3-Nonen-2-one CAS 18402-83-0 is a potent, unsaturated flavor and fragrance ketone essential for creating fresh, green, and cucumber-like notes. Its high potency and unique sensory profile make it invaluable for achieving naturalness in flavors and modernity in fragrances. Proper storage under inert, cold conditions is critical to maintaining its stability and odor quality. When used at the recommended low levels, it is a safe and effective ingredient compliant with major flavor and fragrance regulations.
Nome :
3-Nonen-2-oneNº CAS. :
18402-83-0MF :
C₉H₁₆OMW :
140.22Pureza :
97%Aparência :
Colorless to pale yellow liquid.Condição de armazenamento :
Store in airtight, sealed containers under an inert atmosphere (nitrogen), protected from light, and refrigerated (2-8°C).Chemical Properties
IUPAC Name: (E)-Non-3-en-2-one (major isomer); often referred to as 3-Nonen-2-one
CAS Registry Number: 18402-83-0
Molecular Formula: C₉H₁₆O
Molecular Weight: 140.22 g/mol
Chemical Structure: An unsaturated methyl ketone featuring a carbon-carbon double bond between carbons 3 and 4, and a ketone group at carbon 2. Typically exists as a mixture of Eand Zgeometric isomers, with the Eisomer being more common and organoleptically significant.
Appearance: Colorless to pale yellow liquid.
Key Feature: An α,β-unsaturated ketone (enone) with a medium-chain alkyl tail, combining the reactivity of an enone with the volatility and odor properties of a flavor/fragrance ketone.
Physical State: Liquid at room temperature.
Boiling Point: ~80-82 °C at 15 mmHg; ~200-202 °C at atmospheric pressure (estimated).
Density: ~0.84-0.86 g/mL at 20 °C.
Refractive Index: n²⁰/D ~1.440-1.445.
Solubility:
Soluble in alcohols, oils, and most organic solvents (ethanol, diethyl ether, acetone, fatty oils).
Very low solubility in water.
Odor: Characteristic fatty, green, cucumber-like, and melon rind odor with waxy undertones. The Eisomer is often described as more fresh and cucumber-like.
Reactivity & Stability:
α,β-Unsaturated Ketone: Can undergo Michael additions, Diels-Alder reactions, and reductions.
Light and Oxygen Sensitivity: May polymerize or degrade upon prolonged exposure to air and light. Recommended to store under inert gas.
Flammability: Combustible liquid.
Biological Activities
Natural Occurrence & Sensory Role: Found as a trace volatile component in cucumbers, melons, and some other fruits. Contributes to the characteristic fresh, green aroma of these foods.
Flavor & Fragrance Perception: Acts as a key aroma compound with a very low odor threshold, imparting fresh, fatty-green, and cucumber-like notes.
Potential Antimicrobial Activity: Some medium-chain enones exhibit mild antimicrobial properties, but specific data for this compound is limited.
Toxicity: Expected to have low to moderate acute toxicity based on similar ketones. May cause skin and eye irritation. Not classified as a major environmental hazard.
Biosynthesis
Natural Biosynthesis: In plants like cucumbers, it is believed to be formed through the lipoxygenase pathway followed by cleavage of fatty acid hydroperoxides (e.g., from linoleic or linolenic acid).
Industrial Synthesis: Produced via chemical synthesis. Common routes include:
1.Aldol Condensation: Between heptanal and acetone, followed by dehydration.
2.Oxidation of 3-Nonen-2-ol.
3.Specialized routes to control E/Zisomer ratio for specific odor profiles.
Applications
Key Advantages & Benefits
1.Unique, Dual-Impact Olfactory Profile: As an α,β-unsaturated ketone (enone), it delivers a complex blend of fresh cucumber/melon rind top notes with a deep, fatty-waxy body. This dual character allows it to impart both immediate freshness and lasting mouthfeel or scent depth from a single ingredient.
2.Exceptional Potency & Efficiency: It has an extremely low odor and flavor threshold. Effective concentrations are typically in the low parts-per-million (ppm) range, ensuring high cost-in-use and minimal interference with other delicate notes in a formulation.
3.Critical for Natural Authenticity: As a key character impact compound naturally found in cucumbers and melons, its use is essential for creating realistic, high-quality natural flavors. It provides an authenticity that generic "green" notes cannot replicate.
