53880-51-6

Basic information

• Product Name: E,E-8,10-DODECADIEN-1-YL ACETATE
• Synonyms: E,E-8,10-DODECADIEN-1-YL ACETATE;acetate,(e,e)-10-dodecadien-1-ol;trans-8;trans-8,trans-10-dodecadien-1-yl acetate;(8E,10E)-dodeca-8,10-dienyl acetate;TRANS-8, TRANS-10-DODECADIENYL ACETATE;(E,E)-8,10-Dodecadien-1-olacetate;(8E,10E)-8,10-Dodecadien-1-ol acetate
• CAS NO: 53880-51-6
• Molecular Formula: C₁₄H₂₄O₂
• Molecular Weight: 224.34
• EINECS: 258-834-8
• Product Categories: insect pheromone
• Mol File: 53880-51-6.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 309.6±21.0℃ (760 Torr)
• Flash Point: 105.8±20.4℃
• Appearance: /
• Density: 0.896±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 0.000635mmHg at 25°C
• Refractive Index: 1.461
• Storage Temp.: -20°C
• CAS DataBase Reference: E,E-8,10-DODECADIEN-1-YL ACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: E,E-8,10-DODECADIEN-1-YL ACETATE(53880-51-6)
• EPA Substance Registry System: E,E-8,10-DODECADIEN-1-YL ACETATE(53880-51-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• Hazardous Substances Data: 53880-51-6(Hazardous Substances Data)

Usage

General Description

E,E-8,10-Dodecadien-1-yl acetate, also known as dodecadienyl acetate, is a chemical compound commonly used in the production of fragrances and flavorings. It is a clear, colorless liquid with a sweet, floral aroma that is reminiscent of jasmine and lily of the valley. Due to its pleasant scent, it is often used in perfumes, soaps, and beauty products. Additionally, it is used as a flavoring agent in food products such as beverages, confectionery, and baked goods. Its ability to enhance and add complexity to fragrances and flavors makes it a valuable ingredient in the cosmetic and food industries.

InChI:InChI=1/C14H24O2/c1-3-4-5-6-7-8-9-10-11-12-13-16-14(2)15/h4-7H,3,8-13H2,1-2H3/b5-4-,7-6+

Upstream product

• 1119-19-3 but-2-ynal 
• 80625-79-2 Acetic acid 8-(triphenyl-λ⁵-phosphanylidene)-octyl ester 
• 33956-49-9 (8E,10E)-dodeca-8,10-dienol 
• 108-24-7 acetic anhydride 
• 80625-37-2 (E)-8-Dodecen-10-insaeure-methylester 
• 79837-92-6 10-(Tetrahydro-2-pyranyloxy)-2-decinal 
• 1754-88-7 ethylenetriphenylphosphorane 
• 117021-10-0 1-[(tetrahydro-2H-pyran-2-yl)oxy]-6-hexylmagnesium bromide 
• 50816-18-7 9-decen-1-yl acetate 
• 84143-33-9 11-hydroxy-8-dodecen-1-yl acetate 
• 40264-95-7 acetic acid 8-oxo-octyl ester 
• 107452-08-4 (E)-(but-2-enyl)methyldiphenylphosphonium iodide 
• 504-60-9 penta-1,3-diene 
• 13038-22-7 non-8-en-1-yl acetate 

Downstream Products

• 33956-49-9 (8E,10E)-dodeca-8,10-dienol 

Relevant articles and documents

SYNTHESIS OF PHEROMONES AND RELATED MATERIALS VIA OLEFIN METATHESIS

Methods for preparation of olefins, including 8- and 11-unsaturated monoenes and polyenes, via transition metathesis-based synthetic routes are described. Metathesis reactions in the methods are catalyzed by transition metal catalysts including tungsten-, molybdenum-, and ruthenium-based catalysts. The olefins include insect pheromones useful in a number of agricultural applications.

STADIES ON THE WITTIG REACTION (VIII). STEREOSELECTIVITY OF DIPHENYL ALLYLIC PHOSPHONIUM YLIDS IN WITTIG REACTION

Ylids generated from diphenyl allylic phosphonium salts reacted with aliphatic aldehydes containing a terminal oxygen functionized group in the absence of lithium salt to give E,E-conjugated dienes.The stereoselectivity depends mainly on the base used, the allylic part of phosphonium salts also shows some effect on stereochemistry.Eight conjugated dienic insect sex pheromones and related analogues with different E-selectivities were obtained.

Ethylaluminum Dichloride Catalyzed Ene Reactions of Aldehydes with Nonnucleophilic Alkenes

Ethylaluminum dichloride, which is a strong Lewis acid and a proton scavenger, catalyzes the ene reactions of aliphatic aldehydes with nonnucleophilic alkenes.Higher aldehydes give good yields of ene adducts with terminal alkenes.Formaldehyde gives good yields of adducts with electron-deficient alkenes.This reaction has been used for the synthesis of recifeiolide, ricinelaidic acid, and the insect pheromones (E,E)-8,10-dodecadienyl acetate and (E)-9,11-dodecadienyl acetate.