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rose pyran

Rose pyran is a medium-intensity floral fragrance compound with fresh rosy, green, and herbal notes used primarily in perfuming applications.
Chemical Structure

General Material Description

Rose pyran, also known by several synonyms including doremol and doremox (Firmenich), is a chemical compound with the molecular formula C12H16O. It belongs to the class of tetrahydro-2H-pyrans, characterized by a saturated six-membered ring containing one oxygen atom. This compound exhibits a medium-strength floral odor with fresh rose, green, herbal, and phenolic notes, contributing complexity and refinement to fragrance blends. It is a notable ingredient for imparting diffusive rosy effects in perfumery. The compound is documented under standardized chemical databases such as PubChem and is typically synthesized or isolated for use as a fragrance agent. Its physical appearance corresponds to a clear, colorless liquid with specific organoleptic and physicochemical properties.

Occurrence, Applicability & Potential Uses

Rose pyran is primarily utilized as a fragrance agent in the cosmetic and personal care industries. It complements various floral blends and is known to combine well with herbal, aromatic, citrus, and fruity notes, enhancing the complexity of scents. The compound is applied widely in perfuming agents including fine fragrances, shampoos, and shower gels. According to IFRA (Global) standards, usage recommendations permit rose pyran concentrations up to 5% in fragrance concentrates. This regulation supports safe incorporation while maintaining desired olfactory characteristics. The compound’s natural biological occurrence is limited, and its application relies on synthetic or semi-synthetic production routes tailored for commercial fragrance formulations.

Physico-Chemical Properties Summary

Rose pyran has an estimated molecular weight of 176.26 and a moderate lipophilicity indicated by a logP value near 3.3, which facilitates its solubility in organic solvents like alcohol. Its specific gravity at 25 °C ranges approximately from 0.98 to 0.99, consistent with a dense liquid. The compound boils between 265 and 266 °C at standard atmospheric pressure (760 mm Hg), evidencing a relatively high boiling point for volatility control in formulations. Vapor pressure measures 0.015 mmHg at 25 °C, indicating low volatility but sufficient diffusion for fragrance release. Rose pyran is soluble in alcohol and marginally soluble in water with an estimated solubility around 61 mg/L at 25 °C. Its flash point is around 93 °C (200 °F), a consideration for handling and safety. Stability data suggest compatibility across multiple product types, including detergents, softeners, and fine fragrances, with usage levels adjusted to maintain odor integrity.

FAQ

What is rose pyran and how is it used in fragrance formulations?
Rose pyran, known chemically as tetrahydro-4-methyl-2-phenyl-2H-pyran, is a fragrance ingredient characterized by a medium-strength floral odor with fresh rose and herbal notes. It is used predominantly as a perfuming agent in various cosmetic products to impart complex, diffusive floral effects. Formulators commonly employ it around 1% concentration to enhance rose-type scents and to blend harmoniously with citrus, fruity, and green notes.
Where does rose pyran occur naturally and what are its main application areas?
Rose pyran does not have significant natural occurrence and is primarily obtained through synthetic routes designed for fragrance production. Its main applications include use as a fragrance ingredient in fine fragrances, shampoos, soaps, detergents, and fabric softeners. The compound's olfactory profile allows it to combine effectively with other floral and herbal notes, enhancing the sensory experience of consumer products.
What regulations apply to rose pyran and what safety information is available?
Rose pyran is regulated under fragrance industry standards such as IFRA (Global), which recommends usage levels not exceeding 5% in fragrance concentrates. Safety assessments report no classified hazards under GHS or OSHA standards, and precautionary statements are generally not required. Toxicity data remain limited, but it is not approved for flavor use. Fragrance formulators should consult RIFM and IFRA guidelines to ensure compliance and safe utilization.

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Other Information

General Material Information

Preferred name rose pyran
Trivial Name Tetrahydro-4-methyl-2-phenyl-2H-pyran
Short Description doremox (Firmenich)
Formula C12 H16 O
CAS Number 94201-73-7
ECHA Number 303-662-1
FDA UNII Search
Beilstein Number 4800843
xLogP3-AA 2.90 (est)
NMR Predictor External link
Synonyms
  • doremol
  • doremox (Firmenich)
  • 4-methyl-2-phenyloxane
  • 4-methyl-2-phenyltetrahydro-2H-pyran
  • 2H- pyran, tetrahydro-4-methyl-2-phenyl-
  • tetrahydro-4-methyl-2-phenyl-2H-pyran
  • tetrahydromethyl phenyl pyran
  • 4-methyl-2-phenyloxane
  • 2H-Pyran, tetrahydro-4-methyl-2-phenyl-
  • Doremox
  • 4-Methyl-2-phenyltetrahydro-2H-pyran

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 176.25871276855
Specific gravity @ 25 °C
Pounds per Gallon 8.155 to 8.238
Boiling Point 265 to 266°C @ 760 mm Hg
Acid Value 1 max KOH/g
Vapor Pressure 0.015 mmHg @ 25 °C
Flash Point TCC Value 93.33 °C TCC
logP (o/w) 3.297 est
Solubility
alcohol Yes
water, 61.27 mg/L @ 25 °C (est) Yes
Stability
APC: traces - 0.5% Unspecified
candle: traces - 0.5% Unspecified
detergent: 0.5 - 5% Unspecified
fine fragrances: - Unspecified
shampoo: - Unspecified
shower gel: - Unspecified
soap: traces - 1% Unspecified
softener: 0.5 - 5% Unspecified

Organoleptic Properties

Odor Type: Floral
rose, fresh, green, herbal, phenolic, bitter, parsley
Odor strength medium , recommend smelling in a 10.00 % solution or less
Substantivity 48 hour(s) at 100.00 %
Luebke, William tgsc, (1996) At 10.00 % in dipropylene glycol. rose fresh green herbal phenolic bitter parsley
An ingredient that combines with many floral perfumes as well as with herbal, aromatic, citrus and fruity notes. It gives fresh diffusive effects when used at levels around 1%. A powerful and performant rosy note that is more complex than rose oxide and more refined than diphenyl oxide

Potential Uses

Applications
Odor purposes Citrus , Fruit , Green , Herbal , Lily , Rose
Cosmetic purposes Perfuming agents

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:
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 rose pyran usage levels up to:
5.0000 % in the fragrance concentrate.
Recommendation for rose pyran flavor usage levels up to:
not for flavor use.

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 :3024003
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
4-methyl-2-phenyloxane
Chemidplus:0094201737