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2-nonen-1-ol

2-Nonen-1-ol is an unsaturated fatty alcohol noted for its medium-strength fatty odor, utilized mainly in flavor and fragrance formulations.
Chemical Structure

General Material Description

2-Nonen-1-ol is an unsaturated fatty alcohol with the molecular formula C9H18O. It is known by several synonymous names such as non-2-en-1-ol and 2-nonenol. This compound typically appears as a colorless liquid featuring a fatty odor profile characterized by sweet, melon, cucumber, and vegetable nuances. It can be sourced naturally from roselle seed oil and is principally utilized in flavor and fragrance applications for its distinctive sensory characteristics. The chemistry and safety data related to 2-Nonen-1-ol are well documented in reliable chemical databases such as PubChem. Its olfactory properties and moderate volatility make it valuable for imparting green and fatty notes in complex flavor and fragrance formulations.

Occurrence, Applicability & Potential Uses

2-Nonen-1-ol occurs naturally in roselle seed oil, contributing to its characteristic aroma profile. The compound finds primary uses in the flavor and fragrance industry, serving as a medium-strength fatty odorant that adds green, cucumber, melon, and vegetable nuances. Its sensory profile justifies its inclusion in diverse flavor blends, especially those replicating fresh or tropical vegetable notes. The compound’s regulatory status aligns with guidelines from IFRA (Global), which oversee the safe incorporation of such materials in consumer products. Additionally, it is used as a fragrance agent due to its lasting substantivity, ensuring prolonged scent impressions in perfumes and related applications.

Physico-Chemical Properties Summary

2-Nonen-1-ol exhibits moderate physicochemical characteristics that influence its application in formulations. It is a colorless liquid with a boiling point range between 212 to 214°C at standard atmospheric pressure, indicating moderately low volatility. The compound’s estimated logP value of approximately 3.18 reflects moderate hydrophobicity, aiding its solubility in alcohols but limited solubility in water. Its vapor pressure at 25°C is notably low (0.037 mmHg), supporting its sustained volatilization in fragrance compositions. The flash point measured at 87°C (converted from 189°F) indicates safe handling under typical industrial or laboratory conditions. These properties together make 2-Nonen-1-ol suitable for stable incorporation in both flavor and fragrance products, delivering consistent odor impact over extended periods.

FAQ

What is 2-Nonen-1-ol and what are its key characteristics?
2-Nonen-1-ol is an unsaturated fatty alcohol with the formula C9H18O. It is recognized for its medium-strength fatty odor with sensory notes reminiscent of melon, cucumber, and vegetable. This compound is typically a colorless liquid and is commonly used as a flavor and fragrance agent. Its synonyms include non-2-en-1-ol and 2-nonenol. The molecule is naturally found in roselle seed oil. It plays a significant role in imparting fresh and green nuances in formulations.
How is 2-Nonen-1-ol applied and where does it naturally occur?
2-Nonen-1-ol occurs naturally in botanical sources such as roselle seed oil, where it contributes to the oil’s distinctive odor profile. In industry, it is applied mainly as a flavor and fragrance ingredient due to its fatty, green cucumber, and melon-like aroma. Its moderate volatility and substantivity allow it to provide enduring scent notes in perfumery and flavor blends. The compound’s solubility profile supports its use in alcohol-based formulations, enhancing the sensory complexity in food and cosmetic products.
What regulations govern the use of 2-Nonen-1-ol and where can safety data be found?
The use of 2-Nonen-1-ol in consumer products is overseen by standards such as the IFRA Code of Practice (Global), which ensures safe inclusion in fragrances. Safety assessments have indicated no significant hazard classifications under current OSHA (US) guidelines. Comprehensive safety and toxicology information can be accessed from reputable sources including RIFM, ECHA (EU), and the US EPA. Material Safety Data Sheets are available for detailed handling and hazard information. Additionally, databases like PubChem and the EPA Substance Registry provide further substance-specific data. Users are encouraged to consult these sources for formulation and compliance purposes.

