43136-84-1

Usage

Uses

Used in Organic Synthesis:
Benzene, 1-chloro-3-(1-propyn-1-yl)is used as a key intermediate in organic synthesis for the creation of a variety of chemical compounds. Its unique structure allows for versatile reactions, making it a valuable component in the synthesis of complex organic molecules.
Used in Pharmaceutical Production:
In the pharmaceutical industry, Benzene, 1-chloro-3-(1-propyn-1-yl)is used as a building block for the development of new drugs. Its presence in the molecular structure can contribute to the desired pharmacological properties of the final product, aiding in the treatment of various medical conditions.
Used in Agrochemical Manufacturing:
Benzene, 1-chloro-3-(1-propyn-1-yl)also finds application in the agrochemical sector, where it is used in the synthesis of pesticides and herbicides. Its role in these compounds can enhance their effectiveness in controlling pests and weeds, thereby supporting agricultural productivity.
Used in Fine Chemicals Industry:
This chloroalkyne derivative is utilized in the production of fine chemicals, which are high-purity chemicals used in various applications, including research, diagnostics, and specialty manufacturing processes.
Safety Considerations:
Due to its potential health and environmental hazards, Benzene, 1-chloro-3-(1-propyn-1-yl)is classified as a hazardous chemical. It should be handled with care, following proper safety protocols to minimize risks to human health and the environment.

Upstream product

• 108-37-2 1-bromo-3-chlorobenzene 
• 18295-60-8 propargyl magnesium bromide 
• 7396-28-3 3-(3-chlorophenyl)prop-2-ynoic acid 
• 917-54-4 methyllithium 
• 766-83-6 m-chlorophenylacetylene 
• 74-88-4 methyl iodide 
• 79756-80-2 1-Chloro-3-(1,1-dichloro-ethyl)-benzene 
• 99-02-5 3'-Chloroacetophenone 
• 587-04-2 m-Chlorobenzaldehyde 
• 590-93-2 2-Butynoic acid 
• 625-99-0 3-iodochlorobenzene 
• 75-20-7 calcium carbide 
• 169829-11-2 N-(m-chlorobenzylidene)-4-methylbenzenesulfonamide 
• 74-99-7 prop-1-yne 

Downstream Products

• 18826-58-9 2-m-Chlorphenyl-3-methyl-2-cyclopropen-1-carbonsaeure 
• 69645-15-4 2-m-Chlorphenyl-3-methyl-2-cyclopropen-1-carbonsaeuremethylester 
• 69645-21-2 C₁₁H₈⁽²⁾HClO₂ 
• 213926-17-1 CCl₃COO(C₆H₄Cl)CC(CH₃)HgCl 
• 213926-16-0 CCl₃COO(C₆H₄Cl)CC(CH₃)HgCl 
• 1397283-37-2 (Z)-2-(1-(m-chlorophenyl)prop-1-en-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 1566600-07-4 [2-(3-chloro-phenyl)-1-methyl-ethyl]phenylamine 
• 26293-11-8 β-methyl-3-chlorostyrene 

Relevant academic research and scientific papers

Regio- And stereoselective electrochemical synthesis of sulfonylated enethers from alkynes and sulfonyl hydrazides

An electrooxidative direct difunctionalization of internal alkynes with sulfonyl hydrazides has been developed for the construction of sulfonated enethers. In this transformation, metal catalysts or stoichiometric amount of oxidants are not required and molecular nitrogen and hydrogen are the sole byproducts, providing a simple and green approach for preparing various sulfonyl tetrasubstituted alkenes. Notably, the protocol could be efficiently scaled up and the follow-up procedures of the corresponding functionalized alkenes demonstrate the practicality of the electrochemical synthesis.

Enantioselective Resolution Copolymerization of Racemic 2,3-Disubstituted cis-Epoxides with CO2 Mediated by Binuclear Cobalt(III) Catalyst?

