6290-17-1

Basic information

• Product Name: ETHYL ACETOACETATE PROPYLENE GLYCOL KETAL
• Synonyms: ETHYL-2,4-DIMETHYL-1,3-DIOXOLANE-2-ACETATE;ETHYL ACETOACETATE PROPYLENE GLYCOL KETAL;ETHYL DIMETHYL DIOXOLANE ACETATE;FRAISTONE;1,3-Dioxolane-2-aceticacid,2,4-dimethyl-,ethylester;3-dioxolane-2-aceticacid,2,4-dimethyl-ethylester;Acetoaceticacid,ethylester,1,2-propyleneketal;2,4-Dimethyl-1,3-dioxolane-2-acetic acid ethyl ester~Ethyl 2,4-dimethyl-1,3-dioxolane-2-acetate
• CAS NO: 6290-17-1
• Molecular Formula: C₉H₁₆O₄
• Molecular Weight: 188.22
• EINECS: 228-536-2
• Product Categories: Alphabetical Listings;E-F;Flavors and Fragrances
• Mol File: 6290-17-1.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 90°C 10mm
• Flash Point: 65°C
• Appearance: /
• Density: 1.042 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.112mmHg at 25°C
• Refractive Index: 1.4280
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Water Solubility: 1.244g/L at 24℃
• BRN: 138927
• CAS DataBase Reference: ETHYL ACETOACETATE PROPYLENE GLYCOL KETAL(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL ACETOACETATE PROPYLENE GLYCOL KETAL(6290-17-1)
• EPA Substance Registry System: ETHYL ACETOACETATE PROPYLENE GLYCOL KETAL(6290-17-1)

Safety Data

• Safety Statements: 24/25-23
• TSCA: Yes
• Hazardous Substances Data: 6290-17-1(Hazardous Substances Data)

Usage

Chemical Properties

Different sources of media describe the Chemical Properties of 6290-17-1 differently. You can refer to the following data:
1. ETHYL ACETOACETATE PROPYLENE GLYCOL KETAL is a colorless liquid with a fresh, fruity odor reminiscent of apples and strawberries. It is mainly used to create fresh, fruity top notes to floral fragrances. Thematerial is available by reaction of ethyl acetoacetate with propane-1,2-diol.
2. Colorless liquid; soft, fruity notes.

Aroma threshold values

Medium strength odor, fruity type.

Trade name

Fraistone (IFF), Fragolane (Symrise)

InChI:InChI=1/C9H16O4/c1-4-11-8(10)5-9(3)12-6-7(2)13-9/h7H,4-6H2,1-3H3

Upstream product

• 57-55-6 propylene glycol 
• 141-97-9 ethyl acetoacetate 

Downstream Products

• 1192140-15-0 5-methyl-1-(naphthalen-2-yl)-1H-pyrazol-3-ol 
• 1357362-21-0 3-methyl-1-(naphthalen-2-yl)-1H-pyrazol-5-ol 

Relevant articles and documents

Br?nsted acidic cellulose-PO3H: An efficient catalyst for the chemoselective synthesis of fructones and trans-esterification via condensation of acetoacetic esters with alcohols and diols

Cellulose is the most abundant organic source and has expedient a great deal of interest as renewable and emerged as sustainable feedstock. The functionalization of cellulose as designed catalytic system intriguing furnished to the production of fine chemicals. Herein, we synthesized an environmental friendly solid acid catalyst by functionalizing cellulose with phosphoric acid (PO3H). The successful functionalization of cellulose with PO3H was confirmed by 31P NMR, ICP-OES, FE-SEM, and XPS analysis. ICP-OES revealed the presence of phosphorus content of ～1.0 wt. % on the catalyst's surface while elemental mapping by FESEM and XPS shows a uniform distribution of phosphorus over the material. The synthesized solid acid catalyst was utilized for condensation of diols with acetoacetic esters in solvent-free conditions to synthesize fine chemicals. The present approach not only circumvented the one-step protection and other products but more fascinatingly provided trans-esterification of acetoacetic esters with diols and n-alcohols. The catalyst was successfully used for chemoselective protection on ethyl acetoacetate with 1, 2 diols to essential fructone molecule with ～100% conversion and 99% selectivity. The results suggested that the catalyst has the advantage over commercial solid acid heterogeneous and homogeneous catalysts.

Facile synthesis of fructone from ethyl acetoacetate and ethylene glycol catalyzed by SO3H-functionalized Bronsted acidic ionic liquids

SO3H-functionalized Bronsted acidic ionic liquids (BAILs) were synthesized and utilized as highly efficient catalysts for the production of fructone via the acetalization reaction of ethyl acetoacetate with ethylene glycol. In comparison with conventional H2SO4 and cation exchange resins, the BAILs N-(4-sulfonic acid) butyl triethylammonium hydrogensulfate ([BSEt3N][HSO4]) of strong acidities exhibited excellent catalytic activities. The effects of various parameters such as different BAILs, reaction temperature, catalyst dosage, and molar ratio of the reactants on the conversion of ethyl acetoacetate were investigated in detail. The experimental results indicated that the catalytic performance of BAILs were closely related to their Hammett acidities. Moreover, it was found that [BSEt3N][HSO4] could be also recovered easily and used repetitively six times without obvious decline in activity and quantity, showing great potential application in industry. This journal is the Partner Organisations 2014.