2497-23-6

Basic information

• Product Name: ACETIC ACID TRANS-2-DECEN-1-YL ESTER
• Synonyms: 2-DECENYLACETATE;ACETIC ACID TRANS-2-DECEN-1-YL ESTER;TRANS-2-DECENYL ACETATE;aceticaciddecenyl;Acetic acid trans-2-decen-1-yl;aceticacidtrans-2-decen-1-ylester85+%;ACETIC ACID TRANS-2-DECEN-1-YL: 85% ESTER;(E)-2-Decene-1-ol acetate
• CAS NO: 2497-23-6
• Molecular Formula: C₁₂H₂₂O₂
• Molecular Weight: 198.3
• Mol File: 2497-23-6.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 55-67 °C(Press: 0.2 Torr)
• Appearance: /
• Density: 0.886±0.06 g/cm3(Predicted)
• CAS DataBase Reference: ACETIC ACID TRANS-2-DECEN-1-YL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: ACETIC ACID TRANS-2-DECEN-1-YL ESTER(2497-23-6)
• EPA Substance Registry System: ACETIC ACID TRANS-2-DECEN-1-YL ESTER(2497-23-6)

Safety Data

• Hazardous Substances Data: 2497-23-6(Hazardous Substances Data)

Upstream product

• 74824-56-9 dec-1-en-3-ol 
• 108-24-7 acetic anhydride 
• 872-05-9 1-Decene 
• 64-19-7 acetic acid 
• 4194-71-2 (Z)-2-decen-1-ol 
• 2051-25-4 deca-1,3-diene 
• 127-09-3 sodium acetate 
• 94400-34-7 (E/Z)-1-Iodo-2-decen 
• 56991-23-2 dec-1-en-3-yl acetate 
• 14437-03-7 methyl tosylcarbamate 

Downstream Products

• 872-05-9 1-Decene 
• 112-17-4 n-decyl acetate 
• 20063-97-2 trans-2-decene 
• 20348-51-0 (Z)-2-decene 
• 74737-98-7 1-nitro-1-(phenylsulfonyl)-2-undecene 

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.

Serial ligand catalysis: A highly selective allylic C-H oxidation

We are reporting a mild, chemo-, and highly regioselective Pd(II)-catalyzed allylic oxidation of α-olefins to furnish branched allylic esters that proceeds via a novel serial ligand catalysis mechanism in which two different ligands (i.e., vinyl sulfoxide 2 and BQ) interact sequentially with the metal to promote distinct steps of the catalytic cycle (i.e., C-H cleavage and π-allyl functionalization, respectively). Copyright