4.Versatile Performance Across Media: It exhibits good stability and performance in both oil-based and alcohol-based systems, making it suitable for a wide range of applications from beverage flavors to fine perfumery.
🎯 Specific Application Scenarios
For a Flavorist Creating a Plant-Based Product: Developing a realistic, fresh cucumber flavor for a yogurt alternative. Adding 3-Nonen-2-one at 2-5 ppm provides the crucial, recognizable green rind note that makes the flavor authentic and distinguishable from a bland "green vegetable" profile, directly impacting consumer preference.
For a Perfumer Crafting a Modern Fragrance: Building a refreshing aquatic or "dewy green" accord for a personal care product. Using a trace amount (~0.05%) of this ketone adds a naturalistic, watery cucumber nuance that lifts the entire composition, evoking cleanliness and freshness without a soapy or synthetic character.
For a Savory Flavor Application: Enhancing the "fresh cream" or "buttery" note in a savory flavor for snacks or sauces. Used at a sub-threshold level (0.5-2 ppm), it rounds out fatty profiles, adding a layer of natural dairy-like richness and complexity that enhances overall flavor fullness.
3-Nonen-2-one is a specialist's tool for authenticity, not just another green note. While trans-2-Hexenaldelivers a sharp, transient grassiness and generic esters offer simple fruitiness, this ketone provides the specific, nuanced, and enduring fresh-fatty character that defines premium cucumber and melon flavors. Its unique chemical structure translates directly into a unique sensory impact, making it irreplaceable for achieving naturalism in sophisticated flavor and fragrance work. For the creative formulator, it is the key to unlocking true-to-nature freshness and complexity.
FAQs
Q1: What is the primary use of 3-Nonen-2-one?
A: Its primary use is as a high-impact aroma chemical in flavors and fragrances. It is essential for replicating the fresh, green, cucumber-like notes found in nature and is used to add realistic top notes and complexity to formulas.
Q2: What is the typical odor description and use level?
A: It has a strong, fatty-green, cucumber/melon rind odor. In flavors, typical use levels are extremely low, often between 0.1 and 10 ppm. In fragrances, it is used in trace amounts (<0.1%) due to its potency.
Q3: What purity and isomeric ratio do you supply?
A: We supply:
F&F Grade: ≥95% purity (by GC), with a specified E/Zisomeric ratio (e.g., Eisomer ≥85%) to ensure consistent odor profile.
Technical Grade: ≥90% purity for synthetic applications.
All batches include a Certificate of Analysis (CoA) with GC data and organoleptic evaluation for F&F grade.
Q4: How should it be stored to maintain stability and odor quality?
A: Store in airtight, sealed containers under an inert atmosphere (nitrogen), protected from light, and refrigerated (2-8°C). This minimizes oxidation and polymerization, preserving its fresh odor profile. Shelf life is typically 12-18 months under these conditions.
Q5: Is it approved for use in food and cosmetics?
A: It is listed on the FEMA GRAS (FEMA No. 4672) and is approved by JECFA for use as a flavoring agent. For fragrances, it is compliant with IFRA guidelines. However, final compliance is the responsibility of the end-user according to local regulations (e.g., FDA, EU).
Q6: Is the natural isomer available?
A: The natural (E)-3-Nonen-2-one is found in nature but is costly to isolate. Our standard product is synthetically produced and optimized for odor. We can discuss sourcing or synthesizing a "nature-identical" material that meets regulatory criteria for "natural" labeling in certain jurisdictions, subject to feasibility.
Q7: Can you provide custom isomeric ratios or derivatives?
A: Yes. We offer:
Custom E/Zisomeric ratios tailored to your specific odor requirements.
Scale-up production from grams to kilograms.
Related derivatives like 3-Nonen-2-ol (the corresponding alcohol).
Q8: What are the handling and safety precautions?
A: It is a combustible liquid and may cause skin and eye irritation. Use with adequate ventilation and wear appropriate PPE (gloves, safety glasses). Avoid contact with strong oxidizers. Refer to the provided Safety Data Sheet (SDS) for complete details.
Q9: What is the lead time and minimum order quantity (MOQ)?
A:
Samples (5g, 25g): Available from stock or within 1-2 weeks.
