5835-98-3

Basic information

• Product Name: 1,1-bis(4-chlorophenyl)prop-2-yn-1-ol
• Synonyms: Benzenemethanol, 4-chloro-.alpha.- (4-chlorophenyl)-.alpha.-ethynyl-
• CAS NO: 5835-98-3
• Molecular Formula: C₁₅H₁₀Cl₂O
• Molecular Weight: 277.1453
• Mol File: 5835-98-3.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 386.8°C at 760 mmHg
• Flash Point: 145.7°C
• Density: 1.333g/cm³
• Vapor Pressure: 1.13E-06mmHg at 25°C
• Refractive Index: 1.625
• CAS DataBase Reference: 1,1-bis(4-chlorophenyl)prop-2-yn-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1-bis(4-chlorophenyl)prop-2-yn-1-ol(5835-98-3)
• EPA Substance Registry System: 1,1-bis(4-chlorophenyl)prop-2-yn-1-ol(5835-98-3)

Safety Data

• Hazardous Substances Data: 5835-98-3(Hazardous Substances Data)

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

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

Downstream Products

• 103513-86-6 1,1-Bis-<4-chlor-phenyl>-3-<9-hydroxy-fluorenyl-(9)>-propin-(2)-ol-(1) 
• 1311197-20-2 4-(bis(4-chlorophenyl)methylene)-5-(4-bromophenyl)-1-(phenylsulfonyl)-4,5-dihydro-1H-pyrazole 
• 1311197-23-5 4-(bis(4-chlorophenyl)methylene)-5-(4-nitrophenyl)-1-(phenylsulfonyl)-4,5-dihydro-1H-pyrazole 
• 1311196-89-0 4-(bis(4-chlorophenyl)methylene)-5-phenyl-1-(phenylsulfonyl)-4,5-dihydro-1H-pyrazole 
• 1311197-41-7 N-(3,3-bis(4-chlorophenyl)-2-cyano-1-phenylallyl)benzenesulfonamide 
• 10473-95-7 N,N-Dimethyl-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) 

Relevant articles and documents

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-

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.

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.