2442-10-6

Basic information

• Product Name: 1-Octen-3-yl acetate
• Synonyms: OCT-1-EN-3-YL ACETATE;OCTENYL ACETATE;1-Octen-3-ol,acetate;1-pentylallylacetate;amylvinylcarbinolacetate;Octen-3-yl acetate;AMYL VINYL CARBINYL ACETATE;FEMA 3582
• CAS NO: 2442-10-6
• Molecular Formula: C₁₀H₁₈O₂
• Molecular Weight: 170.25
• EINECS: 219-474-7
• Product Categories: ester Flavor
• Mol File: 2442-10-6.mol
• Article Data: 23

Chemical Properties

• Melting Point: -89.9°C (estimate)
• Boiling Point: 80 °C15 mm Hg(lit.)
• Flash Point: 165 °F
• Appearance: /
• Density: 0.878 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.213mmHg at 25°C
• Refractive Index: n20/D 1.425(lit.)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1-Octen-3-yl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Octen-3-yl acetate(2442-10-6)
• EPA Substance Registry System: 1-Octen-3-yl acetate(2442-10-6)

Safety Data

• Hazard Codes: Xn
• Statements: 22-43
• Safety Statements: 36
• WGK Germany: 3
• RTECS: RH3320000
• Hazardous Substances Data: 2442-10-6(Hazardous Substances Data)

Usage

Description

l-Octen-3-yl acetate has a characteristic odor reminiscent of lavender and lavandin. May be prepared by acetylation of amyl vinyl carbinol.

Chemical Properties

1-Octen-3-yl acetate has a characteristic odor reminiscent of lavender and lavandin and/or a metallic, mushroom-like odor.

Occurrence

Reported found in melon, cornmint oil, spearmint oil, Scotch spearmint oil and other Mentha oils, certain types of Thymus, other varieties of mushrooms and anise hyssop.

Preparation

By acetylation of amyl vinyl carbinol.

Taste threshold values

Taste characteristics at 10 ppm: green, earthy, waxy dairy-like, with unripe fruity nuances.

Safety Profile

Moderately toxic by ingestion.Slightly toxic by skin contact. When heated todecomposition it emits acrid smoke and irritating vapors.

InChI:InChI=1/C10H18O2/c1-4-6-7-8-10(5-2)12-9(3)11/h5,10H,2,4,6-8H2,1,3H3

Upstream product

• 68883-76-1 (E)-1-chlorooct-2-ene 
• 127-09-3 sodium acetate 
• 26806-12-2 (Z)-oct-2-en-1-yl acetate 
• 3913-80-2 (E)-2-octen-1-yl acetate 
• 4312-99-6 oct-1-en-3-one 
• 3391-86-4 1-octen-3-ol 
• 1363906-80-2 1-acetyl-2,3,4,6,7,8-hexahydropyrrolo[1,2-a]pyrimidinium tetraphenylborate 
• 66-25-1 hexanal 
• 75-36-5 acetyl chloride 
• 107-71-1 tert-butyl peroxyacetate 
• 111-66-0 oct-1-ene 
• 108-22-5 Isopropenyl acetate 
• 64-19-7 acetic acid 
• 111-67-1 2-octene 

Downstream Products

• 3391-86-4 (R)-1-octene-3-ol 
• 4312-99-6 oct-1-en-3-one 
• 3391-86-4 1-octen-3-ol 
• 22658-80-6 (R)-(+)-1-pentyl-2-propenyl acetate 
• 3913-80-2 (E)-2-octen-1-yl acetate 

Relevant articles and documents

Ozonolysis of acetic acid 1-vinyl-hexyl ester in a falling film microreactor

Ozonolysis of acetic acid 1-vinyl-hexyl ester was carried out in a falling film microreactor in a continuous fashion. The influence of reaction variables (e.g., olefin concentration, ozone initial partial pressure, gas velocity, temperature and liquid flow rate) on the product formation in the liquid phase was studied over a wide range of operating conditions. Based on the obtained results, a formal reaction scheme for the ozonolysis of acetic acid 1-vinylhexyl ester is suggested. The acetic acid 1-formyl-hexyl ester and the corresponding carbonyl oxide are the main products of the cleavage of the primary formed ozonide. The secondary ozonide acetic acid 1-[1,2,4]trioxolan-3-yl-hexyl ester is formed by consecutive reaction of the acetic acid 1-formyl-hexyl ester and the carbonyl oxide.

Proton-gradient-transfer acid complexes and their catalytic performance for the synthesis of geranyl acetate

Special proton-gradient-transfer acid complexes (PGTACs) in which the bonded protons are not equivalent and have gradients in transfer ability, acidity, and reactivity were reported. The acidity gradient of the protons gave the PGTACs excellent catalytic activity and selectivity in the esterification of terpenols. These PGTACs are “reaction-induced self-separation catalysts” and can be easily reused. The kinetics with PGTACs as catalyst in the esterification of geraniol were also studied for use in engineering design.

Palladium-catalyzed selective anti-markovnikov oxidation of allylic esters

An aldol alternative: The palladium(II)-catalyzed anti-Markovnikov oxidation of allylic esters to aldehydes at room temperature provides a viable alternative to valuable cross aldol products. High regioselectivity towards the aldehyde product was achieved using the ester protecting group for the allylic alcohol. Rapid isomerization and the much higher rate of oxidation of the branched isomer result in the same product forming from both linear and branched allylic esters. Copyright