72486-03-4

Basic information

• Product Name: Benzenemethanol, a-(3-phenyl-1-propenyl)-, (E)-
• CAS NO: 72486-03-4
• Molecular Formula: C16H16O
• Molecular Weight: 224.302
• Mol File: 72486-03-4.mol

Chemical Properties

• CAS DataBase Reference: Benzenemethanol, a-(3-phenyl-1-propenyl)-, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanol, a-(3-phenyl-1-propenyl)-, (E)-(72486-03-4)
• EPA Substance Registry System: Benzenemethanol, a-(3-phenyl-1-propenyl)-, (E)-(72486-03-4)

Safety Data

• Hazardous Substances Data: 72486-03-4(Hazardous Substances Data)

Upstream product

• 56253-61-3 Phenyl-3-phenylpropylselenid 
• 100-52-7 benzaldehyde 
• 934-56-5 trimethyl(phenyl)stannane 
• 21699-64-9 trans-2-phenyl-3-ethenyl oxirane 
• 20248-57-1 2-phenyl-3-vinyloxirane 
• 637-59-2 1-Bromo-3-phenylpropane 
• 98-80-6 phenylboronic acid 
• 21699-63-8 cis-2-phenyl-3-ethenyl oxirane 
• 55177-35-0 (E)-4-phenyl-2-butenal 

Downstream Products

• 380892-96-6 1,4-diphenyl-1-benzyloxybut-2-ene 

Relevant articles and documents

Palladium pincer complex catalyzed cross-coupling of vinyl epoxides and aziridines with organoboronic acids

Palladium-catalyzed crosscoupling of vinyl epoxides and aziridines with organoboronic acids was performed by using 0.5-2.5 mol % pincer-complex catalyst. The reactions proceed under mild conditions affording allyl alcohols and amines with high regioselectivity and in good to excellent yields. Under the applied reaction conditions aromatic chloro-, bromoand iodo substituents are tolerated. Our results indicate that the mechanism of the pincer complex catalyzed and the corresponding palladium(O) catalyzed process is substantially different. It was concluded that the transformations proceed via transmetalation of the organoboronic acids to the pincercomplex catalyst followed by an S N2′type opening of the vinyl epoxide or aziridine substrate. In this process the palladium atom is kept in oxidation state +2 under the entire catalytic process, and therefore oxidative side reactions can be avoided.

Strategies for fine-tuning the catalytic activity of pincer-complexes

Various methoxy substituted pincer-complexes were prepared in order to study the substituent effects on the catalytic activity in palladium catalyzed opening of vinyl epoxides and boronation of cinnamyl alcohol. The results clearly show that methoxy substitution at the para-position of the pincer-complex leads to up to fourfold acceleration of the catalytic reactions, while substitution of the side-arms does not change the activity of the complex or leads to a slight deceleration of the catalytic processes.

Synthesis of N-protected allylic amines from allyl ethers

A synthetic method for N-protected allylic amines from allyl ethers using chlorosulfonyl isocyanate (CSI) is presented. The reaction of 4-phenylbut-2-enyl methyl ether (1i) with CSI afforded methyl N-(1-benzylallyl)carbamate (2i) and methyl N-(4-phenylbut

PALLADIUM CATALYZED COUPLING OF ORGANOSTANNANES WITH VINYL EPOXIDES

The coupling reaction of organotin reagents with vinyl epoxides, catalyzed by palladium, takes place at ambient temperatures, regioselectively, giving predominately the 1,4-addition product.Both aryl- and vinylstannanes undergo coupling in high yields, wh