56991-23-2

Usage

General Description

1-vinyloctyl acetate is a chemical compound with the molecular formula C12H22O2. It is an ester of vinyl alcohol and acetic acid, and it is commonly used as a monomer in the production of various polymers and resins. 1-vinyloctyl acetate is known for its high reactivity and is used in the synthesis of polyvinyl acetate and other copolymers that are widely used in adhesives, coatings, and other industrial applications. Additionally, 1-vinyloctyl acetate is known for its excellent film-forming properties and is often used in the production of paints and coatings. Its ability to form durable and flexible films makes it a valuable component in the manufacturing of various surface coatings and adhesives.

InChI:InChI=1/C12H22O2/c1-4-6-7-8-9-10-12(5-2)14-11(3)13/h5,12H,2,4,6-10H2,1,3H3

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 
• 13125-66-1 n-heptylmagnesium bromide 

Downstream Products

• 2497-23-6 (E)-2-decenyl acetate 
• 1012367-21-3 (E)-methyl dec-2-en-1-yl(tosyl)carbamate 
• 83026-85-1 C₁₆H₂₄Se 
• 1223575-27-6 C₁₆H₂₃ClS 
• 155886-13-8 1-Phenyl-2-vinyl-nonan-1-ol 

Relevant academic research and scientific papers

Cationic NHC-gold(I) complexes: Synthesis, isolation, and catalytic activity

The reaction of [(NHC)AuCl] complexes (NHC = N-heterocyclic carbene) with a chloride abstractor of the type AgX, where X is a non-coordinating anion, led, in the presence of a neutral coordinating solvent S, to a series of cationic gold(I) complexes of formulae [(NHC)Au(S)]X. Hence, different cationic NHC-gold(I) species bound to acetonitrile, pyridine, 2-Br-pyridine, 3-Br-pyridine, norbornadiene, and THF could be synthesized and characterized by 1H and 13C NMR spectroscopies. Among these, the results of X-ray diffraction studies for [(IPr)Au(NCMe)]SbF6, [(IAd)Au(NCMe)]PF6, [(IPr)Au(pyr)]PF6, [(IPr)Au(2-Br-pyr)]PF6, [(IPr)Au(3-Br-pyr)]PF6 are discussed. As special feature, the structure of [(IPr)Au(2-Br-pyr)]PF6 presented a secondary interaction between the gold and bromine atoms. Additionally, while attempting to obtain crystals of [(IPr)Au(nbd)]PF6, we crystallized a decomposition product featuring a very rare PF4- anion as bridging ligand with formulae [(μ-PF4)((IPr)Au)2]PF4. The observation of a possible P-F bond activation has important implications for cationic Au-based homogeneous catalysis. Finally, we compared the catalytic activities of the different cationic [(NHC)Au(S)]X complexes in the allylic acetate rearrangement reaction and notably observed the inertness of pyridine-based catalysts.

Convenient and efficient Pd-catalyzed regioselective oxyfunctionalization of terminal olefins by using molecular oxygen as sole reoxidant

(Chemical Equation Presented) Just the one: The combination of palladium dichloride and N,N-dimethylacetamide (DMA) constitutes a highly efficient and reusable catalytic system, which uses molecular oxygen as the sole reoxidant for liquid-phase Wacker oxidation and acetoxylation of terminal olefins to the corresponding methyl ketones and linear allylic acetates, respectively (see scheme). 2006 Wiley-VCH Verlag GmbH Co. KGaA.

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

A Sulfoxide-Promoted, Catalytic Method for the Regioselective Synthesis of Allylic Acetates from Monosubstituted Olefins via C-H Oxidation

Sulfoxide ligation to Pd(II) salts is shown to selectively promote C-H oxidation versus Wacker oxidation chemistry and to control the regioselectivity in the C-H oxidation products. A catalytic method for the direct C-H oxidation of monosubstituted olefins to linear (E)-allylic acetates in high regio- and stereoselectivities and preparatively useful yields is described. The method using benzoquinone as the stoichiometric oxidant and 10 mol % of Pd(OAc)2 or Pd(O2CCF3)2 as the catalyst in a DMSO/AcOH (1:1) solution was found to be compatible with a wide range of functionality (e.g., amides, carbamates, esters, and ethers, see Table 2). Addition of DMSO was found to be critical for promoting the C-H oxidation pathway, with AcOH alone or in combination with a diverse range of dielectric media, leading to mixtures favoring Wacker-type oxidation products (Tables 1, S3). To explore the role of DMSO as a ligand, the bis-sulfoxide Pd(OAc)2 complex 1 was formed and found to be an effective C-H oxidation catalyst in the absence of DMSO (eqs 2, 3). Moreover, catalyst 1 effects a reversal of regioselectivity, favoring the formation of branched allylic acetates. Copyright

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.