127559-56-2

Usage

Chemical compound

Benzenemethanol, 2-chloro-a-2-propynyl-
Commonly used as a preservative in industrial and commercial products
Strong antimicrobial properties
Effective in preventing the growth of bacteria, fungi, and other microbes
Toxic to aquatic organisms
May cause skin irritation and allergic reactions in humans
Tightly regulated in many countries due to potential environmental and human health risks

Upstream product

• 89-98-5 2-chloro-benzaldehyde 
• 106-96-7 propargyl bromide 
• 18295-60-8 propargyl magnesium bromide 
• 865350-17-0 4,4,5,5-tetramethyl-2-(propa-1,2-dien-1-yl)-1,3,2-dioxaborolane 
• 17849-38-6 2-Chlorobenzyl alcohol 
• 624-65-7 2-propynyl chloride 
• 18295-60-8 allenylmagnesium bromide 

Downstream Products

• 1083055-79-1 1-(2'-chlorophenyl)penta-3,4-dien-1-ol 
• 196952-95-1 1-(2-chlorophenyl)buta-2,3-dien-1-one 
• 1332524-40-9 1-(2-chlorobenzoyl)-4-(2-chlorophenyl)-3-cyano-2,6-dimethylbenzene 
• 1356451-40-5 C₁₀H₈BrClO 
• 1270584-85-4 5-(2-chlorophenyl)dihydrofuran-2(3H)-one 

Relevant academic research and scientific papers

Selective carbonyl propargylation mediated by SnCl2/NiCl 2-KI in water

Propargylation of carbonyl compounds to produce homopropargylic alcohols plays a very important role in synthetic organic and pharmaceutical chemistry. A novel method that carbonyl compounds and propargyl halide were mediated by SnCl2/NiCl

C-Propargylation Overrides O-Propargylation in Reactions of Propargyl Chloride with Primary Alcohols: Rhodium-Catalyzed Transfer Hydrogenation

The canonical SN2 behavior displayed by alcohols and activated alkyl halides in basic media (O-alkylation) is superseded by a pathway leading to carbinol C-alkylation under the conditions of rhodium-catalyzed transfer hydrogenation. Racemic and asymmetric propargylations are described.

Synthesis and characterization of nano?zinc wire using a self designed unit galvanic cell in aqueous medium and its reactivity in propargylation of aldehydes

Electrochemistry is used for propargylation of carbonyls in aqueous ZnCl2 medium. For electrochemical process we designed a unit galvanic cell. ZnCl2 is used as stoichiometric reagent and causes electrochemical deposition of zinc in

One-Pot γ-Lactonization of Homopropargyl Alcohols via Intramolecular Ketene Trapping

A one-pot γ-lactonization of homopropargyl alcohols via an alkyne deprotonation/boronation/oxidation sequence has been developed. Oxidation of the generated alkynyl boronate affords the corresponding ketene intermediate, which is trapped by the adjacent hydroxy group to furnish the γ-lactone. We have optimized the conditions as well as examined the substrate scope and synthetic applications of this efficient one-pot lactonization.

Photoredox propargylation of aldehydes catalytic in titanium

A practical and effective photoredox propargylation of aldehydes promoted by 10 mol % of [Cp2TiCl2] is presented. No stoichiometric metals or scavengers are used for the process. A catalytic amount of the cheap and simply prepared or

Formal metal-free γ-arylation of 1,3-dicarbonyl compounds: Via an isomerisation/1,4-addition/[3,3]-sigmatropic rearrangement sequence

A metal-free redox arylation of alkynes with sulfoxides has been developed to provide unconventional access to diverse γ-arylated 1,3-dicarbonyl compounds in an atom-economical manner. Mechanistic studies suggest that a conjugated allenone intermediate was generated in situ, which solves the problem of reactivity and regioselectivity of unsymmetrical dialkyl-substituted internal alkynes and enables the functionalisation of a broad range of substrates bearing electron-withdrawing functional groups. The resulting arylated 1,3-dicarbonyl compounds are versatile and useful building blocks for further functionalisation. This journal is

One-pot, regioselective synthesis of homopropargyl alcohols using pro-pargyl bromide and carbonyl compound by the mg-mediated reaction under solvent-free conditions

The elimination of volatile organic solvents in organic synthesis is the most important goal in “Green” chemistry. We report a simple, efficient and facile method for the addition of progargyl bromide to carbonyl compounds using Mg metal as a mediator under solvent-free conditions which could regioselectively generate homopropargyl alcohols efficiently in good to excellent yields. The procedure has advantages such as short reaction time, operationally simple, excellent product yields, high regioselectivity and organic solvent-free.

Revisiting the Addition of in-situ Nucleophiles to Allenic Ketones: An Entry Towards Synthesis of Benzodioxins

The manuscript delineates a revisit towards regioselective addition of in situ generated negative nucleophiles to allenic ketones in the presence of a base. A wide variety of allenic ketones as well as nucleophiles are viable in this transformation. A dir

A new synthesis of γ-butyrolactones via AuCl3- or Hg(II)-catalyzed intramolecular hydroalkoxylation of 4-bromo-3-yn-1-ols

An efficient conversion of 4-bromo-3-yn-1-ols to γ-butyrolactones via AuCl3-catalyzed electrophilic cyclization (hydroxyl-assisted regioselective hydration) in wet toluene is described. Various secondary and tertiary alcohols including benzylic systems were found to be equally reactive with moderate to excellent yields obtained in all cases.

Highly selective barbier-type propargylations and allenylations catalyzed by titanocene(III)

The alkyne functional group is found in many bioactive natural products and is the key to many important chemical transformations developed over recent years. Moreover, allenes have recently gained relevance as versatile reagents in organic synthesis. Mild, catalytic methods to enable the selective introduction of either alkyne or allene motifs into organic molecules are very valuable but, as yet, quite scarce. We describe an extremely mild and selective method for either the propargylation or allenylation of carbonyl compounds catalyzed by the abundant, safe, and inexpensive metal titanium. These reactions can selectively provide homopropargylic alcohols from aldehydes and ketones or α-hydroxy-allenes from aldehydes. The mechanisms involved were also investigated. Copyright