19487-61-7

Basic information

• Product Name: 2-decenyl acetate
• Synonyms: 2-Decen-1-ol, 1-acetate; 2-Decenyl acetate; AI3-34396; 2-Decen-1-o1, acetate; 2-Decen-1-ol, acetate; dec-2-en-1-yl acetate
• CAS NO: 19487-61-7
• Molecular Formula: C₁₂H₂₂O₂
• Molecular Weight: 198.3019
• EINECS: 243-106-4
• Mol File: 19487-61-7.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 256°C at 760 mmHg
• Flash Point: 86.5°C
• Density: 0.886g/cm³
• Vapor Pressure: 0.0158mmHg at 25°C
• Refractive Index: 1.444
• CAS DataBase Reference: 2-decenyl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: 2-decenyl acetate(19487-61-7)
• EPA Substance Registry System: 2-decenyl acetate(19487-61-7)

Safety Data

• Hazardous Substances Data: 19487-61-7(Hazardous Substances Data)

Usage

General Description

2-Decenyl acetate, also known as pear ester, is an organic compound commonly found in fruits such as pears, apples, and bananas. It is a clear, colorless liquid with a sweet, fruity odor reminiscent of pears. This chemical is commonly used in the food and fragrance industries as a flavoring and fragrance ingredient, adding a sweet and fruity note to various products. In addition, it is a natural attractant for some insect species and is used in insect traps and lures. 2-Decenyl acetate has also been studied for its potential antimicrobial and antioxidant properties, making it a versatile and valuable chemical in various fields.

Upstream product

• 74824-56-9 dec-1-en-3-ol 
• 108-24-7 acetic anhydride 
• 4194-71-2 (Z)-2-decen-1-ol 
• 2051-25-4 deca-1,3-diene 
• 872-05-9 1-Decene 
• 64-19-7 acetic acid 
• 127-09-3 sodium acetate 
• 94400-34-7 (E/Z)-1-Iodo-2-decen 

Relevant articles and documents

Ni- and pd-catalyzed synthesis of substituted and functionalized allylic boronates

Two highly efficient and convenient methods for the synthesis of functionalized and substituted allylic boronates are described. In one procedure, readily available allylic acetates are converted to allylic boronates catalyzed by Ni/PCy3 or Ni/PPh3 complexes with high levels of stereoselectivity and in good yields. Alternatively, the borylation can be accomplished with commercially available Pd catalysts [e.g., Pd 2(dba)3, PdCl2, Pd/C], starting with easily accessed allylic halides.

Mechanistic investigations of bipyrimidine-promoted palladium-catalyzed allylic acetoxylation of olefins

Several pyridine-like ligands were found to improve Pd(OAc) 2-catalyzed allylic oxidation of allylbenzene to cinnamyl acetate by p-benzoquinone in acetic acid. The best ligand examined, bipyrimidine, was used to identify the catalyst precursor for this system, (bipyrimidine)Pd(OAc) 2, which was fully characterized. Mechanistic studies suggest the reaction takes place through disproportionation of (bipyrimidine)Pd(OAc) 2 to form a bipyrimidine-bridged dimer, which reacts with olefin to form a PdII-olefin adduct, followed by allylic C-H activation to produce (η3-allyl)PdII species. The (η3-allyl)PdII intermediate undergoes a reversible acetate attack to generate a Pd0-(allyl acetate) adduct, which subsequently reacts with p-benzoquinone to release allyl acetate and regenerate (bipyrimidine)Pd(OAc)2. No KIE is observed for the competition experiment between allylbenzene-d0 and allylbenzene-d5 (CD2=CDCD2C6H5), suggesting that allylic C-H activation is not rate-determining. Catalytic allylic acetoxylations of other terminal olefins as well as cyclohexene were also effected by (bipyrimidine)Pd(OAc)2.

Herstellung und Isomerisierung von 1-Alken-3-yl-acetaten und 2-Alken-1-yl-acetaten

The allylic rearrangement of 1-alken-3-yl acetates in acetic acid containing sodium acetate proceeds at a slower rate but in higher yield than the rearrangement in the presence of strong proton acids.The predominant products are 2-alken-1-yl acetates. (E)-2-Hexen-1-yl acetate can be isomerized to the (Z)-isomer or rearranged to 1-hexen-3-yl acetate via the epoxide, depending upon the conditions of reduction of the epoxide.