5835-98-3

Usage

Physical state

Colorless solid

Odor

Slightly sweet

Solubility

Insoluble in water, soluble in organic solvents

Uses

Fungicide and bactericide in agriculture

Application

Controlling diseases in crops (rice, potatoes, soybeans)

Mechanism of action

Inhibits growth of fungi and bacteria

Additional study

Potential use in cancer treatment

Environmental and health risks

May pose risks, requires careful handling and use

Upstream product

• 90-98-2 4,4'-Dichlorobenzophenone 
• 74-86-2 acetylene 
• 1066-54-2 trimethylsilylacetylene 
• 4301-14-8 acetylenemagnesium bromide 
• 75-20-7 calcium carbide 
• 70277-75-7 lithium acetylide 

Downstream Products

• 10473-95-7 N,N-Dimethyl-carbamidsaeure-<1,1-bis-(4-chlor-phenyl)-propin-(2)-ylester> 
• 10473-68-4 N-Methyl-carbamidsaeure-<1,1-bis-(4-chlor-phenyl)-propin-(2)-ylester> 
• 28437-52-7 1,1'-(3-methoxyprop-1-yne-3,3-diyl)bis(4-chlorobenzene) 
• 676118-53-9 trans-[Cl(1,5,9,13-tetramethyl-1,5,9,13-tetraazacyclohexadecane)Ru=C=C=C(C₆H₄Cl-4)2]PF₆ 
• 1241573-38-5 1,1-bis(4-chlorophenyl)-2-oxopropyl benzoate 
• 2642-81-1 1,1-bis(p-chlorophenyl)ethene 
• 1236034-37-9 3-(3,3-bis(4-chlorophenyl)allylidene)-1,1,1,5,5,5-hexafluoro-2,4-pentanedione 
• 1264635-95-1 N-(6-chloro-3-(4-chlorophenyl)-2-iodo-1H-inden-1-yl)-4-methylbenzenesulfonamide 
• 1311197-20-2 4-(bis(4-chlorophenyl)methylene)-5-(4-bromophenyl)-1-(phenylsulfonyl)-4,5-dihydro-1H-pyrazole 

Relevant academic research and scientific papers

Pd(II)-Catalyzed Enantioselective Alkynylation of Unbiased Methylene C(sp3)-H Bonds Using 3,3′-Fluorinated-BINOL as a Chiral Ligand

The first Pd(II)-catalyzed enantioselective alkynylation of unbiased methylene β-C(sp3)-H bonds is reported. The readily accessible and tunable BINOL derivatives are used as chiral ligands in C-H activation for the first time. 3,3′-Fluorinated-

Development of Axially Chiral Styrene-Type Carboxylic Acid Ligands via Palladium-Catalyzed Asymmetric C-H Alkynylation

A weakly coordinated carboxylate-directed palladium-catalyzed atroposelective C-H alkynylation method for the development of novel axially chiral styrene-type carboxylic acids is disclosed. This transformation exhibits good yields (up to 85%), excellent enantiocontrol (up to 99% ee), and mild conditions. Notably, the synthetic utility of the resulting alkynyl carboxylic acid derivatives was demonstrated by various derivatizations as well as their potential as chiral ligands in asymmetric C-H activations.

Direct Exploitation of the Ethynyl Moiety in Calcium Carbide Through Sealed Ball Milling

Ball milling of calcium carbide (CaC2) enables the reaction of its ethynyl moiety with organic electrophiles. This was realized simply by co-milling CaC2 with organic substrates in a sealed jar without the need for an additive or a catalyst. Various ketones including those bearing α-hydrogens were ethynylated in good yields at short reaction times. Aryl halides are also amenable substrates for this protocol as they furnish aryl ethynes through a benzyne intermediate. This method offers a practical and cheap alternative to the established procedures for introducing ethynyl functionalities.

Mechanosynthesis of Odd-Numbered Tetraaryl[n]cumulenes

A mechanochemical synthesis of one-dimensional carbon allotrope carbyne model compounds, namely tetraaryl[n]cumulenes (n=3, 5) was realized. Central for the mechanosynthesis of the cumulenic carbon nanostructures were the development of a mechanochemical Favorskii alkynylation-type reaction and the implementation of a solvent-free, acid-free reductive elimination with tin(II) chloride by ball milling.

