227778-64-5

Basic information

• Product Name: Carbamic acid, (4-ethenylphenyl)-, phenylmethyl ester
• CAS NO: 227778-64-5
• Molecular Formula: C16H15NO2
• Molecular Weight: 253.301
• Mol File: 227778-64-5.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: Carbamic acid, (4-ethenylphenyl)-, phenylmethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, (4-ethenylphenyl)-, phenylmethyl ester(227778-64-5)
• EPA Substance Registry System: Carbamic acid, (4-ethenylphenyl)-, phenylmethyl ester(227778-64-5)

Safety Data

• Hazardous Substances Data: 227778-64-5(Hazardous Substances Data)

Upstream product

• 13139-17-8 N-(Benzyloxycarbonyloxy)succinimide 
• 1520-21-4 4-vinyl benzylamine 
• 371153-68-3 4-benzyloxycarbonylaminophenylacetylene 
• 92159-87-0 benzyl (4-bromophenyl)carbamate 
• 75927-49-0 pinacol vinylboronate 
• 3422-03-5 benzyloxycarbonyl azide 
• 2156-04-9 4-Vinylphenylboronic acid 
• 501-53-1 benzyl chloroformate 

Downstream Products

• 93008-63-0 N-(benzyloxycarbonyl)-4-ethylaniline 
• 589-16-2 4-aminoethylbenzene 
• 1427737-85-6 (E)-benzyl (4-(4,4,4-trifluorobut-1-en-1-yl)phenyl)carbamate 
• 1422040-86-5 C₄₂H₄₅N₅O₄ 
• 1422041-09-5 C₁₆H₁₉N₃ 
• 1422041-02-8 C₂₄H₂₃N₃O₄ 
• 1422041-01-7 C₂₃H₂₁N₃O₄ 

Relevant articles and documents

Interrogating Pd(II) Anion Metathesis Using a Bifunctional Chemical Probe: A Transmetalation Switch

Ligand metathesis of Pd(II) complexes is mechanistically essential for cross-coupling. We present a study of halide→OH anion metathesis of (Ar)PdII complexes using vinylBPin as a bifunctional chemical probe with Pd(II)-dependent cross-coupling pathways. We identify the variables that profoundly impact this event and allow control to be leveraged. This then allows control of cross-coupling pathways via promotion or inhibition of organoboron transmetalation, leading to either Suzuki-Miyaura or Mizoroki-Heck products. We show how this transmetalation switch can be used to synthetic gain in a cascade cross-coupling/Diels-Alder reaction, delivering borylated or non-borylated carbocycles, including steroid-like scaffolds.

Easily-controlled chemoselective hydrogenation by using palladium on boron nitride

The hydrogenation catalyzed heterogeneously by palladium on boron nitride (Pd/BN) in methanol realized the chemoselective hydrogenation of only azides, alkenes, and alkynes in the presence of other reducible functionalities such as benzyl ethers, aryl halides, aryl ketones, and nitro groups. Furthermore, the totally chemoselective semihydrogenation of alkynes could also be achieved without the reduction of other coexisting reducible functionalities, which include azides and alkenes, by using Pd/BN in pyridine as a solvent. Be unique, be selective: The chemoselective hydrogenation of azides, alkenes, and alkynes was achieved without the reduction of other reducible functionalities by the use of a heterogeneous palladium on boron nitride (Pd/BN) catalyst. Furthermore, Pd/BN was applicable to the unique and chemoselective semihydrogenation of alkynes without the reduction of azido functionalities in the presence of pyridine or diethylenetriamine.

Partial hydrogenation of alkynes to cis-olefins by using a novel Pd 0-polyethyleneimine catalyst

The creation and application of a new Pd0-polyethyleneimine complex catalyst (Pd0-PEI) was investigated. The 55 Pd 0-PEI catalyst was prepared by introduction of Pd(OAc)2 directly in the MeOH solution of deaerated PEI under Ar atmosphere. Reactions were carried out using 10 weight % versus substrate of 5% Pd0-PEI in 2mL solvent under H2 atmosphere at room temperature. The generality of the process was shown by disubstituting alkynes. Even for the substrate bearing a conjugated ketone on the alkyne, the serious over-reduction was not observed while significant cistrans isomerization of methyl styryl ketone accompanied the partial hydrogenation on the basis of keto-enol tautomerism. Pd0-PEI catalyst is also applicable to the partial hydrogenation of monosubstituted alkynes to monosubstituted olefins.