Bulk Orders (100g+): Lead time of 3-4 weeks.
MOQ: 25g for F&F Grade, 100g for Technical Grade.
Q10: How does it perform in different media (oils, water, ethanol)?
A: It is soluble in oils and ethanol, making it suitable for both oil-based and alcoholic flavor/fragrance concentrates. In aqueous systems, it has very low solubility and requires appropriate solubilizers or emulsion technology for effective use.
Cloridrato de Procaína CAS 51-05-8 é o sal cloridrato de procaína solúvel em água. É a formulação específica usada na medicina clínica, comercializada sob a famosa marca Procaína.NovocaínaEmbora seu uso na prática clínica tenha diminuído, continua sendo um medicamento historicamente fundamental e ainda é empregado em contextos médicos e terapêuticos específicos.
Detalhes
1,2,4,5‑Tetrahydroxybenzene CAS 636-32-8 is a versatile, redox‑active polyphenol that serves as a valuable reducing agent, metal chelator, and synthetic building block. Its high reactivity demands careful handling, but its unique symmetry and multifunctionality make it indispensable for advanced chemical and biochemical research.
Detalhes
2-Bromo-4-iodobenzoic acid CAS 28547-29-7 is a premium, tri-functional aromatic building block designed for efficiency and strategic complexity in advanced organic synthesis. Its unique combination of two distinct halogen atoms and a carboxylic acid group enables sophisticated multi-step molecular construction from a single starting point.
Detalhes
2-Methyl-3-heptanone CAS 13019-20-0 is a branched-chain aliphatic ketone prized primarily for its unique sensory properties in the flavor and fragrance industry. It serves as a versatile ingredient for creating earthy, cheesy, and fruity nuances. As a chemical intermediate, it offers utility in organic synthesis. Its safe handling requires attention to its flammability and irritant potential, and regulatory compliance must be verified for its intended use.
Detalhes
3-Nonen-2-one CAS 18402-83-0 is a potent, unsaturated flavor and fragrance ketone essential for creating fresh, green, and cucumber-like notes. Its high potency and unique sensory profile make it invaluable for achieving naturalness in flavors and modernity in fragrances. Proper storage under inert, cold conditions is critical to maintaining its stability and odor quality. When used at the recommended low levels, it is a safe and effective ingredient compliant with major flavor and fragrance regulations.
Detalhes
1-(2-Chlorophenyl)acetone (CAS 6305-95-9) is a specialized chlorinated aromatic ketone serving as a valuable intermediate in regulated chemical synthesis. Its utility lies in the orthogonal reactivity of its ketone and aromatic chloro groups, enabling the construction of complex molecules for legitimate research in pharmaceuticals and agrochemicals. Due to its status as a regulated precursor, all transactions require strict legal compliance and documentation. When handled with appropriate safety and regulatory diligence, it is a powerful tool for advanced synthetic chemistry.
Detalhes
3,5-Dimethylanisole CAS 874-63-5 is a symmetrical, meta-substituted aromatic ether valued for its stable, sweet-floral odor in fragrances and its utility as a reactive intermediate in organic synthesis. Its combination of a strongly activating methoxy group and two activating methyl groups makes its aromatic ring highly receptive to electrophilic substitution. While safe to handle with standard precautions, users must verify its regulatory status for specific applications. It is a versatile and effective ingredient for both sensory and chemical applications.
Detalhes
4-Hydroxyindan-1-one CAS 40731-98-4 is a valuable bifunctional bicyclic building block that merges the reactivity of a phenolic hydroxyl with an aliphatic ketone. Its primary strength lies in its versatility as a key intermediate for pharmaceutical synthesis, enabling access to diverse heterocyclic and polycyclic structures with potential bioactivity. While stable when stored properly, its susceptibility to oxidation and light requires careful handling. For researchers in medicinal chemistry and organic synthesis, it offers a strategic entry point to novel chemical space.
Detalhes
CONTATE-NOS
1st Floor, No. 477, Huancheng West Road, Nanqiao Town, Fengxian District, Shanghai,China
sales@qxscientific.com
+86 -13701740203
IPv6 SUPORTADO POR REDE
|
Mapa do site
|
XML |
Blogue |
política de Privacidade
Deixe um recado
Scan to Wechat/Whatsapp :
Português
English
Español
Português
