92496-20-3

Basic information

• Product Name: (3-phenoxyprop-1-yn-1-yl)benzene
• CAS NO: 92496-20-3
• Molecular Formula: C₁₅H₁₂O
• Molecular Weight: 208.2552
• Mol File: 92496-20-3.mol
• Article Data: 27

Chemical Properties

• Boiling Point: 345.1°C at 760 mmHg
• Flash Point: 159.3°C
• Density: 1.1g/cm³
• Vapor Pressure: 0.000126mmHg at 25°C
• Refractive Index: 1.604
• CAS DataBase Reference: (3-phenoxyprop-1-yn-1-yl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: (3-phenoxyprop-1-yn-1-yl)benzene(92496-20-3)
• EPA Substance Registry System: (3-phenoxyprop-1-yn-1-yl)benzene(92496-20-3)

Safety Data

• Hazardous Substances Data: 92496-20-3(Hazardous Substances Data)

Usage

Description

(3-phenoxyprop-1-yn-1-yl)benzene, with the chemical formula C16H14O, is a member of the alkynylbenzene group. It features a benzene ring with a propynyl and phenoxy group attached, making it a versatile compound in various applications.

Uses

Used in Industrial Chemical Production:
(3-phenoxyprop-1-yn-1-yl)benzene is used as a key component in the production of various industrial chemicals due to its unique structure and reactivity.
Used in Organic Synthesis:
As a building block in organic synthesis, (3-phenoxyprop-1-yn-1-yl)benzene is utilized for creating a range of complex organic molecules, contributing to the development of new materials and compounds.
Used in Drug Development and Medicine:
(3-phenoxyprop-1-yn-1-yl)benzene is studied for its potential biological and pharmacological activities, making it a candidate for use in drug development and medicine. Its specific applications in this field are still under investigation.
Used in Environmental Research:
Identified as a potential environmental pollutant, (3-phenoxyprop-1-yn-1-yl)benzene is the subject of research on its impact and fate in aquatic environments and ecosystems, aiming to understand and mitigate its potential negative effects on the environment.

Upstream product

• 1794-48-5 1-bromo-3-phenylprop-2-yne 
• 108-95-2 phenol 
• 536-74-3 phenylacetylene 
• 3355-31-5 1-chloro-3-phenyl-2-propyne 
• 58061-19-1 hypochlorous acid phenyl ester 
• 1504-58-1 3-Phenyl-2-propyn-1-ol 
• 66003-78-9 triphenylsulfonium trifluoromethanesulfonate 
• 930-68-7 cyclohexenone 
• 13610-02-1 1-phenoxy-2-propyne 
• 66003-76-7 Diphenyliodonium triflate 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 6707-01-3 (chloromethoxy)benzene 
• 33837-96-6 methyl thiomethyl ether of phenol 
• 1327239-53-1 N-methyl-N-(phenoxymethoxy)acetamide 

Downstream Products

• 853304-33-3 3-iodo-4-phenyl-2H-benzopyran 
• 33104-08-4 2-methyl-3-phenylbenzofuran 
• 15185-05-4 4-phenylcoumarin 
• 5882-21-3 3,4-diphenyl-2H-benzopyran 
• 117-99-7 2-Hydroxybenzophenone 
• 22191-61-3 N,N-dimethyl-3-phenylthiopropionamide 
• 57329-33-6 3-phenyl-1-benzofuran-2-carbaldehyde 
• 108365-51-1 (2,2-diphenylvinyl)(phenyl)selane 

Relevant articles and documents

Cyclization and rearrangement products from coupling reactions between terminal o-alkynylphenols or o-ethynyl(hydroxymethyl)benzene and 6-halopurines

Cyclization reactions on 6-[(2-hydroxyphenyl)ethynyl]purines, 6-[(2-hydroxymethylphenyl)ethynyl]purines and 6-[(2-hydroxyphenyl)propyn-1-yl]purines have been studied. 6-(2-Benzofuryl)purines are readily available via a one-pot Sonogashira coupling-cyclization between 6-iodopurine and 2-ethynylphenol. When the same reaction was performed with o-(hydroxymethyl)ethynylbenzene, 6-[isobenzofuran-1(3H)-ylidenemethyl]purine was formed, mainly as the (E)-isomer. Acid catalyzed isomerization of the (E)-compound afforded the (Z)-isomer. The latter compound was also formed from a two-step reaction; Sonogashira coupling with O-silylated alkyne followed by deprotection and subsequent 5-exo cyclization. Sonogashira coupling between 6-halopurines and 2-propynylphenol gave only the alkyne coupling product and no cyclization took place. However, the Sonogashira product was unexpectedly rearranged to 6-(3-phenoxypropa-1,2-dienyl)purines under basic conditions. Theoretical calculations demonstrated that the allenes are more stable than their alkyne isomers.

Water-Tolerant ortho-Acylation of Phenols

A metal-free, water-tolerant, and one-pot process for ortho-acylation of phenols promoted by the iodine source/hydrogen peroxide system has been developed. This transformation undergoes ether formation, iodocyclization, C-C bond cleavage, and oxidative hydrolysis in a one-step manner, which is supported by control experiments.

Synthesis of 3-Organoselenyl-2H-Coumarins from Propargylic Aryl Ethers via Oxidative Radical Cyclization

A metal-free oxidative radical cyclization/selenylation of propargylic aryl ethers with diaryl diselenides was developed. This protocol provided an alternative method to synthesize 3-organoselenyl-2H-coumarins via the formation of C?Se bond, C?C bond, and C=O bond in one step. Moreover, a broad range of functional groups (such as halogen, aldehyde, ketone, cyano, and nitro group) were tolerated. (Figure presented.).