31502-19-9

Basic information

• Product Name: (E)-non-6-en-1-ol
• Synonyms: (E)-non-6-en-1-ol;(E)-6-Nonen-1-ol
• CAS NO: 31502-19-9
• Molecular Formula: C₉H₁₈O
• Molecular Weight: 142.23862
• EINECS: 250-663-7
• Mol File: 31502-19-9.mol
• Article Data: 33

Chemical Properties

• Boiling Point: 201°Cat760mmHg
• Flash Point: 74.2°C
• Appearance: /
• Density: 0.845g/cm³
• Vapor Pressure: 0.0777mmHg at 25°C
• Refractive Index: 1.451
• PKA: 15.18±0.10(Predicted)
• CAS DataBase Reference: (E)-non-6-en-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-non-6-en-1-ol(31502-19-9)
• EPA Substance Registry System: (E)-non-6-en-1-ol(31502-19-9)

Safety Data

• Hazardous Substances Data: 31502-19-9(Hazardous Substances Data)

Usage

General Description

(E)-non-6-en-1-ol, also known as nonenal, is an unsaturated aliphatic alcohol used primarily in the fragrance and flavor industries. It is a colorless to pale yellow liquid with a floral, green, and waxy odor. Nonenal is found naturally in various fruits and has been identified as an odor constituent of human skin lipid peroxidation. In addition to its use in perfumery, nonenal is also used as a flavoring agent in food products. It is commonly used in the formulation of floral and herbal fragrances, as well as in the creation of green and cucumber-like flavors. Nonenal is known to have a long-lasting scent and is often used in products to impart a fresh, floral aroma. Furthermore, nonenal is also used in various industrial applications, such as in the synthesis of other chemicals. Overall, nonenal is a versatile compound with a range of applications in the fragrance and flavor industries.

InChI:InChI=1/C9H18O/c1-2-3-4-5-6-7-8-9-10/h3-4,10H,2,5-9H2,1H3/b4-3+

Upstream product

• 502-44-3 hexahydro-2H-oxepin-2-one 
• 16666-78-7 propylidenetriphenylphosphorane 
• 289-53-2 borinane dimer 
• 66794-29-4 1-Iodo-1-butyne 
• 72737-52-1 2-<(1-penten-3-yl)oxy>benzothiazole 
• 82679-47-8 C₄H₈BrMgO^(1-)*Cl^(1-)*Mg⁽²⁺⁾ 
• 55305-36-7 2-((E)-non-6-enyloxy)-tetrahydro-2H-pyran 
• 40709-04-4 methyl (6E)-6-nonenoate 
• 30412-53-4 (E)-6-Nonen-1-yl acetate 
• 60024-69-3 trans nona-1,3-diene 
• 119265-30-4 1,8-diacetoxy-2Z-octene 
• 74-88-4 methyl iodide 
• 13129-60-7 2-[(5-chloropentyl)oxy]tetrahydropyran 
• 37011-86-2 tetrahydro-2-(6-heptynyloxy)-2H-pyran 

Downstream Products

• 20711-10-8 (Z)-11-tetradecenyl acetate 
• 33189-72-9 (E)-tetradec-11-en-1-yl acetate 
• 2277-19-2 cis-6-nonenal 
• 76238-22-7 cis-non-6-en-1-yl acetate 
• 3937-56-2 1,9-Nonanediol 
• 4469-84-5 1,7-nonanediol 
• 61448-29-1 1,8-dihydroxynonane 
• 143-08-8 nonyl alcohol 
• 36508-31-3 (Z)-oxacycloheptadec-11-en-2-one 
• 36508-31-3 (E)-oxacycloheptadec-11-en-2-one 
• 35148-19-7 (E)-9-dodecenyl acetate 
• 35153-18-5 (E)-11-tetradecen-1-ol 
• 41653-99-0 (Z)-non-6-enoic acid 
• 42036-73-7 1-((E)-non-1-enyl)benzene 

Relevant articles and documents

A concise synthesis of sex pheromone of mediterranean fruit fly, ceratitis capitata via lithiated carbanion derived from enephosphoramide

A novel and versatile synthetic approach to the preparation of (E)-non-6-en-1-ol, a sex pheromone of the Mediterranean fruit fly, Ceratitis capitata, is presented. This pheromone can be viewed as potential active component for lures designed to control and eradication of Mediterranean fruit fly. The described protocol is a six-step reaction sequence producing the desired compound with 28% overall yield from commercially available and inexpensive starting material and total E stereoselectivity of the double bond present in final structure. The key to the success ofthe presented strategy is application oflithiated α-allylphosphoramido carbanions and their reaction with halogenated acetals.

Pheromones via Organoboranes. 2. Vinylic Organoboranes. 8. Applications of the General Stereoselective Synthesis of (E)-Disubstituted Alkenes via Thexylchloroborane-Dimethyl Sulfide to the Synthesis of Pheromones Containing an (E)-Alkene Moiety

Various (E)-pheromones of the general structure (E)-X-alken-1-yl acetates, (E)-X-alken-1-ols, and (E)-X-alken-1-als have been prepared via thexylchloroborane-dimethyl sulfide (ThxBHCl*SMe2).Hydroboration of acetate-functionalized alkenes with ThxBHCl*SMe2 gives cleanly the corresponding thexylalkylchloroboranes (ThxBRCl, B).Hydridation of B with potassium triisopropoxyhydride (KIPBH) at -78 deg C gives cleanly the corresponding thexylalkylboranes (ThxBRH, C).These are quenched immediately with 1-halo-1-alkynes to give B-(cis-1-halo-1-alkenyl)thexylalkylboranes (D).Treatment of D with sodium methoxide results in the displacement of bromine by the alkyl group on boron to produce B-(trans-1-alkyl-1-alkenyl)thexylborinates (E).Protonolysis of E with acetic acid provides (E)-X-alken-1-yl acetates in high yields and in >99percent isomeric purities.Treatment of (E)-X-alken-1-yl acetates with base affords the corresponding (E)-X-alken-1-ols.Oxidation of (E)-X-alken-1-ols with dimethyl sulfoxide activated by oxalyl chloride or the complex of dimethyl sulfide and chlorine produces (E)-X-alken-1-als quantitatively.By properly choosing the starting functionalized alkenes and 1-halo-1-alkynes, various (E)-pheromones can be prepared easily.The present procedure appears to be general.There does not appear to be any limitation on the length of the carbon chain or the position of the double bond in the target molecules.

Serine carbonates

Serine carbonates of formula I are precursors for organoleptic compounds, masking agents and antimicrobial agents. Further they are alternative substrates for malodor producing enzymes. The symbols in formula I are defined in claim 1.

Beta-ketoester compounds

The beta-ketoesters of formula I are useful as precursors for organoleptic compounds, especially for flavors, fragrances and masking agents and antimicrobial compounds.