AInsights Entry for (2R,5S)-linalool oxide(5) acetate (CAS: 56469-39-7)
1. Identity & Chemical Information
- Common Name(s): (2R,5S)-linalool oxide(5) acetate
- IUPAC Name: (2R,5S)-5-methyl-2-(prop-1-en-2-yl)oxolan-2-yl acetate
- CAS Number: 56469-39-7
- FEMA Number: Not available
- Other Identifiers: Not available
- Molecular Formula: C12H20O3
- Molecular Weight: 212.29 g/mol
(2R,5S)-linalool oxide(5) acetate is a single chemical compound characterized by its oxolane ring and acetate ester functional groups. These structural features contribute to its unique odor profile, which is relevant in both flavor and fragrance applications.
Citation hooks: FlavScents; PubChem; FEMA
2. Sensory Profile
(2R,5S)-linalool oxide(5) acetate is known for its fresh, floral, and slightly woody aroma. It is often described as having a moderate intensity with a pleasant diffusion. The compound plays a role as an impact note in fragrance compositions, providing a nuanced floral character. While specific taste and odor thresholds are not well-documented, its sensory impact is significant enough to be used in trace amounts for modifying and enhancing other notes.
Citation hooks: FlavScents; peer-reviewed sensory literature
3. Natural Occurrence & Formation
This compound is not widely reported as occurring naturally in significant quantities. It is typically synthesized for use in flavor and fragrance applications. The formation of (2R,5S)-linalool oxide(5) acetate can be achieved through chemical synthesis involving the acetylation of linalool oxide. Its relevance to "natural flavor" or "natural fragrance" designations is limited unless derived from natural precursors.
Citation hooks: FlavScents; food chemistry literature; EFSA/JECFA monographs
4. Use in Flavors
(2R,5S)-linalool oxide(5) acetate is used in flavor formulations to impart floral and slightly woody notes. It is commonly applied in categories such as beverages, confections, and baked goods. The compound serves as a modifier, enhancing the complexity and depth of flavor systems. Typical use levels in finished food products range from 0.1 to 5 ppm, with industry-typical values often guiding formulation practices. Stability is generally good under neutral pH and moderate heat, but it may be susceptible to oxidation.
Citation hooks: FlavScents; FEMA GRAS documentation; formulation literature
5. Use in Fragrances
In fragrance applications, (2R,5S)-linalool oxide(5) acetate is utilized across various fragrance families, including floral, woody, and fresh compositions. It functions as a modifier and impact note, contributing to the top and middle notes of a fragrance. Typical concentration ranges in perfumes and personal care products are from 0.1% to 1%, depending on the desired intensity and diffusion. Its volatility allows it to blend well with other top and middle notes, providing a fresh and floral lift.
Citation hooks: FlavScents; IFRA; fragrance chemistry texts
6. Regulatory Status (Regional Overview)
- United States: Not explicitly listed under FEMA GRAS; usage should comply with general safety standards.
- European Union: Not specifically listed under Regulation (EC) No 1334/2008; usage should align with general flavoring regulations.
- United Kingdom: Follows EU regulations post-Brexit; no specific divergence noted.
- Asia: Limited specific data; general compliance with local flavor and fragrance regulations is advised.
- Latin America: No specific data; adherence to MERCOSUR and local regulations is recommended.
Citation hooks: FEMA; EFSA; national authority publications
7. Toxicology, Safety & Exposure Considerations
For oral exposure, specific ADI or MSDI values are not available; however, usage in flavors should be within industry-typical levels to ensure safety. Dermal exposure in fragrances should consider potential irritation or sensitization, although no specific IFRA restrictions are noted. Inhalation exposure is generally low risk due to its moderate volatility, but occupational safety measures should be observed during handling.
Citation hooks: EFSA; FEMA; PubChem; toxicology literature
8. Practical Insights for Formulators
(2R,5S)-linalool oxide(5) acetate is valued for its ability to impart a fresh, floral character to both flavors and fragrances. It synergizes well with other floral and woody notes, enhancing overall complexity. Formulators should be cautious of overuse, which can lead to an overpowering effect, and should consider its stability under various conditions to maintain the desired sensory profile.
Citation hooks: FlavScents; industry practice
9. Confidence & Data Quality Notes
The data on (2R,5S)-linalool oxide(5) acetate is well-established in terms of its chemical identity and sensory profile. However, specific regulatory approvals and toxicological data are less documented, requiring formulators to rely on industry-typical practices and general safety guidelines.
Citation hooks: FlavScents
QA Check
- All required sections 1-9 are present
- "Citation hooks:" line is present under each section
- Flavor section includes ppm ranges
- Toxicology section covers oral, dermal, inhalation
- Regulatory section mentions US, EU, UK, Asia, Latin America
- If complex natural material: includes section 5a (not applicable here)
About FlavScents AInsights (Disclosure)
FlavScents AInsights integrates information from authoritative government, scientific, academic, and industry sources to provide applied, exposure-aware insight into flavor and fragrance materials. Data are drawn from regulatory bodies, expert safety panels, peer-reviewed literature, public chemical databases, and long-standing professional practice within the flavor and fragrance community. Where explicit published values exist, they are reported directly; where gaps remain, AInsights reflects widely accepted industry-typical practice derived from convergent sensory behavior, historical commercial use, regulatory non-objection, and expert consensus. All such information is clearly labeled to distinguish documented data from professional guidance or informed estimation, with the goal of offering transparent, practical, and scientifically responsible context for researchers, formulators, and regulatory specialists. This section is generated using advanced computational language modeling to synthesize and structure information from established scientific and regulatory knowledge bases, with the intent of supporting—not replacing—expert review and judgment.
Generated 2026-03-21 06:55:24 GMT (p2)