50900-55-5

Basic information

• Product Name: Benzene, 2,4-dimethoxy-1-(1E)-1-propenyl-
• CAS NO: 50900-55-5
• Molecular Formula: C11H14O2
• Molecular Weight: 178.231
• Mol File: 50900-55-5.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Benzene, 2,4-dimethoxy-1-(1E)-1-propenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 2,4-dimethoxy-1-(1E)-1-propenyl-(50900-55-5)
• EPA Substance Registry System: Benzene, 2,4-dimethoxy-1-(1E)-1-propenyl-(50900-55-5)

Safety Data

• Hazardous Substances Data: 50900-55-5(Hazardous Substances Data)

Upstream product

• 1530-32-1 ethyltriphenylphosphonium bromide 
• 613-45-6 2,4-Dimethoxybenzaldehyde 
• 3698-23-5 Osmorhizole 
• 2065-66-9 methyl-triphenylphosphonium iodide 
• 829-39-0 (E/Z)-2',4'-dimethoxy-1-propenylbenzene 
• 151-10-0 1,3-Dimethoxybenzene 
• 831-00-5 2,4-dimethoxypropiophenone 
• 830-99-9 1-(2,4-dimethoxyphenyl)propan-1-ol 

Downstream Products

• 36680-47-4 di-methyl ether of 4-n-propyl resorcinol 
• 831-00-5 2,4-dimethoxypropiophenone 
• 831-29-8 1-(2,4-dimethoxyphenyl)propan-2-one 
• 184900-71-8 (2R,3R)-6-Benzyloxy-2-(2,4-dimethoxy-phenyl)-3-methyl-2,3-dihydro-benzofuran-5-ol 

Relevant articles and documents

Synthesis, antiepileptic effects, and structure-activity relationships of α-asarone derivatives: In vitro and in vivo neuroprotective effect of selected derivatives

In the present study, we compared the antiepileptic effects of α-asarone derivatives to explore their structure-activity relationships using the PTZ-induced seizure model. Our research revealed that electron-donating methoxy groups in the 3,4,5-position on phenyl ring increased antiepileptic potency but the placement of other groups at different positions decreased activity. Besides, in allyl moiety, the optimal activity was reached with either an allyl or a 1-butenyl group in conjugation with the benzene ring. The compounds 5 and 19 exerted better neuroprotective effects against epilepsy in vitro (cell) and in vivo (mouse) models. This study provides valuable data for further exploration and application of these compounds as potential anti-seizure medicines.

Radical Cation Diels-Alder Reactions by TiO2 Photocatalysis

Radical cation Diels-Alder reactions by titanium dioxide (TiO2) photocatalysis in lithium perchlorate/nitromethane solution are described. TiO2 photocatalysis promotes reactions between electron-rich dienes and dienophiles, which would otherwise be difficult to accomplish due to electronic mismatching. The reactions are triggered by hole oxidation of the dienophile and are completed by the excited electron reduction of the radical cation intermediate at the dispersed surface in the absence of any sacrificial substrate.

Enantioselective Oxy-Heck–Matsuda Arylations: Expeditious Synthesis of Dihydrobenzofuran Systems and Total Synthesis of the Neolignan (?)-Conocarpan

This work discloses the first examples of an effective enantioselective oxy-Heck–Matsuda reaction using a variety of styrenic olefins to generate chiral dihydrobenzofurans. The reaction proceeds in moderate to good yields, with high trans diastereoselectivity (up to 20:1) in enantioselectivities up to 90:10 using the N,N-ligand pyrimidine-bisoxazoline (PyriBox). The oxy-Heck–Matsuda reactions were carried out under mild conditions and rather low catalyst loadings. The feasibility and practicality of the process is demonstrated by a concise total synthesis of the neolignan (?)-conocarpan. X-ray diffraction of an advanced brominated intermediate in the route to (?)-conocarpan has allowed the unequivocal assignment of the absolute stereochemistry of the oxy-Heck–Matsuda aryldihydrobenzofuran products. A rationale for the mechanism operating in these enantioselective oxy-Heck–Matsuda reactions is also presented. (Figure presented.).