58824-52-5

Usage

Uses

Used in Pharmaceutical Synthesis:
α-Vinyl-o-chlorobenzyl alcohol is used as a key intermediate in the production of various pharmaceuticals, contributing to the development of new drugs and therapeutic agents.
Used in Agricultural Product Synthesis:
It serves as an essential component in the synthesis of agricultural products, such as pesticides and herbicides, enhancing their effectiveness in crop protection.
Used as a Solvent:
α-Vinyl-o-chlorobenzyl alcohol is utilized as a solvent in various chemical processes, facilitating reactions and improving the efficiency of production.
Used in Resin Production:
It is employed as a starting material in the production of resins, which are used in a wide range of applications, including coatings, adhesives, and composite materials.
Used as an Additive in Pesticide and Herbicide Formulation:
α-Vinyl-o-chlorobenzyl alcohol is used as an additive in the formulation of pesticides and herbicides, improving their performance and effectiveness in controlling pests and weeds.

Upstream product

• 2351-74-8 chloromethylsulfonylmethane 
• 89-98-5 2-chloro-benzaldehyde 
• 1826-67-1 vinyl magnesium bromide 
• 694-80-4 2-bromo-1-chlorobenzene 
• 107-02-8 acrolein 

Downstream Products

• 1504-71-8 3-(2-chlorophenyl)prop-2-en-1-ol 
• 1240503-32-5 2-[1-(o-chlorophenyl)allyl]-3-hydroxy-5,5-dimethylcyclohex-2-enone 
• 1431561-26-0 (S)-2-(2-chlorobenzyl)-4,4-dimethylpyrrolidin-1-yl 4-nitrobenzoate 
• 1431561-44-2 (1E,4E)-5-(2-chlorophenyl)-2,2-dimethylpent-4-enal oxime 
• 1431561-48-6 (E)-tert-butyl(tert-butoxycarbonyl)oxy(5-(2-chlorophenyl)-2,2-dimethylpent-4-en-1-yl)carbamate 
• 1431561-38-4 C₁₃H₁₅ClO 
• 89638-23-3 1-(2-chlorophenyl)-2-propen-1-one 
• 952682-93-8 (E)-1-chloro-2-(3-chloroprop-1-en-1-yl)benzene 

Relevant academic research and scientific papers

Lanthanide-Catalyzed Tandem Addition of Amines to Cyanoalkenes: Synthesis of Cyclic Amidines

A tandem insertion of aliphatic nitriles and unactivated alkenes to the N-H bond of secondary aliphatic amines catalyzed by simple trialkyl rare-earth metal complexes was disclosed. This reaction provides a highly atom-economic and stereoselective way to a range of cyclic amidines under mild reaction conditions.

Synthesis of C5-allylindoles through an iridium-catalyzed asymmetric allylic substitution/oxidation reaction sequence of N-alkyl indolines

Iridium/Br?nsted acid cooperative catalyzed asymmetric allylic substitution reactions at the C5 position of indolines have been reported for the first time. The highly efficient protocol allows rapid access to various C5-allylated products in good to high

In Situ Ring-Closing Strategy for Direct Synthesis of N-Heterocyclic Carbene Nickel Complexes and Their Application in Coupling of Allylic Alcohols with Aryl Boronic Acids

A in situ ring-closing strategy was developed for the synthesis of N-heterocyclic carbene nickel complexes. The process was carried out in air, and did not require solvent purification. The resulting nickel complexes were investigated as catalysts for the coupling of allylic alcohols with aryl boronic acids. A wide range of allylic substrates and aryl acids proved to be applicable to this catalytic system. Control experiments suggest that the Ni(0) may be the true active species in the coupling reactions. (Figure presented.).

