59499-28-4

Basic information

• Product Name: (4Z)-4-Nonene-1-ol
• Synonyms: (4Z)-4-Nonene-1-ol;(Z)-4-Nonen-1-ol;(Z)-Non-4-en-1-ol
• CAS NO: 59499-28-4
• Molecular Formula: C₉H₁₈O
• Molecular Weight: 142.24
• Mol File: 59499-28-4.mol
• Article Data: 23

Chemical Properties

• Boiling Point: 217℃
• Flash Point: 84℃
• Appearance: /
• Density: 0.845
• CAS DataBase Reference: (4Z)-4-Nonene-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (4Z)-4-Nonene-1-ol(59499-28-4)
• EPA Substance Registry System: (4Z)-4-Nonene-1-ol(59499-28-4)

Safety Data

• Hazardous Substances Data: 59499-28-4(Hazardous Substances Data)

Usage

Description

(4Z)-4-Nonene-1-ol, with the molecular formula C9H18O, is a colorless liquid belonging to the class of organic compounds known as alkenols. These are alkenes that contain a hydroxyl group, characterized by a mild, floral odor. This chemical compound is a versatile building block in organic chemistry and can act as a precursor to other chemical compounds.

Uses

Used in Fragrance and Flavor Industry:
(4Z)-4-Nonene-1-ol is used as a key component in the production of fragrances and flavors due to its pleasant, mild, and floral odor. Its unique scent makes it a valuable addition to the creation of various scented products.
Used in Organic Synthesis:
(4Z)-4-Nonene-1-ol serves as a versatile building block in organic chemistry, used in the synthesis of other organic compounds. Its structural properties allow for the development of a wide range of chemical products.
Used in Industrial and Household Products:
This alkenol can be found in various industrial and household products, where it contributes to the overall composition and functionality of these items. Its presence in these products is a testament to its utility and applicability across different sectors.

Upstream product

• 2277-15-8 (4Z)-non-4-enal 
• 162754-71-4 1-(1-hexynyl)-1-methylsilacyclobutane 
• 162754-75-8 1-<(Z)-1-hexenyl>-1-methylsilacyclobutane 
• 4938-52-7 1-hepten-3-ol 
• 1002-36-4 hep-2-yn-1-ol 
• 18495-26-6 1-bromo-2-heptyne 
• 101689-17-2 ethyl 5-n-butyl-4-pentynoate 
• 108536-01-2 (Z)-8-(tetrahydro-2H-pyran-2-yloxy)oct-4-enyl 4-methylbenzensulfonate 
• 62422-46-2 (Z)-8-<(tetrahydropyran-2-yl)oxy>oct-4-enol 
• 56506-08-2 (Z)-oct-4-ene-1,8-diol 
• 1552-12-1 1,5-cis,cis-cyclooctadiene 
• 146176-63-8 (Z)-1-(tetrahydropyran-2-yloxy)-4-nonene 
• 7433-94-5 (1Z,5Z)-1-methylcycloocta-1,5-diene 
• 73022-46-5 8-oxo-4Z-nonenal 

Downstream Products

• 59499-29-5 (Z)-4-nonenyl bromide 
• 56683-54-6 (Z)-11-hexadecen-1-ol 
• 34010-21-4 (Z)-11-hexadecen-1-yl acetate 
• 14959-86-5 (Z)-7-dodecenyl acetate 
• 20056-92-2 (Z)-7-dodecenol 
• 71612-09-4 (Z)-1-(2-Tetrahydropyranyloxy)-9-tetradecene 
• 69820-27-5 (Z)-octadec-13-en-1-ol 
• 58594-45-9 (Z)-13-octadecenal 
• 60037-58-3 (Z)-13-octadecen-1-yl acetate 
• 51652-47-2 (Z)-dec-5-en-1-ol 
• 59512-89-9 <(Z)-4-Nonenyl>-triphenylphosphonium-bromid 
• 51607-94-4 trans-7,cis-11-hexadecadienyl-1-ol acetate 
• 52207-99-5 (7Z,11Z)-7,11-hexadecadien-1-yl acetate 
• 16725-53-4 (Z)-9-tetradecen-1-yl acetate 

Relevant articles and documents

Modified Ozonolytic Synthesis of 4Z-Nonen-1-ol, an Intermediate for the Synthesis of Sex Pheromones of Cotton Bollworm and Cabbage Moth, from the Cyclic Butadiene-Isoprene Codimer

An improved procedure for preparing 4Z-nonen-1-ol, a key intermediate in the synthesis of sex pheromones of cabbage moth and cotton bollworm, from the cyclic butadiene-isoprene dimer (1-methyl-1Z,5Z-cyclooctadiene) was developed. In this procedure, the peroxide product of regioselective partial ozonolysis (0.9 equiv of O3) of the codimer across the trisubstituted double bond is converted in one step to 9-hydroxy-5Z-nonen-2-one with NaBH(OAc)3, the reagent that does not affect the keto groups present in the structure or formed in the process.

Synergistic sex pheromone components of white-spotted tussock moth, Orgyia thyellina

In 1996, the exotic white-spotted tussock moth (WSTM), Orgyia thyellina (Lepidoptera: Lymantriidae), was discovered in Auckland, New Zealand. Because establishment of WSTM would threaten New Zealand's orchard industry and international trade, eradication of WSTM with microbial insecticide was initiated. To monitor and complement eradication of WSTM by capture of male moths in pheromone-baited traps, pheromone components of female WSTM needed to be identified. Coupled gas chromatographic-electroantennographic detection analysis of pheromone gland extract revealed several compounds that elicited responses from male moth antennae. Mass spectra of the two most EAD-active compounds suggested, and comparative GC-MS of authentic standards confirmed, that they were (Z)-6-heneicosen-11-one (Z6-11-one) and (Z)-6-heneicosen-9- one, the latter termed here 'thyellinone.' In field experiments in Japan, Z6- 11-one plus thyellinone at a 100:5 ratio attracted WSTM males, whereas either ketone alone failed to attract a single male moth. Addition of further candidate pheromone components did not enhance attractiveness of the binary blend. Through the 1997-1998 summer, 45,000 commercial trap lures baited with 2000 μg of Z6-11-one and 100 μg of thyellinone were deployed in Auckland towards eradication of the residual WSTM population.

Nucleophile-induced ring enlargement of 1-(1-iodoalkyl)silacyclobutane and 1-(1,2-epoxyalkyl)silacyclobutane into silacyclopentane. Application to the synthesis of 1,4-diol, 4-alken-1-ol, and 1,4,5-triol

Two methods for ring enlargement of silacyclobutane into silacyclopentane have been described. (1) Treatment of 1-(1-iodoalkyl)silacyclobutane with t-BuOK or AgOAc provided 2-alkyl-1-silacyclopentanes which were easily converted into 1,4-diols by oxidativ