Enantioselective resolution copolymerization of racemic internal epoxides with carbon dioxide (CO2) is a challenging issue because of their poor reactivity and complicated regio/stereoselectivity. Herein, we describe the first enantioselective

A Convenient Procedure for Sonogashira Reactions Using Propyne

A modified Sonogashira coupling of aryl iodides and propyne was achieved using only two equivalents of propyne in THF from 78 °C to room temperature.

Enantioselective Addition of α-Nitroesters to Alkynes

By using Rh–H catalysis, we couple α-nitroesters and alkynes to prepare α-amino-acid precursors. This atom-economical strategy generates two contiguous stereocenters, with high enantio- and diastereocontrol. In this transformation, the alkyne undergoes isomerization to generate a RhIII–π-allyl electrophile, which is trapped by an α-nitroester nucleophile. A subsequent reduction with In powder transforms the allylic α-nitroesters to the corresponding α,α-disubstituted α-amino esters.

Direct Synthesis of 1-Arylprop-1-ynes with Calcium Carbide as an Acetylene Source

A simple method is described for the synthesis of 1-arylprop-1-ynes directly from aromatic aldehyde p -tosylhydrazones by using calcium carbide as an acetylene source. The salient features of this protocol are its use of a readily available and easily handled source of acetylene, its operational simplicity, its high yield, and its broad substrate scope.

Direct Enantioselective α-Allylation of Unfunctionalized Cyclic Ketones with Alkynes through Pd-Amine Cooperative Catalysis

The first direct enantioselective α-allylation of unfunctionalized cyclic ketones using alkynes as an economical choice of reagent is reported. This transformation uses a simple procedure with commercially available palladium, chiral bisphosphine ligand and chiral amine catalysts, and affords valuable ketones with a α-tertiary stereocenter in good to high enantiopurity. In this transformation, a chiral palladium complex containing the (S)-DIFLUORPHOS ligand catalyzes the isomerization of alkynes into an electrophilic allylpalladium species, which is attacked by the enamine generated in situ from the condensation of (R)-prolinol with the ketone substrate.

Stereodivergent coupling of aldehydes and alkynes via synergistic catalysis using Rh and Jacobsen's amine

We report an enantioselective coupling between α-branched aldehydes and alkynes to generate vicinal quaternary and tertiary carbon stereocenters. The choice of Rh and organocatalyst combination allows for access to all possible stereoisomers with high enantio-, diastereo-, and regioselectivity. Our study highlights the power of catalysis to activate two common functional groups and provide access to divergent stereoisomers and constitutional structures.

Stereodivergent Coupling of Aldehydes and Alkynes via Synergistic Catalysis Using Rh and Jacobsen's Amine

We report an enantioselective coupling between α-branched aldehydes and alkynes to generate vicinal quaternary and tertiary carbon stereocenters. The choice of Rh and organocatalyst combination allows for access to all possible stereoisomers with high ena

Palladium-catalyzed allylation of tautomerizable heterocycles with alkynes

A method for the allylic amidation of tautomerizable heterocycles was developed by a palladium catalyzed allylation reaction with 100% atom economy. A series of structurally diverse N-allylic substituted heterocycles can be synthesized in good yields with high chemo-, regio-, and stereoselectivities under mild conditions.

Engineering P450 Peroxygenase to Catalyze Highly Enantioselective Epoxidation of cis-β-Methylstyrenes

P450 119 peroxygenase and its site-directed mutants are discovered to catalyze the enantioselective epoxidation of methyl-substituted styrenes. Two new site-directed P450 119 mutants, namely T213Y and T213M, which were designed to improve the enantioselectivity and activity for the epoxidation of styrene and its methyl substituted derivatives, were studied. The T213M mutant is found to be the first engineered P450 peroxygenase that shows highly enantioselective epoxidation of cis-β-methylstyrenes, with up to 91 % ee. Molecular modeling studies provide insights into the different catalytic activity of the T213M mutant and the T213Y mutant in the epoxidation of cis-β-methylstyrene. The results of the calculations also contribute to a better understanding of the substrate specificity and configuration control for the regio- and stereoselective peroxygenation catalyzed by the T213M mutant.