22174-59-0

Basic information

• Product Name: Benzene, (3-methoxy-1-propynyl)-
• CAS NO: 22174-59-0
• Molecular Formula: C10H10O
• Molecular Weight: 146.189
• Mol File: 22174-59-0.mol
• Article Data: 25

Chemical Properties

• CAS DataBase Reference: Benzene, (3-methoxy-1-propynyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, (3-methoxy-1-propynyl)-(22174-59-0)
• EPA Substance Registry System: Benzene, (3-methoxy-1-propynyl)-(22174-59-0)

Safety Data

• Hazardous Substances Data: 22174-59-0(Hazardous Substances Data)

Upstream product

• 6738-06-3 phenylethynylmagnesium bromide 
• 13057-17-5 bromethyl methyl ether 
• 109-87-5 Dimethoxymethane 
• 536-74-3 phenylacetylene 
• 67-56-1 methanol 
• 1425747-00-7 4,4,5,5-tetramethyl-2-(3-phenylprop-2-yn-1-yl)-1,3,2-dioxaborolane 
• 108-86-1 bromobenzene 
• 113794-24-4 tributyl-(3-methoxy-propyn-1-yl)stannane 
• 42604-09-1 (methoxymethoxy)cyclohexane 
• 824-91-9 O-methoxymethylphenol 
• 591-50-4 iodobenzene 
• 1794-48-5 1-bromo-3-phenylprop-2-yne 
• 50874-12-9 (3-Phenyl-prop-2-ynyl)-carbamic acid methyl ester 
• 2579-22-8 Phenylpropargyl aldehyde 

Downstream Products

• 108674-56-2 1-phenyl-1,3-dimethoxy-2-hydroxymercurio-1-propene 
• 55563-72-9 3-methoxy-1-phenylpropan-1-one 
• 29417-89-8 1-methoxy-3-phenyl-2-propanone 
• 1005010-22-9 PtCl(P(C₆H₅)3)2CCH₂OCH₃CC₆H₅SC₆H₄Cl 
• 1158715-47-9 (Z)-6-(methoxymethyl)-7-phenyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)hept-6-en-3-one 
• 1203825-68-6 (E)-1-(1-fluoro-2-methoxy-4-phenyl-1-(phenylsulfonyl)but-3-enylsulfonyl)benzene 
• 104-55-2 3-phenyl-propenal 
• 1221441-14-0 methyl (2Z)-3-phenyl-2,3-bis(phenylsulfanyl)-2-propenyl ether 
• 104-53-0 3-phenyl-propionaldehyde 
• 103-25-3 3-phenylpropanoic acid methyl ester 
• 1343516-26-6 3-(1-methoxy-3-phenylprop-2-ynyl)-3-methylpentane-2, 4-dione 
• 1259056-87-5 C₁₉H₁₆O₂ 
• 1343516-38-0 2-acetyl-2-(1-methoxy-3-phenylprop-2-ynyl)cyclopentanone 
• 1343516-40-4 2-acetyl-2-(1-methoxy-3-phenylprop-2-ynyl)cyclohexanone 

Relevant articles and documents

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Rhodium-Catalyzed Regioselective Hydroformylation of Alkynes to α,β-Unsaturated Aldehydes Using Formic Acid

A rhodium-catalyzed hydroformylation of alkynes with formic acid was developed. The method provides α,β-unsaturated aldehydes in high yield and E-selectivity without the need to handle toxic CO gas.

A highly efficient and recyclable Pd(PPh3)4/PEG-400 system for Stille cross-coupling reactions of organostannanes with aryl bromides

Pd(PPh3)4 in PEG-400 is shown to be a highly efficient catalyst for the Stille cross-coupling reactions of various organotin compounds with aryl bromides. The reaction could be conducted at 80 °C using NaOAc as base, yielding a variety of biaryls, alkynes and alkenes in good to excellent yields. The isolation of the products was readily performed by extraction with petroleum ether and the Pd(PPh3)4/PEG-400 system could be easily recycled and reused five times without any significant loss of activity.

A practical synthesis of biaryls and aromatic acetylenes by stille coupling in room-temperature ionic liquids

The Stille cross-coupling reactions of aryl halides with aryl or alkynylstannanes have been achieved under mild conditions in 1-butyl-3-methylimidazolium hexafluorophosphate ([bmim][PF6]), affording the corresponding biaryls and aromatic acetylenes in good yields. Use of this solvent allows for facile recycling of the solvent and catalyst system, which can be used at least five times without loss of activity.