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Tetrahydrofurfuryl acetate

From Wikipedia, the free encyclopedia
Tetrahydrofurfuryl acetate
Names
Preferred IUPAC name
(Oxolan-2-yl)methyl acetate
Other names
Tetrahydro-2-furanylmethyl acetate
Identifiers
3D model (JSmol)
ECHA InfoCard 100.010.270 Edit this at Wikidata
EC Number
  • 211-296-8
UNII
  • InChI=1S/C7H12O3/c1-6(8)10-5-7-3-2-4-9-7/h7H,2-5H2,1H3
    Key: AAQDYYFAFXGBFZ-UHFFFAOYSA-N[1]
  • CC(=O)OCC1CCCO1
Properties
CH
3
CO
2
CH
2
C
4
H
7
O
Molar mass 144.170 g·mol−1
Appearance clear liquid
Density 1.061 g/cm3 (20 °C)
Boiling point 194 °C (381 °F; 467 K)
Miscible
Solubility in alcohol, chloroform, ether Soluble
log P 0.349
1.4475 (liquid 20°)
Hazards
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 0: Exposure under fire conditions would offer no hazard beyond that of ordinary combustible material. E.g. sodium chlorideFlammability 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuelInstability (yellow): no hazard codeSpecial hazards (white): no code
0
2
Flash point 83 °C (181 °F; 356 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Tetrahydrofurfuryl acetate is an organic chemical compound used for food flavouring and cosmetics. It has a fruity ethereal flavour,[3] also described as honey, maple, or bread-like.[4]

It is generally accepted as safe in the USA.[5] Typical levels of use are 2 ppm in drinks, 8 ppm in ice cream, and 20 ppm in baked products and confectionery.[6]

Classified as a heterocyclic ester, it is made by reacting tetrahydrofurfuryl alcohol with acetic anhydride.[7]

Related flavouring compounds are tetrahydrofurfuryl butyrate, tetrahydrofurfuryl cinnamate, tetrahydrofurfuryl alcohol,[7] and tetrahydrofurfuryl propionate.[8]

References

[edit]
  1. ^ "TETRAHYDROFURFURYL ACETATE | C7H12O3 - PubChem". pubchem.ncbi.nlm.nih.gov.
  2. ^ Burdock, George A. (1997). Encyclopedia of Food and Color Additives. CRC Press. p. 2754. ISBN 9780849394126.
  3. ^ Burdock, George A. (1997). Encyclopedia of Food and Color Additives. CRC Press. pp. 2758–. ISBN 9780849394126. Retrieved 17 January 2017.
  4. ^ "Food safety and quality: details". Food and Agriculture Organization. Retrieved 17 January 2017.
  5. ^ Administration, Food and Drug; (U.S.), Office of the Federal Register (2001). The Code of Federal Regulations of the United States of America. U.S. Government Printing Office. p. 54.
  6. ^ Food Protection Committee - National Academy of Sciences (1965). Chemicals Used in Food Processing. National Academies. p. 195.
  7. ^ a b Fenaroli, Giovanni; Furia, Thomas E.; Bellanca, Nicoló (1975). Fenaroli's Handbook of Flavor Ingredients (2 ed.). Taylor & Francis. p. 529. ISBN 9780878195336.
  8. ^ Maga, Joseph A.; Katz, Ira (May 1979). "Furans in foods". CRC Critical Reviews in Food Science and Nutrition. 11 (4): 355–400. doi:10.1080/10408397909527268. PMID 378551.