173546-21-9

Basic information

• Product Name: 3-(4-(Trifluoromethyl)phenyl)prop-2-yn-1-ol
• Synonyms: 3-(4-(Trifluoromethyl)phenyl)prop-2-yn-1-ol
• CAS NO: 173546-21-9
• Molecular Formula: C₁₀H₇F₃O
• Molecular Weight: 200.1571896
• Mol File: 173546-21-9.mol
• Article Data: 53

Chemical Properties

• Melting Point: 40-41 °C
• Boiling Point: 244.3±40.0 °C(Predicted)
• Appearance: /
• Density: 1.31±0.1 g/cm3(Predicted)
• PKA: 13.08±0.10(Predicted)
• CAS DataBase Reference: 3-(4-(Trifluoromethyl)phenyl)prop-2-yn-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-(Trifluoromethyl)phenyl)prop-2-yn-1-ol(173546-21-9)
• EPA Substance Registry System: 3-(4-(Trifluoromethyl)phenyl)prop-2-yn-1-ol(173546-21-9)

Safety Data

• Hazardous Substances Data: 173546-21-9(Hazardous Substances Data)

Usage

Physical State

White solid

Solubility

Soluble in organic solvents

Applications

Used in organic synthesis
Employed in pharmaceutical research
Acts as a building block for various pharmaceutical products
Functions as a reagent in the synthesis of complex organic molecules

Unique Chemical Properties

Presence of trifluoromethyl group ( \textCF3 ) and phenyl group ( \textC6\textH5 )
Contributes to its versatility in chemical reactions

Significance

Valuable in the development of new drugs
Important in the synthesis of materials for various applications

Versatility

Widely used in different fields of research and industry

Upstream product

• 455-13-0 4-Iodobenzotrifluoride 
• 107-19-7 propargyl alcohol 
• 5582-62-7 1-trimethylsilyloxy-2-propyne 
• 402-43-7 p-trifluoromethylphenyl bromide 
• 50-00-0 formaldehyd 
• 30934-58-8 1,1-dibromo-2-(4-trifluoromethylphenyl)-ethane 
• 131356-53-1 1-(2,2-dibromovinyl)-4-(trifluoromethyl)benzeney 
• 705-31-7 4-trifluoromethylphenylacetylene 
• 19070-80-5 n-<(trimethylsiloxy)methyl>phthalimide 
• 40230-95-3 1-(4-trifluoromethylphenyl)-2-trimethylsilylethyne 
• 455-19-6 4-Trifluoromethylbenzaldehyde 

Downstream Products

• 173019-83-5 1-(3-bromoprop-1-yn-1-yl)-4-(trifluoromethyl)benzene 
• 220707-71-1 1-tosyl-3-(4'-trifluoromethylphenyl)-2-propyne 
• 873876-62-1 1-(3-(allyloxy)prop-1-yn-1-yl)-4-(trifluoromethyl)benzene 
• 685139-28-0 (Z)-3-iodo-3-(4-(trifluoromethyl)phenyl)prop-2-en-1-ol 
• 685139-29-1 ethyl (Z)-(4-(3-iodo-3-(4-trifluoromethylphenyl)-prop-2-en-1-ylsulfanyl)-2-methylphenyloxy)acetate 
• 1033995-00-4 C₂₀H₁₈F₃IO₄ 
• 1033982-52-3 C₂₄H₂₁F₃O₅ 
• 685139-30-4 ethyl (Z)-[4-[3-(furan-2-yl)-3-(4-trifluoromethylphenyl)allylsulfanyl]-2-methyl-phenoxy]acetate 
• 685139-24-6 (E/Z)-[4-[3-(Furan-2-yl)-3-(4-trifluoromethylphenyl)allylsulfanyl]-2-methylphenoxy]acetic acid 
• 183801-13-0 3-(4-(trifluoromethyl)phenyl)propiolaldehyde 
• 705-31-7 4-trifluoromethylphenylacetylene 

Relevant articles and documents

Bi(OTf)3-catalyed One-pot Synthesis of α-Halo-β-amino Ketones and Acyl Aziridines from 3-Aryl Propargyl Alcohols

A Bi(OTf)3-catalyed reaction of 3-aryl propargyl alcohols with sulfonamide and halogen source was firstly investigated, which provided a facile route for the synthesis of a large variety of α-halo-β-amino ketones. The key intermediates, β-amino

Copper-Free Solid-Phase Synthesis of Triazolo[1,5-a][1,4]diazepin-6-ones

Synthesis of triazolo[1,5-a][1,4]diazepin-6-ones on solid support is reported in this article. Amino acids immobilized on Wang resin were nosylated and alkylated with propargyl alcohol, but-2-yn-1-ol or different 3-phenylprop-2-yn-1-ols using Mitsunobu alkylation conditions. After denosylation, acylation with Fmoc-azidoalanine yielded linear precursors that were thermally cyclized on resin to give immobilized triazolodiazepinones. After cleavage from the polymer support, the target compounds were obtained in high crude purities and good overall yields. Furthermore, the synthetic approach was applied to convenient solid-phase synthesis of oligopeptide containing the triazolodiazepinone moiety as the peptidomimetic heterocyclic constraint. (Figure presented.).

Enantioselective Nickel-Catalyzed Alkyne-Azide Cycloaddition by Dynamic Kinetic Resolution

The triazole heterocycle has been widely adopted as an isostere for the amide bond. Many native amides are α-chiral, being derived from amino acids. This makes α-N-chiral triazoles attractive building blocks. This report describes the first enantioselective triazole synthesis that proceeds via nickel-catalyzed alkyne-azide cycloaddition (NiAAC). This dynamic kinetic resolution is enabled by a spontaneous [3,3]-sigmatropic rearrangement of the allylic azide. The 1,4,5-trisubstituted triazole products, derived from internal alkynes, are complementary to those commonly obtained by the related CuAAC reaction. Initial mechanistic experiments indicate that the NiAAC reaction proceeds through a monometallic Ni complex, which is distinct from the CuAAC manifold.