53213-08-4

Basic information

• Product Name: Phosphorane, triphenyl(2-phenylethylidene)-
• CAS NO: 53213-08-4
• Molecular Formula: C26H23P
• Molecular Weight: 366.442
• Mol File: 53213-08-4.mol

Chemical Properties

• CAS DataBase Reference: Phosphorane, triphenyl(2-phenylethylidene)-(CAS DataBase Reference)
• NIST Chemistry Reference: Phosphorane, triphenyl(2-phenylethylidene)-(53213-08-4)
• EPA Substance Registry System: Phosphorane, triphenyl(2-phenylethylidene)-(53213-08-4)

Safety Data

• Hazardous Substances Data: 53213-08-4(Hazardous Substances Data)

Upstream product

• 82294-45-9 Triphenyl-(2-phenyl-1-trimethylsilanyl-ethyl)-phosphonium; bromide 
• 53213-26-6 (2-phenylethyl)triphenylphosphonium bromide 
• 103-63-9 1-phenyl-2-bromoethane 
• 603-35-0 triphenylphosphine 
• 100-39-0 benzyl bromide 
• 3739-97-7 (trimethylsilyl)methylenetriphenylphosphorane 
• 5044-52-0 vinyltriphenylphosphonium bromide 
• 591-51-5 phenyllithium 

Downstream Products

• 53213-16-4 C₂₇H₂₃O₂P 
• 5209-18-7 cis-1,3-diphenylpropene 
• 3412-44-0 (1E)-1,3-diphenylpropene 
• 75473-94-8 (E)-(non-2-en-1-yl)benzene 
• 97632-26-3 (Z)-non-2-en-1-ylbenzene 
• 56434-73-2 1-phenyl-3-methylbut-2-ene-4,4,4,3',3',3'-d6 
• 1587723-43-0 1-benzyl 5-ethyl 4-ethylidene-2-methylenepentanedioate 

Relevant articles and documents

Enantioselective palladium-catalyzed addition of malonates to 3,3-difluoropropenes

Monofluoroalkenes bearing a malonate unit at the β position can be synthesized by the enantioselective addition of diesters to 3,3-difluoropropenes. The difference in reactivity regarding the geometry and the substituents of the alkene of the 3,3-difluoropropenes, as well as the alkyl groups of the malonates, was studied and limitations were identified. The reaction was also performed with different 3,3-difluoropropenes. Further synthetic transformations of a newly functionalized monofluoroalkene were also accomplished.

Catalyst-free synthesis of skipped dienes from phosphorus ylides, allylic carbonates, and aldehydes via a one-pot SN2′ allylation-wittig strategy

A catalyst-free allylic alkylation of stabilized phosphorus ylides with allylic carbonates via a regioselective SN2′ process is presented. Subsequent one-pot Wittig reaction with both aliphatic and aromatic aldehydes as well as ketenes provides structurally diverse skipped dienes (1,4-dienes) in generally high yields and moderate to excellent stereoselectivity with flexible substituent patterns. This one-pot S N2′ allylation-Wittig strategy constitutes a convenient and efficient synthetic method for highly functionalized skipped dienes from readily available starting materials.

Allylic Selenides in Organic Synthesis: New Methods for the Synthesis of Allylic Amines

Oxidative rearrangement of allylic selenides in the presence of various amine nucleophiles provides synthetic access to a variety of allylic amine derivatives.The stereochemical outcome of these reactions has been investigated, and is consistent with a -sigmatropic rearrangement mechanism.Several D-α-amino acids and racemic β,γ-unsaturated α-amino acids were prepared in this manner.A variant of this process employing an achiral allylic selenide and chiral amide afforded protected allylic amines in low diastereoisomeric excess.

THE ADDITION OF CUPRATES TO VINYLTRIPHENYLPHOSPHONIUM BROMIDE: A SYNTHESIS OF 1,5-DISUBSTITUTED Z,Z-PENTA-1,4-DIENES

It is shown that alkyl, alkenyl and aryl cuprates add to vinyltriphenylphosphonium bromide to provide phosphoranes and that the Z:E ratio of their Wittig condensation products with benzaldehyde and hexanal are strongly influenced by the addition of hexame