Synthesis, Characterization, and Reactivity of Cationic Gold Diarylallenylidene Complexes

Methoxide abstraction from gold acetylide complexes of the form (L)Au[η1-C≡CC(OMe)ArAr′] (L=IPr, P(tBu)2(ortho-biphenyl); Ar/Ar′=C6H4X where X=H, Cl, Me, OMe) with trimethylsilyl trifluoromethanesulfonate (TMSOTf) at ?78 °C resulted in the formation of the corresponding cationic gold diarylallenylidene complexes [(L)Au=C=C=CArAr′]+ OTf? in ≥85±5 % yield according to 1H NMR analysis. 13C NMR and IR spectroscopic analysis of these complexes established the arene-dependent delocalization of positive charge on both the C1 and C3 allenylidene carbon atoms. The diphenylallenylidene complex [(IPr)Au=C=C=CPh2]+ OTf? reacted with heteroatom nucleophiles at the allenylidene C1 and/or C3 carbon atom.

Metal- and Acid-Free Methyl Triflate Catalyzed Meyer-Schuster Rearrangement

A novel metal- and acid-free preparation of synthetically useful α,β-unsaturated carbonyl compounds from propargyl alcohols has been realized. This Meyer-Schuster rearrangement process is effectively catalyzed by methyl triflate (20 mol%) to prepare a broad scope of conjugated E -enals and E -enones generally in good to excellent yields (up to 90%). This reaction procedure operates under mild conditions (70 °C), in air, with short reaction times (1 h). Moreover, a carbocation intermediate trapped by the solvent 2,2,2-trifluoroethanol was isolated during this transformation.

Synthesis of Organophosphorus Compounds through Copper-Catalyzed Annulation Involving C-O and C-P Bond Formations

A novel copper(II) trifluoromethanesulfonate-catalyzed, high-efficiency, and atom-economical synthesis of valuable organophosphorus compounds via cascade annulation of propargylic alcohols with diphenylphosphine oxide is described. This protocol, which has a good functional-group compatibility and insensitivity to an ambient atmosphere, provides a simple and direct pathway to the products, organophosphorus compounds, in good yields under mild conditions. The method could be efficiently scaled up to gram scale, thus highlighting a potential application of this methodology.

Lewis acid catalyzed cascade reaction of 3-(2-benzenesulfonamide)propargylic alcohols to spiro[indene-benzosultam]s

A highly efficient and convenient construction of the spiro[indene-benzosultam] skeleton from propargylic alcohols has been developed. The reaction proceeded in a Lewis acid catalyzed cascade process, including the trapping of allene carbocation with sulfonamide, electrophilic cyclization, and intramolecular Friedel-Crafts alkylation. In the presence of NIS or NBS, iodo/bromo-substituted spiro[indene-benzosultam]s could be prepared in excellent yields.

Convenient and highly efficient routes to 2 H-chromene and 4-chromanone derivatives: Iodine-promoted and p-toluenesulfonic acid catalyzed cascade cyclizations of propynols

A convenient strategy is presented for the easy preparation of a series of 2 H-chromenes under mild conditions through iodocyclization of readily accessible propynols. In addition, various 4-chromanones can be synthesized through a p-toluenesulfonic acid catalyzed cascade cyclization with high efficiency (yields up to 99%). Our developed reaction systems are proven to have good functional-group applicability and can be scaled up to gram quantities in satisfactory yields. These systems also provide a new synthetic strategy for two types of important flavonoid skeleton without using costly and toxic metal catalysts. Additionally, the resulting halides could be further exploited in subsequent palladium-catalyzed coupling reactions, so these compounds could act as potential intermediates for the construction of some valuable drug molecules.

Synthesis of cyano-substituted diaryltetracenes from tetraaryl[3]cumulenes

A versatile, two-step synthesis of highly substituted, cyano-functionalized diaryltetracenes has been developed, starting from easily accessible tetraaryl[3]cumulenes. This unprecedented transformation is initiated by [2+2] cycloaddition of tetracyanoethy