53395-25-8

Basic information

• Product Name: Benzene, 1,1'-(3-methoxy-1-propyne-1,3-diyl)bis-
• CAS NO: 53395-25-8
• Molecular Formula: C16H14O
• Molecular Weight: 222.287
• Mol File: 53395-25-8.mol
• Article Data: 21

Chemical Properties

• CAS DataBase Reference: Benzene, 1,1'-(3-methoxy-1-propyne-1,3-diyl)bis-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1,1'-(3-methoxy-1-propyne-1,3-diyl)bis-(53395-25-8)
• EPA Substance Registry System: Benzene, 1,1'-(3-methoxy-1-propyne-1,3-diyl)bis-(53395-25-8)

Safety Data

• Hazardous Substances Data: 53395-25-8(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 1817-49-8 1,3-diphenyl-1-propyn-3-ol 
• 261759-73-3 carbonic acid 1,3-diphenylprop-2-ynyl ester methyl ester 
• 4187-87-5 1-Phenyl-2-propyn-1-ol 
• 100-52-7 benzaldehyde 
• 536-74-3 phenylacetylene 
• 149-73-5 trimethyl orthoformate 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 98-86-2 acetophenone 
• 74-88-4 methyl iodide 
• 308848-54-6 (1,3-diphenyl-prop-2-ynyl)-i-butylcarbonate 
• 93321-44-9 1,3-diphenylprop-2-yn-1-yl acetate 
• 73628-00-9 (benzotriazole-1-yl)methoxymethylbenzene 
• 2170-06-1 1-Phenyl-2-(trimethylsilyl)acetylene 

Downstream Products

• 53395-19-0 4-Methoxy-1-naphthalen-1-yl-4,4-diphenyl-but-2-yn-1-one 
• 53395-20-3 (E)-3-Chloro-4-methoxy-1-naphthalen-1-yl-4,4-diphenyl-but-2-en-1-one 
• 4980-70-5 1,3-diphenyl-1-propyne 
• 116118-03-7 (E)-(3-methoxyprop-1-ene-1,3-diyl)dibenzene 

Relevant articles and documents

Heterogeneous gold(I)-catalyzed three-component reaction of aldehydes, alkynes, and orthoformates toward propargyl ethers

A novel and efficient heterogeneous gold(I)-catalyzed three-component reaction of aldehydes, alkynes, and orthoformates has been developed that proceeds smoothly in dichloroethane (DCE) at 83 °C in the presence of 5 mol% magnetic nanoparticles-anchored phosphine gold(I) complex (Fe3O4@SiO2-P-AuOTf) and offers a general and practical approach for the preparation of a variety of propargyl ethers with good yields. This heterogeneous gold(I) catalyst can be facilely recovered by simply applying an external magnetic field and recycled at least eight times without any apparent decrease in the catalytic efficiency.

Catalytic Alkynylation of Cyclic Acetals and Ketals Enabled by Synergistic Gold(I)/Trimethylsilyl Catalysis

A completely regioselective and challenging gold(I)-catalyzed ring-opening of cyclic 1,3-dioxolanes and dioxanes by trimethylsilyl alkynes to set diol-derived propargyl trimethylsilyl bis-ethers is reported. This unprecedented and not trivial transformation does not operate with the catalytic methodologies recently reported for catalytic alkynylation of acyclic acetals/ketals, and is uniquely enabled by the application of a recently introduced synergistic gold(I)-silicon catalysis concept capable of producing simultaneously catalytic amounts of two key players, a silicon-based Lewis superacid and a nucleophilic gold acetylide.

A General Access to Propargylic Ethers through Br?nsted Acid Catalyzed Alkynylation of Acetals and Ketals with Trifluoroborates

A general Br?nsted acid catalyzed methodology for the alkynylation of acetals and ketals with alkynyltrifluoroborate salts has been developed. The reaction proceeds rapidly to afford valuable synthetic building block propargylic ethers in good to excellent yields. Unlike Lewis acid catalyzed transformations of trifluoroborates, this approach does not proceed via unstable organodifluoroborane intermediate. As a result, the developed methodology features excellent functional group tolerance and good atom economy. Br?nsted acid catalyzed alkynylation of acetals and ketals is described. Alkynyltrifluoroborate salts react rapidly to afford propargylic ethers. Organodifluoroborane, which is a common intermediate in Lewis acid catalyzed reactions of trifluoroborates, has not been observed. The reaction exhibits generally high yields and excellent functional group tolerance.