2749-97-5

Basic information

• Product Name: Benzene, 1-methoxy-4-(1,2-propadienyl)-
• CAS NO: 2749-97-5
• Molecular Formula: C10H10O
• Molecular Weight: 146.189
• Mol File: 2749-97-5.mol
• Article Data: 39

Chemical Properties

• CAS DataBase Reference: Benzene, 1-methoxy-4-(1,2-propadienyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-methoxy-4-(1,2-propadienyl)-(2749-97-5)
• EPA Substance Registry System: Benzene, 1-methoxy-4-(1,2-propadienyl)-(2749-97-5)

Safety Data

• Hazardous Substances Data: 2749-97-5(Hazardous Substances Data)

Upstream product

• 106-96-7 propargyl bromide 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 19115-30-1 1-(4-methoxyphenyl)-2-propyn-1-ol 
• 696-62-8 para-iodoanisole 
• 103594-89-4 4-methoxyphenyltitanium triisopropoxide 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 459-64-3 4-methoxybenzenediazonium tetrafluoroborate 
• 624-65-7 2-propynyl chloride 
• 709665-40-7 N,N-diisopropyl-3-(4-methoxyphenyl)prop-2-yn-1-amine 
• 53915-69-8 allenyltributylstannane 
• 474383-47-6 1-((E)-2-Benzenesulfinyl-3-bromo-propenyl)-4-methoxy-benzene 
• 123-11-5 4-methoxy-benzaldehyde 
• 50-00-0 formaldehyd 
• 768-60-5 4-methoxyphenylacetylen 

Downstream Products

• 120390-77-4 (R)-(-)-1-hydroxy-1-(4-methoxyphenyl)propan-2-one 
• 119341-75-2 (S)-(+)-1-hydroxy-1-(4-methoxyphenyl)propan-2-one 
• 5912-84-5 (E)-1,2-bis(4-methoxyphenyl)prop-1-ene 
• 25090-18-0 piperovatine 
• 83029-40-7 N-isobutyl-6-(p-methoxyphenyl)hexa-3,5-dienamide 
• 336192-30-4 2-(4-methoxyphenyl)-1-phenyl-3-trimethylstannyl-3-buten-1-one 
• 210920-25-5 Rh(η(3)-CH2C[CH(C6H4OMe-p)]C(=CH(C6H4OMe-p))CH2C(=CH(C6H4OMe-p))CH2CH2CH=CH(C6H4OMe-p))(PPh3)2 
• 210840-56-5 Rh(η(3)-CH2CHCHC6H4OCH3-p)(CO)(PPh3)2 
• 502431-17-6 (OCH₃)C₆H₄CHC(Si(CH₃)3)(CH₂Sn(C₄H₉)3) 
• 1234935-72-8 2-(dimethylphenylsilyl)-3-(4-methoxyphenyl)-2-propene 
• 1234935-70-6 (3-(4-methoxyphenyl)prop-1-en-2-yl)dimethyl(phenyl)silane 
• 1217435-96-5 (Z)-2-(1-(4-methoxyphenyl)prop-1-en-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 

Relevant articles and documents

Preparation of (E)-1,3-Enyne Derivatives through Palladium Catalyzed Hydroalkynylation of Allenes

A general and efficient palladium catalyzed hydroalkynylation of allenes was developed to produce synthetically versatile (E)-1,3-enyne derivatives with high regio- and stereoselectivity. This catalytic system proceeded under mild conditions and was compatible with a broad range of substrates, especially for allenes without electron-bias groups. This work further broadens the synthetic potential of these scaffolds in organic synthesis and medicinal chemistry.

Polymerization of Allenes by Using an Iron(II) β-Diketiminate Pre-Catalyst to Generate High Mn Polymers

Herein, we report an iron(II)-catalyzed polymerization of arylallenes. This reaction proceeds rapidly at room temperature in the presence of a hydride co-catalyst to generate polymers of weight up to Mn=189 000 Da. We have determined the polymer structure and chain length for a range of monomers through a combination of NMR, differential scanning calorimetry (DSC) and gel permeation chromatography (GPC) analysis. Mechanistically, we postulate that the co-catalyst does not react to form an iron(II) hydride in situ, but instead the chain growth is proceeding via a reactive Fe(III) species. We have also performed kinetic and isotopic experiments to further our understanding. The formation of a highly unusual 1,3-substituted cyclobutane side-product is also investigated.

Photoredox-Catalyzed α-Aminoalkylcarboxylation of Allenes with CO2

The photoredox-catalyzed α-aminoalkylcarboxylation of aryl allenes with CO2 and N,N-dimethylanilines is reported for the first time (26 examples, up to 96% yield). In the case of electron-deficient allenes, good regioselectivity was observed (up to 94:6), exclusively generating kinetic products over thermodynamic products. This protocol is a novel synthetic method for highly functionalized β,γ-unsaturated γ-aminobutyric esters.