBase Reference	5396-89-4(CAS DataBase Reference)
EPA Substance Registry System	Benzyl acetoacetate (5396-89-4)

Safety information for BENZYL ACETOACETATE

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation
Precautionary Statement Codes	P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P280:Wear protective gloves/protective clothing/eye protection/face protection. P321:Specific treatment (see … on this label). P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P332+P313:IF SKIN irritation occurs: Get medical advice/attention. P337+P313:IF eye irritation persists: Get medical advice/attention.