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maltyl acetate

Maltyl acetate is a flavor and fragrance agent known for its fruity and berry aroma, chemically identified as 2-methyl-4-oxo-4H-pyran-3-yl acetate.
Chemical Structure

General Material Description

Maltyl acetate is an organic ester compound characterized chemically as 4H-pyran-4-one, 3-(acetyloxy)-2-methyl-, with the molecular formula C8H8O4. This compound presents as a clear liquid exhibiting fruity and berry sensory notes, notably described as fruity jammy berry and tropical at a 10 % dilution in dipropylene glycol. Known also by various synonyms including maltol acetate and 2-methyl-4-oxo-4H-pyran-3-yl acetate, it is classified as a flavor and fragrance agent. The compound is linked to the PubChem database under CID 120048, enabling access to comprehensive chemical data. Maltyl acetate is typically synthesized via acetylation of maltol or derived through related chemical processes in flavor manufacturing settings.

Occurrence, Applicability & Potential Uses

Maltyl acetate occurs predominantly as a synthetic flavor and fragrance compound rather than as a natural metabolite. It is utilized extensively in the flavor and fragrance industries to impart fruity and berry nuances, enhancing the sensory profile of products ranging from food items to personal care formulations. Its application aligns with regulatory frameworks such as FEMA (US), which governs flavoring substances for food use. The compound’s mild fruity aroma and flavor make it suitable for a wide range of consumer products, including beverages, confectionery, and perfumery. Use in formulations requires consideration of its sensory intensity and chemical stability under processing conditions.

Physico-Chemical Properties Summary

Maltyl acetate has a molecular weight of 168.15 g/mol and exhibits moderate volatility with a boiling range of approximately 302 to 304 °C at standard atmospheric pressure (760 mm Hg). It demonstrates a low vapor pressure of about 0.001 mmHg at 25 °C, indicating low volatility under ambient conditions. The compound has an estimated logP around 0.15, reflecting slight hydrophobicity balanced by polar functional groups. Solubility characteristics include good solubility in alcohols and slight solubility in water, estimated at 13,340 mg/L at 25 °C, which influences formulation considerations. The compound’s flash point is around 278 °F, necessitating standard precautions during handling and storage. These properties collectively influence maltyl acetate’s behavior in mixtures, its evaporation rate, and compatibility with solvents and other formulation ingredients.

FAQ

What is maltyl acetate and what are its main characteristics?
Maltyl acetate is an organic ester commonly used as a flavor and fragrance compound. Chemically, it is 4H-pyran-4-one, 3-(acetyloxy)-2-methyl- with the molecular formula C8H8O4. It is recognized for its fruity and berry aroma, often described as jammy and tropical. The compound usually appears as a clear liquid and is identified by the CAS number 28787-36-2. Maltyl acetate finds application primarily in the flavor and fragrance industries due to its distinctive sensory profile.
How is maltyl acetate typically used and where does it occur?
Maltyl acetate is mainly manufactured synthetically for use in flavorings and fragrances. It does not commonly occur naturally but is valued for adding fruity and berry notes to products such as beverages, confectionery, and perfumes. Regulatory guidelines like FEMA (US) permit its use in food-related applications, ensuring appropriate safety and quality standards. Its chemical properties, such as moderate volatility and partial water solubility, make it compatible with various product formulations.
What regulations govern the use of maltyl acetate and how is it sourced?
The use of maltyl acetate as a flavor and fragrance agent is subject to oversight by regulatory standards including FEMA (US) which provides guidelines on flavoring substances. Additionally, IFRA (Global) standards influence its application in fragrances by specifying concentration limits to ensure consumer safety. The compound is typically sourced through chemical synthesis involving acetylation processes starting from maltol or related precursors. Safety assessments have not identified significant hazard classifications under OSHA's hazard communication standards.

US / EU / FDA / JECFA / FEMA / Scholar / Patents

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Other Information

(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
HMDB (The Human Metabolome Database):Search
Export Tariff Code:2915.39.9050
ChemSpider:View

General Material Information

Preferred name maltyl acetate
Trivial Name Maltol acetate
Short Description 4H-pyran-4-one, 3-(acetyloxy)-2-methyl-
Formula C8 H8 O4
CAS Number 28787-36-2
ECHA Number 249-223-7
FDA UNII Search
Nikkaji Number J24.836C
xLogP3-AA 0.50 (est)
NMR Predictor External link
Synonyms
  • maltol acetate
  • maltol-acetate
  • maltolacetate
  • 2-methyl-4-oxo-4H-pyran-3-yl acetate
  • (2-methyl-4-oxopyran-3-yl) acetate
  • 4H- pyran-4-one, 3-(acetyloxy)-2-methyl-
  • (2-methyl-4-oxopyran-3-yl) acetate
  • 4H-Pyran-4-one, 3-(acetyloxy)-2-methyl-
  • 4H-Pyran-4-one, 3-hydroxy-2-methyl-, acetate
  • 3-(Acetyloxy)-2-methyl-4H-pyran-4-one
  • 3-Acetoxy-2-methyl-4(H)-pyran-4-one
  • 2-Methyl-4-oxo-4H-pyran-3-yl acetate

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 168.14855957031
Boiling Point 302 to 304°C @ 760 mm Hg
Vapor Pressure 0.001 mmHg @ 25 °C
Flash Point TCC Value 136.67 °C TCC
logP (o/w) 0.152 est
Solubility
alcohol Yes
water, slightly Yes
water, 1.334e+004 mg/L @ 25 °C (est) Yes
water No

Organoleptic Properties

Odor Type: Fruity
fruity, jammy, berry, tropical
General comment At 10.00 % in dipropylene glycol. fruity jammy berry tropical
Flavor Type: Berry
fruity, berry
General comment Fruity berry

Safety Information

Safety information

Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
Pictogram
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined

Safety in use information

Category:
flavor and fragrance agents
RIFM Fragrance Material Safety Assessment: Search
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice

Safety references

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :120048
National Institute of Allergy and Infectious Diseases:Data
(2-methyl-4-oxopyran-3-yl) acetate
Chemidplus:0028787362