705-54-4

Usage

Physical state

Liquid

Color

Clear, colorless to slightly yellow

Odor

Sharp, pungent

Uses

Production of pharmaceuticals, dyes, organic compounds, intermediates in chemical synthesis (agrochemicals, biocides)

Safety

Potential irritant to skin, eyes, and respiratory system, proper precautions recommended for handling and use

Upstream product

• 110-86-1 pyridine 
• 705-55-5 (E)-2-chloro-3-phenylacrylic acid 
• 628-13-7 pyridine hydrochloride 
• 66051-36-3 ethyl (Z)-2-chloro-3-phenyl-2-propenoate 
• 18365-42-9 α-chloro-cinnamaldehyde 
• 88624-60-6 ethyl 2-chloro-3-hydroxy-3-phenylpropionate 
• 90649-87-9 2-chloro-3-hydroxy-3-phenyl-propionic acid 
• 3926-62-3 sodium monochloroacetic acid 
• 100-52-7 benzaldehyde 
• 31459-98-0 methoxycarbonyl chloromethylene triphenyl phosphorane 
• 35115-84-5 Methyl α,β-dichloro-β-phenylpropionate 
• 140-89-6 potassium ethyl xanthogenate 
• 20473-36-3 2,3-dichloro-3-phenyl-propionaldehyde 
• 621-82-9 Cinnamic acid 

Downstream Products

• 66051-36-3 ethyl (Z)-2-chloro-3-phenyl-2-propenoate 
• 705-55-5 (E)-2-chloro-3-phenylacrylic acid 
• 60951-73-7 α-chloro-4-nitro-trans-cinnamic acid 
• 584-45-2 2-benzylidenemalonic acid 
• 56030-35-4 α-chloro-trans-cinnamic acid-chloride 
• 637-44-5 phenylpropyolic acid 
• 501-52-0 3-Phenylpropionic acid 
• 2021-28-5 ethyl dihydrocinnamate 
• 1376212-63-3 (Z)-ethyl 4-chloro-3-hydroxy-5-phenylpent-4-enoate 
• 1376212-67-7 (Z)-propyl 4-chloro-3-hydroxy-5-phenylpent-4-enoate 
• 1376212-71-3 (Z)-methyl 4-chloro-3-hydroxy-5-phenylpent-4-enoate 
• 1376213-31-8 (Z)-ethyl 4-chloro-3-oxo-5-phenylpent-4-enoate 
• 1376213-35-2 (Z)-propyl 4-chloro-3-oxo-5-phenylpent-4-enoate 

Relevant academic research and scientific papers

Ir(ppy)3-Catalyzed, Visible-Light-Mediated Reaction of α-Chloro Cinnamates with Enol Acetates: An Apparent Halogen Paradox

The visible-light-mediated activation of vinyl chlorides derived from α-chloro ethyl cinnamates via oxidative quenching of excited photocatalyst fac-Ir(ppy)3 is described. Upon photoelectron transfer and chloride extrusion, the corresponding vinyl radical can be efficiently trapped by enol acetates, giving rise to synthetically useful 1,4-dicarbonyl compounds in good to excellent yields. This transformation is distinguished by mild and environmentally benign reaction conditions and can be performed on a multigram scale, in sharp contrast to contrasting α-bromo ethyl cinnamates, which show low conversion under the various conditions applied.

Ru-catalyzed highly chemo- and enantioselective hydrogenation of γ-halo-γ,δ-unsaturated-β-keto esters under neutral conditions

Finely-tuned ruthenium-catalyzed highly chemoselective and enantioselective hydrogenation of γ-halo-γ,δ-unsaturated-β-keto esters at the carbonyl group was achieved under neutral reaction conditions (ee up to 97%). Both olefin and alkenyl halogen moieties, which are labile under hydrogenation conditions, remained untouched during the reaction.

Highly selective reaction of α-halo-αβ-unsaturated esters with ketones or aldehydes promoted by SmI2: An efficient alternative access to Baylis-Hillman adducts

A samarium diiodide promoted addition of aromatic or aliphatic β-substituted-α-halo-α,β-unsaturated esters 1 or 3 to both ketones (in THF) and aldehydes (in acetonitrile) led to (Z)-2-(1-hydroxyalkyl)- 2,3-alkenoates 2 and 4 in good yields and very high stereoselectivity. This method constitutes an efficient and valuable alternative to the synthesis of Baylis-Hillman adducts. A mechanism is proposed to explain this transformation.

Synthesis of Novel 1,3-Dithiolan-2-one Derivatives

Novel 1,3-dithiolan-2-one derivatives were prepared starting from α,β- or β,γ-dichlorinated carboxylic esters and potassium O-ethyl dithiocarbonate.The scope and the mechanism of this reaction were investigated.The biological uses of the compounds obtained here were examined.