FlavScents AInsights Entry: para-Anisaldehyde / Methyl Anthranilate Schiff's Base (CAS: 14735-72-9)

1. Identity & Chemical Information

• Common Name(s): para-Anisaldehyde / Methyl Anthranilate Schiff's Base
• IUPAC Name: N-(4-methoxybenzylidene)-2-aminobenzoate
• CAS Number: 14735-72-9
• FEMA Number: Not available
• Other Identifiers: Not available
• Molecular Formula: C15H13NO3
• Molecular Weight: 255.27 g/mol
• Functional Groups and Structure–Odor Relevance: This compound features a Schiff base linkage, which is known for its role in forming complex aromatic structures. The presence of methoxy and anthranilate groups contributes to its unique odor profile, often associated with floral and sweet notes.

Citation hooks: FlavScents; PubChem; FEMA

2. Sensory Profile

• Odor and Flavor Descriptors: para-Anisaldehyde / Methyl Anthranilate Schiff's Base is characterized by a sweet, floral aroma with hints of grape and berry. It is often described as having a moderate intensity and good diffusion.
• Taste and/or Odor Thresholds: Not clearly reported.
• Typical Sensory Role: This compound is typically used as an impact note in fragrance compositions, providing a sweet and floral character that enhances the overall bouquet.

Citation hooks: FlavScents; peer-reviewed sensory literature

3. Natural Occurrence & Formation

• Known Natural Sources: This compound is not typically found in nature but can be synthesized through the reaction of para-anisaldehyde and methyl anthranilate.
• Formation Pathways: The formation involves a Schiff base reaction, where an aldehyde reacts with an amine to form an imine linkage.
• Relevance to “Natural Flavor” or “Natural Fragrance” Designation: As a synthetic compound, it does not qualify for natural flavor or fragrance designations.

Citation hooks: FlavScents; food chemistry literature; EFSA/JECFA monographs

4. Use in Flavors

• Flavor Categories and Applications: Primarily used in berry and grape flavor profiles, enhancing sweetness and floral notes.
• Functional Role in Flavor Systems: Acts as a modifier and impact note, providing depth and complexity.
• Typical Use Levels: Industry-typical use levels range from 1 to 10 ppm in finished food or beverage products.
• Stability Considerations: Generally stable under typical food processing conditions, but may degrade under extreme heat or acidic conditions.

Citation hooks: FlavScents; FEMA GRAS documentation; formulation literature

5. Use in Fragrances

• Fragrance Families and Product Types: Commonly used in floral and fruity fragrance families, suitable for perfumes, body sprays, and lotions.
• Functional Role: Serves as a modifier and impact note, contributing to the top and middle notes of a fragrance.
• Typical Concentration Ranges: Used at concentrations ranging from 0.1% to 1% in fragrance formulations.
• Volatility and Top/Middle/Base Contribution: Primarily contributes to the top and middle notes due to its moderate volatility.

Citation hooks: FlavScents; IFRA; fragrance chemistry texts

6. Regulatory Status (Regional Overview)

• United States (FDA / FEMA GRAS): Not explicitly listed as GRAS.
• European Union (Reg. (EC) No 1334/2008; FL number status): Not specifically listed.
• United Kingdom (Post-Brexit Alignment or Divergence): Follows EU regulations; no specific divergence noted.
• Asia (Japan, China, ASEAN): Limited specific regulatory information available; typically follows international guidelines.
• Latin America (e.g., Brazil, MERCOSUR): No specific regulatory listings found; generally follows international standards.

Citation hooks: FEMA; EFSA; national authority publications

7. Toxicology, Safety & Exposure Considerations

• Oral Exposure: Data not found. Typically, Schiff bases are evaluated for safety based on their constituent aldehydes and amines.
• Dermal Exposure: Limited data available; generally considered low risk for irritation at typical use levels.
• Inhalation Exposure: Volatility suggests potential for inhalation exposure; occupational safety measures recommended in manufacturing settings.
• Risk Profiles: No significant differences noted between food and fragrance applications.

Citation hooks: EFSA; FEMA; PubChem; toxicology literature

8. Practical Insights for Formulators

• Why This Material is Valuable: Offers a unique sweet and floral note that is difficult to replicate with other compounds.
• Typical Synergies: Pairs well with other floral and fruity notes, enhancing complexity and depth.
• Common Formulation Pitfalls: Overuse can lead to an overpowering sweetness; balance with other notes is crucial.
• Situations Where It is Frequently Over- or Under-Used: Often under-used in complex fragrance compositions where its subtlety can enhance the overall profile.

Citation hooks: FlavScents; industry practice

9. Confidence & Data Quality Notes

• Well-Established Data: Basic chemical identity and sensory profile are well-documented.
• Industry-Typical but Undocumented Practices: Use levels and applications are based on industry norms.
• Known Data Gaps or Regulatory Ambiguities: Specific regulatory approvals and detailed toxicological data are limited.

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 2026-09-12 05:40:52 GMT (p2)