US / EU / FDA / JECFA / FEMA / Scholar / Patents

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Literature & References

non-2-en-1-ol
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:22104-79-6
Pubchem (cid):61896
Pubchem (sid):135048594
Publications by PubMed
Toxicity and metabolism of exogenous α,β-unsaturated carbonyls in potato (Solanum tuberosum L.) tubers.
Volatile compounds of healthy and insect-damaged Hippophae rhamnoides sinensis in natural and planted forests.
The polyphenols resveratrol and S17834 prevent the structural and functional sequelae of diet-induced metabolic heart disease in mice.
Rat aldose reductase-like protein (AKR1B14) efficiently reduces the lipid peroxidation product 4-oxo-2-nonenal.
Properties and tissue distribution of a novel aldo-keto reductase encoding in a rat gene (Akr1b10).
JS-K, a nitric oxide prodrug, has enhanced cytotoxicity in colon cancer cells with knockdown of thioredoxin reductase 1.
Quantitation of mercapturic acid conjugates of 4-hydroxy-2-nonenal and 4-oxo-2-nonenal metabolites in a smoking cessation study.
A comparative study on the effect of homobrassinolide and gibberellic acid on lipid peroxidation and antioxidant status in normal and diabetic rats.
Overexpression of mitochondrial Hsp70/Hsp75 in rat brain protects mitochondria, reduces oxidative stress, and protects from focal ischemia.
Carbonic anhydrase III and four-and-a-half LIM protein 1 are preferentially oxidized with muscle unloading.
Detection of catalase as a major protein target of the lipid peroxidation product 4-HNE and the lack of its genetic association as a risk factor in SLE.
Bax, Bak and mitochondrial oxidants are involved in hypoxia-reoxygenation-induced apoptosis in human placenta.
Mercapturic acid conjugates of 4-hydroxy-2-nonenal and 4-oxo-2-nonenal metabolites are in vivo markers of oxidative stress.
Intermittent hyperthermia enhances skeletal muscle regrowth and attenuates oxidative damage following reloading.
Development of an attractant for the scarab pest Macrodactylus subspinosus (Coleoptera: Scarabaeidae).
Detection of 4-hydroxy-2-nonenol adducts following lipid peroxidation from ozone exposure.

General Material Information

Preferred name 2-nonen-1-ol
Trivial Name 2-Nonen-1-ol
Short Description 2-nonenol
Formula C9 H18 O
CAS Number 22104-79-6
ECHA Number 244-783-9
FDA UNII Search
xLogP3-AA 3.00 (est)
NMR Predictor External link
Synonyms
  • non-2-en-1-ol
  • 2-nonenol
  • 2-Nonenol

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 142.24165344238
Boiling Point 212 to 214°C @ 760 mm Hg
Vapor Pressure 0.037 mmHg @ 25 °C
Flash Point TCC Value 87.3 °C TCC
logP (o/w) 3.184 est
Solubility
alcohol Yes
water, 619.3 mg/L @ 25 °C (est) Yes
water No

Organoleptic Properties

Odor Type: Fatty
sweet, fatty, melon, cucumber, vegetable
Odor strength medium , recommend smelling in a 10.00 % solution or less
Substantivity > 48 hour(s) at 100.00 %
General comment At 10.00 % in dipropylene glycol. sweet fatty, melon cucumber vegetable
Flavor Type: Fatty
fatty, green, cucumber, melon, vegetable
General comment Fatty green cucumber melon vegetable
Used in vegetable, melon, cucumber and tropical flavors. Fatty

Occurrences

Safety Information

Safety information

Preferred SDS: View
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:
flavor and fragrance agents
RIFM Fragrance Material Safety Assessment: Search
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice

Safety references

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):22104-79-6
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :61896
National Institute of Allergy and Infectious Diseases:Data
non-2-en-1-ol
Chemidplus:0022104796