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W241512 Sigma-Aldrich

Ethyl acetoacetate

natural, ≥97%, FG

Synonym: Acetoacetic ester

  • CAS Number 141-97-9

  • Linear Formula CH3COCH2COOC2H5

  • Molecular Weight 130.14

  •  FEMA Number 2415

  •  Beilstein/REAXYS Number 385838

  •  EC Number 205-516-1

  •  Council of Europe no. 240c

  •  MDL number MFCD00009199

  •  PubChem Substance ID 24901056

  •  Flavis number 9.402

  •  NACRES NA.21

Purchase

Properties

Related Categories Alphabetical Listings, Certified Food Grade Products, Certified Natural Products, E - H, E-F,
Quality Level   400
grade   FG
  Halal
  Kosher
  natural
Agency/Method   follows IFRA guidelines
reg. compliance   EU Regulation 1223/2009
  EU Regulation 1334/2008 & 178/2002
  FDA 21 CFR 117
vapor density   4.48 (vs air)
vapor pressure   1 mmHg ( 28.5 °C)
assay   ≥97%
autoignition temp.   580 °F
expl. lim.   9.5 %
refractive index   n20/D 1.418-1.421
bp   181 °C (lit.)
mp   −43 °C (lit.)
solubility   water: soluble 35 part
  organic solvents: soluble
density   1.029 g/mL at 20 °C (lit.)
Documentation   see Safety & Documentation for available documents
Organoleptic   apple; fatty; green; fruity
food allergen   no known allergens
fragrance allergen   no known allergens
storage temp.   room temp
SMILES string   CCOC(=O)CC(C)=O
InChI   1S/C6H10O3/c1-3-9-6(8)4-5(2)7/h3-4H2,1-2H3
InChI key   XYIBRDXRRQCHLP-UHFFFAOYSA-N

Description

General description

Ethyl acetoacetate is a bidentate chelating agent. It reacts with tetraalkoxy titanium to afford stable titanic esters. Its reaction with various alkylating reagents has been studied.

Ethyl acetoacetate is ethyl ester of acetoacetic acid. Ethyl acetoacetate exhibits keto-enol tautomerism. Ethyl acetoacetate reacts with aromatic amines in the presence of commercially available zeolite HSZ-360 to form symmetric diphenylureas.

Application

Ethyl acetoacetate was used to investigate the catalytic activity of lipase B from Candida antarctica (CAL-B) during decarboxylative aldol addition and Knoevenagel reaction between 4-nitrobenzaldehyde (4-NBA) and ethyl acetoacetate. Ethyl acetoacetate has been used in quantitative determination of urinary δ-aminolevulinic acid by condensation reaction.

Packaging

1 kg in glass bottle

100 g in glass bottle

5 kg in poly drum

Other Notes

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Safety & Documentation

Safety Information

WGK Germany 
WGK 1
RTECS 
AK5250000
Flash Point(F) 
164.3 °F - closed cup
Flash Point(C) 
73.5 °C - closed cup
Protocols & Articles

Articles

Securing a Traceable Supply Chain for Food Grade Flavor Ingredients

Introduction Defining "Food Grade" Understanding "Food Grade" Versus "Industrial Grade" Top Questions to Ask a Flavor & Fragrances Supplier The Sigma-Aldrich Approach
Dr. Luke Grocholl
Quality Assurance Supervisor, Sigma-Aldrich Flavors & Fragrances
Keywords: Food & Beverage, Food Safety, Solvents

The Complex Regulatory Landscape for Natural Flavor Ingredients

Introduction The Regulatory Landscape US and EU Definitions of Natural Regional Regulatory Variations The Example of Vanillin The Case for Standardization
Mr. Michael Sabisch1, Mr. David Smith2

1Senior Quality Assurance Specialist
2International Sales Coordinator, Sigma-Aldrich Flavors & Fragrances
Keywords: Fermentation, Food Safety, Oxidations

Understanding the Complexities of Kosher Ingredients

Introduction What is Kosher Product Considerations for Kosher Certification Kosher's Added Benefit to the Food Industry Sigma-Aldrich's Kosher Experience and Offering
Dr. Luke Grocholl1, Rabbi Gershon Segal

1Dr. Luke Grocholl, Quality Assurance Supervisor, Sigma-Aldrich Flavors & Fragrances
Keywords: Fermentation, Food & Beverage, Safety industry

Related Content

Flavors and Fragrances Quality and Regulatory

From a comprehensive vendor approval process, to the testing of raw material at receipt as well as when product is ready to be shipped; we prove our dedication to supply chain transparency, every day.
Keywords: Allergens, Food Safety, Solvents

Peer-Reviewed Papers
15

References

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