Size-Exclusion Borane-Catalyzed Domino 1,3-Allylic/Reductive Ireland–Claisen Rearrangements: Impact of the Electronic and Structural Parameters on the 1,3-Allylic Shift Aptitude

The reductive Ireland–Claisen rearrangement through borane-mediated hydrosilylation is reported. The method employs a borane catalyst with a special structural design and affords access to synthetically relevant products with high diastereoselectivity. Depending on electronic and structural parameters, the reaction can be coupled with a 1,3-allylic shift, thus the valence isomer of the Ireland–Claisen product is formed.

A Convenient Palladium-Catalyzed Carbonylative Synthesis of (E)-3-Benzylidenechroman-4-ones

A convenient palladium-catalyzed carbonylation reaction for the efficient synthesis of (E)-3-benzylidenechroman-4-ones has been developed. Using TFBen as a solid CO source, a range of substituted (E)-3-benzylidenechroman-4-ones were prepared in moderate to good yields with 2-iodophenols and allyl chlorides as the substrates. Additionally, substituted quinolin-4(1H)-ones can also be obtained with 2-iodoaniline as the starting material.

Auto-Tandem Cooperative Catalysis Using Phosphine/Palladium: Reaction of Morita–Baylis–Hillman Carbonates and Allylic Alcohols

Auto-tandem catalysis (ATC), in which a single catalyst promotes two or more mechanistically different reactions in a cascade pattern, provides a powerful strategy to prepare complex products from simple starting materials. Reported here is an unprecedented auto-tandem cooperative catalysis (ATCC) for Morita–Baylis–Hillman carbonates from isatins and allylic carbonates using a simple Pd(PPh3)4 precursor. Dissociated phosphine generates phosphorus ylides and the Pd leads to π-allylpalladium complexes, and they undergo a γ-regioselective allylic–allylic alkylation reaction. Importantly, a cascade intramolecular Heck-type coupling proceeds to finally furnish spirooxindoles incorporating a 4-methylene-2-cyclopentene motif. Experimental results indicate that both Pd and phosphine play crucial roles in the catalytic Heck reaction. In addition, the asymmetric versions with either a chiral phosphine or chiral auxiliary are explored, and moderate results are obtained.

Graphene Oxide Promotes Site-Selective Allylic Alkylation of Thiophenes with Alcohols

The graphene oxide (GO) assisted allylic alkylation of thiophenes with alcohols is presented. Mild reaction conditions and a low GO loading enabled the isolation of a range of densely functionalized thienyl and bithienyl compounds in moderate to high yields (up to 90%). The cooperative action of the Br?nsted acidity, epoxide moieties, and π-surface of the 2D-promoter is highlighted as crucial in the reaction course of the present Friedel-Crafts-type protocol.

Regio- and enantioselective synthesis of chiral pyrimidine acyclic nucleosides via rhodium-catalyzed asymmetric allylation of pyrimidines

A direct route to branched N-allylpyrimidine analogues is herein reported via the highly regio- and enantioselective asymmetric allylation of pyrimidines with racemic allylic carbonates. With [Rh(COD)Cl]2/chiral diphosphine as the catalyst, a r

Hydroxymethylation beyond Carbonylation: Enantioselective Iridium-Catalyzed Reductive Coupling of Formaldehyde with Allylic Acetates via Enantiotopic π-Facial Discrimination

Chiral iridium complexes modified by SEGPHOS catalyze the 2-propanol-mediated reductive coupling of branched allylic acetates 1a-1o with formaldehyde to form primary homoallylic alcohols 2a-2o with excellent control of regio- and enantioselectivity. These

Tandem Benzylic Oxidation/Dihydroxylation of α-Vinyl- and α-Alkenylbenzyl Alcohols

A de novo tandem benzylic oxidative dihydroxylation of α-vinyl- and α-alkenylbenzyl alcohols has been developed to give α,β-dihydroxypropiophenones (=2,3-dihydroxy-1-phenylpropan-1-ones) and α,β-dihydroxyalkyl phenones. This method was shown to be substrate-selective and specific for the oxidation of benzylic alcohols.