64275-73-6

Basic information

• Product Name: CIS-5-OCTEN-1-OL
• Synonyms: CIS-5-OCTEN-1-OL;FEMA 3722;(Z)-oct-5-en-1-ol;cis-5-Octenol;CIS-5-OCTEN-1-OL 98+%;cis-5-Octen-1-ol,94%;5-Octen-1-ol, (5Z)-;5-OCTENOL-1
• CAS NO: 64275-73-6
• Molecular Formula: C₈H₁₆O
• Molecular Weight: 128.21
• EINECS: 264-764-9
• Product Categories: Alphabetical Listings;Flavors and Fragrances;O-P
• Mol File: 64275-73-6.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 95 °C25 mm Hg(lit.)
• Flash Point: 191 °F
• Appearance: /
• Density: 0.849 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.138mmHg at 25°C
• Refractive Index: n20/D 1.448(lit.)
• PKA: 15.17±0.10(Predicted)
• BRN: 1840670
• CAS DataBase Reference: CIS-5-OCTEN-1-OL(CAS DataBase Reference)
• NIST Chemistry Reference: CIS-5-OCTEN-1-OL(64275-73-6)
• EPA Substance Registry System: CIS-5-OCTEN-1-OL(64275-73-6)

Safety Data

• Hazard Codes: Xi
• Statements: 38-41
• Safety Statements: 26-39
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 64275-73-6(Hazardous Substances Data)

Usage

Description

CIS-5-OCTEN-1-OL, also known as cis-5-octen-1-ol, is a volatile aroma compound that has been identified in various fruits such as passion fruit, fresh apple, and banana. It is characterized by its green, fatty odor and has a taste threshold value that contributes to the green, melon, fruity, and mushroom taste characteristics at 20 ppm. Interestingly, CIS-5-OCTEN-1-OL may also serve as a potent attractant to fruit flies.

Uses

Used in Flavor and Fragrance Industry:
CIS-5-OCTEN-1-OL is used as a flavoring agent for its green, melon, fruity, and mushroom taste characteristics at 20 ppm. It is particularly useful in the creation of artificial fruit flavors, enhancing the natural taste of products and providing a more authentic and enjoyable experience for consumers.
Used in Pest Control:
CIS-5-OCTEN-1-OL is used as a potent attractant in the pest control industry, specifically targeting fruit flies. By leveraging its attractant properties, it can be employed in the development of traps and lures to manage and control fruit fly populations, thereby protecting crops and reducing the impact of these pests on agriculture.
Used in Perfumery:
CIS-5-OCTEN-1-OL is used as a fragrance ingredient in the perfumery industry due to its green, fatty odor. It can be incorporated into various scent compositions to add depth and complexity, creating unique and appealing fragrances for a wide range of products, including perfumes, colognes, and body care items.
Used in Research and Development:
CIS-5-OCTEN-1-OL is utilized in the research and development of new products and applications within the food, flavor, fragrance, and pest control industries. Its unique properties and potential uses make it a valuable compound for scientists and researchers to explore and innovate, leading to the development of new and improved products and solutions.

Synthesis Reference(s)

Tetrahedron Letters, 25, p. 1555, 1984 DOI: 10.1016/S0040-4039(01)90008-5

InChI:InChI=1/C8H16O/c1-2-3-4-5-6-7-8-9/h3-4,9H,2,5-8H2,1H3/b4-3-

Upstream product

• 66800-21-3 2-oct-5c-enyloxy-tetrahydro-pyran 
• 75-21-8 oxirane 
• 21676-01-7 (Z)-3-hexenyl chloride 
• 43125-21-9 (Z)-hex-3-en-1-ylmagnesium bromide 
• 694-54-2 tetrahydro-2H-2-pyranol 
• 6228-47-3 n-propyltriphenylphosphonium bromide 
• 41654-15-3 methyl (Z)-oct-5-enoate 
• 40564-10-1 2-propylidene-cyclopentanone 
• 41547-22-2 (Z)-oct-5-enal 
• 928-96-1 (Z)-3-Hexen-1-ol 
• 542-28-9 3,4,5,6-tetrahydro-2H-pyran-2-one 

Downstream Products

• 1421436-62-5 4-methyl-N-((5Z)-oct-5-en-1-yl)benzenesulfonamide 
• 1092462-35-5 2-((E)-propenyl)-1-(toluene-4-sulfonyl)-piperidine 
• 34010-15-6 cis-11-tetradecen-1-ol 
• 20711-10-8 (Z)-11-tetradecenyl acetate 
• 28665-60-3 (E)-1-phenyl-1-octene 
• 42036-72-6 (Z)-oct-1-enylbenzene 
• 1431631-37-6 C₁₆H₂₂O₃ 
• 1431631-75-2 C₁₆H₂₄O₃ 

Relevant articles and documents

Preparation of stereochemically pure E- and Z-alkenoic acids and their methyl esters from bicyclo[n.1.0]alkan-1-ols. Application in the synthesis of insect pheromones

Oxidative cleavage of exo- and endo-alkyl- and hydroxyalkyl-substituted bicyclo[n.1.0]alkan-1-ols with (diacetoxy-λ3-iodanyl)benzene gave the corresponding methyl alkenoates exclusively with E or Z configuration of the double bond. This reaction was used as the key stage in the syntheses of stereoisomerically pure components of pest insect pheromones: (E)-dodec-9-en-1-yl acetate (European pine shoot moth Rhyacionia buoliana), (Z)-tetradec-11-en-1-yl acetate (European oak leafroller Tortrix viridana), and (3E,8Z,11Z)-tetradeca-3,8,11-trien-1-yl acetate (tomato leafminer Tuta absoluta).

Unexpected role of anionic ligands in the ruthenium-catalyzed base-free selective hydrogenation of aldehydes

Bigger and better: The replacement of anionic chloride ligands in Noyori-type [(diamine)(diphosphine)RuCl2] catalysts with bulky carboxylate ligands enabled the efficient selective hydrogenation of a variety of aldehydes under base-free conditions (see scheme). Turnover numbers of up to 100 000 were reached in the presence of a bulky carboxylic acid co-catalyst. This type of catalytic system probably operates through an inner-sphere mechanism. Copyright

The tandem cope-type hydroamination/[2,3]-rearrangement sequence: A strategy to favor the formation of intermolecular hydroamination products and enable difficult cyclizations

-