139139-72-3

Basic information

• Product Name: 2,5-Cyclohexadien-1-one, 4-methoxy-4-(2-propynyloxy)-
• CAS NO: 139139-72-3
• Molecular Formula: C10H10O3
• Molecular Weight: 178.188
• Mol File: 139139-72-3.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 2,5-Cyclohexadien-1-one, 4-methoxy-4-(2-propynyloxy)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Cyclohexadien-1-one, 4-methoxy-4-(2-propynyloxy)-(139139-72-3)
• EPA Substance Registry System: 2,5-Cyclohexadien-1-one, 4-methoxy-4-(2-propynyloxy)-(139139-72-3)

Safety Data

• Hazardous Substances Data: 139139-72-3(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 34596-27-5 4-(prop-2-yn-1-yloxy)phenol 
• 34596-36-6 1,4-bis(prop-2-yn-1-yloxy)benzene 
• 107-19-7 propargyl alcohol 
• 150-76-5 4-methoxy-phenol 
• 17061-86-8 1-methoxy-4-(2-propynyloxy)benzene 

Downstream Products

• 139139-74-5 4-(buta-2,3-dien-1-yloxy)-4-methoxycyclohexa-2,5-dien-1-one 
• 18113-03-6 2-chloro-4-methoxyphenol 

Relevant articles and documents

Silver(I)-Catalyzed Enyne Cyclization/Aromatization of Alkyne-Tethered Cyclohexadienones to Access Meta-Substituted Phenols

Herein we report a highly regioselective silver(I)-catalyzed intramolecular annulation of alkyne-tethered cyclohexadienones to access meta-substituted phenols with enone functionality, which are difficult to synthesize from conventional methods. The reaction proceeds via intramolecular 1,6-enyne cyclization followed by aromatization and subsequent oxetene ring rearrangement. This strategy has also been compatible with a wide range of C-tethered cyclohexadienones to afford indanes in high yields. The unique functionality of products allows further transformations to expand the diversity.

Synthesis of cyclobutane-fused oxygen-containing tricyclic framework: Via thermally promoted intramolecular cycloaddition of cyclohexadienone-tethered allenes

We have developed a unique approach for the thermally promoted cycloaddition of cyclohexadienone-tethered allenes to form a versatile cyclobutane-fused oxygen-containing tricyclic framework in an environmentally friendly and atomic economic fashion with high regioselectivity. The reaction encompasses a broad substrate scope and functional group tolerance of cyclohexadienone moieties. Moreover, the cycloaddition was also applicable to the late-stage functionalization of pharmaceutically relevant compounds.

Anodic Oxidation of Aryl Propargyl and Aryl Allyl Ethers at a Platinum Electrode

The oxidation reactions of aromatic 3,3-sigmatropic systems have been investigated under different conditions viz. (a) anodic oxidation in amphiprotic and aprotic media, (b) reaction with (diacetoxyiodo)benzene and (c) reaction promoted by ceric ammonium nitrate.