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gardenia acetal

Gardenia acetal is a floral fragrance compound with fresh citrus and gardenia notes, widely used as a perfuming agent in fragrance compositions.
Chemical Structure

General Material Description

Gardenia acetal is a synthetic fragrance compound with the molecular formula C13H18O2, classified chemically as 2,4,6-trimethyl-4-phenyl-1,3-dioxane. It appears as a colorless to pale liquid with a medium-strength floral odor characterized by fresh, citrus, and gardenia-like notes. Also known by various synonyms including Floropal, Floracetal, and Vertacetal, this compound is widely used in perfumery as a key green-floral ingredient. The linked PubChem resource provides further chemical and structural information. Gardenia acetal is typically synthesized for fragrance applications rather than extracted from natural sources, enabling consistent quality and olfactory effects in formulated products.

Occurrence, Applicability & Potential Uses

Gardenia acetal does not occur naturally but is a synthetic molecule designed for use as a fragrance agent in cosmetic and perfumery products. It contributes distinct citrus-clean, fresh green-floral notes that evoke gardenia petals and complementary hints of grapefruit and chrysanthemum. This compound finds application in various product forms including body lotions, shampoos, soaps, powders, and cleaning agents where its odor remains stable and vibrant. The fragrance industry utilizes gardenia acetal to impart freshness and complexity to floral and citrus accords. Usage guidance aligns with IFRA (Global) standards, permitting concentrations up to 6% in fragrance concentrates while recommending against flavor use.

Physico-Chemical Properties Summary

Gardenia acetal has a moderate boiling point range of 278 to 279°C at standard atmospheric pressure, reflecting its stability under typical formulation conditions. Its vapor pressure of 0.007 mmHg at 25°C indicates low volatility, facilitating long-lasting scent substantivity, which has been measured at approximately 68 hours at full strength. The compound exhibits intermediate lipophilicity with an estimated logP of 2.9, aiding solubility in alcohols and partial solubility in water, although generally considered poorly water-soluble. Its flash point is relatively high at 237°F (approximately 114°C), supporting safe handling in manufacturing. These properties contribute to its favorable performance as a robust and stable fragrance ingredient compatible with diverse cosmetic matrices.

FAQ

What is gardenia acetal and how is it used in fragrances?
Gardenia acetal, also known as Floropal or 2,4,6-trimethyl-4-phenyl-1,3-dioxane, is a synthetic fragrance compound notable for its medium-strength floral odor with fresh citrus and gardenia characteristics. It is used primarily as a perfuming agent to impart green-floral, citrus-clean notes in perfume compositions and personal care products. The compound enhances floral and citrus accords, offering depth and radiance typical of grapefruit and gardenia scents.
How stable is gardenia acetal and in which product types is it most effective?
Gardenia acetal demonstrates good to excellent stability across various cosmetic and cleaning formulations. It is stable in body lotions, shampoos, soaps, powder products, and cleaning agents such as citric and all-purpose cleaners. The compound’s low volatility and substantial substantivity support prolonged fragrance effects in these applications. It harmonizes well in compositions requiring a fresh, green, and natural floral odor profile.
What safety and regulatory considerations apply to gardenia acetal in fragrance use?
According to European classifications, gardenia acetal is labeled as an irritant (Xi) with the risk phrase R38 indicating it may cause skin irritation. Users are advised to avoid skin contact and wear suitable gloves when handling the pure substance. Regulatory guidance from IFRA (Global) permits gardenia acetal use up to 6% concentration in fragrance concentrates, while it is not approved for flavor use. Toxicological data report a high oral LD50 in rats (>2000 mg/kg), indicating relatively low acute toxicity. Compliance with relevant safety standards is recommended for formulation and application.

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):HMDB36025
FooDB:FDB014843
Export Tariff Code:2932.99.80900
ChemSpider:View

General Material Information

Preferred name gardenia acetal
Trivial Name Floropal
Short Description floropal (Symrise)
Formula C13 H18 O2
CAS Number 5182-36-5
ECHA Number 225-963-6
FDA UNII Search
Nikkaji Number J58.033C
xLogP3-AA 2.70 (est)
NMR Predictor External link
Synonyms
  • 1,3-dioxane, 2,4,6-trimethyl-4-phenyl-
  • floracetal (Tadimety)
  • floropal (Symrise)
  • lorexan (Takasago)
  • 2,4,6-trimethyl-4-phenyl-[1,3]dioxane
  • 2,4,6-trimethyl-4-phenyl-1,3-dioxane
  • 2,4,6-trimethyl-4-phenyl-m-dioxane
  • 2,4,6-trimethyl-4-phenyl-meta-dioxane
  • vertacetaal
  • vertacetal (Symrise)
  • vertacetal coeur (Symrise)
  • 2,4,6-trimethyl-4-phenyl-1,3-dioxane
  • 1,3-Dioxane, 2,4,6-trimethyl-4-phenyl-
  • m-Dioxane, 2,4,6-trimethyl-4-phenyl-
  • Vertacetal
  • Floropal

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 206.28486633301
Boiling Point 278 to 279°C @ 760 mm Hg
Vapor Pressure 0.007 mmHg @ 25 °C
Flash Point TCC Value 113.89 °C TCC
logP (o/w) 2.92 est
Solubility
alcohol Yes
water, 90.26 mg/L @ 25 °C (est) Yes
water No

Organoleptic Properties

Odor Type: Floral
fresh, citrus, gardenia, green, natural
Odor strength medium
Substantivity 68 hour(s) at 100.00 %
Luebke, William tgsc, (1986) At 100.00 %. fresh citrus gardenia green natural
Stable in: body lotion (good), shampoo (very good), soap (very good), ap roll-on (very good), powder (very good), cleaner citric (good), cleaner apc (very good), bleach (very good). Fresh, green-floral, reminiscent of rhubarb, grapefruit, chrysanthemum, with nuances of cypress and gardenia
Stable in: body lotion (very good), shampoo (excellent), soap (good), ap roll-on (good), powder (very good), cleaner citric (good), cleaner apc (very good), bleach (very good). Fresh, radiant grapefruit note
Used in many perfume compositions especially in citrus and floral accords. Gives a citrus clean natural note. Fresh, citrus, gardenia, green, natural
General comment Fresh, Green-Floral reminiscent of rhubarb, Grapefruit, Chrysanthemum

Potential Uses

Applications
Odor purposes Citrus , Fresh and clean , Gardenia , Green , Lily , Linden flower
Cosmetic purposes Perfuming agents

Safety Information

Safety information

European information :
Most important hazard(s):
Xi - Irritant
R 38 - Irritating to skin.
S 02 - Keep out of the reach of children.
S 24 - Avoid contact with skin.
S 37 - Wear suitable gloves.
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.
Human Experience:
100%: mild skin irritation.
Oral/Parenteral Toxicity:
oral-rat LD50 > 2000 mg/kg

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined

Safety in use information

Category:
fragrance agents
RIFM Fragrance Material Safety Assessment: Search
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
Recommendation for gardenia acetal usage levels up to:
6.0000 % in the fragrance concentrate.
Recommendation for gardenia acetal flavor usage levels up to:
not for flavor use.

Safety references

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):5182-36-5
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :107381
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
2,4,6-trimethyl-4-phenyl-1,3-dioxane
Chemidplus:0005182365