313959-69-2

Basic information

• Product Name: 1-(cinnamyloxy)-4-nitrobenzene
• Synonyms: 1-(cinnamyloxy)-4-nitrobenzene
• CAS NO: 313959-69-2
• Molecular Weight: 255.273
• Mol File: 313959-69-2.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 1-(cinnamyloxy)-4-nitrobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(cinnamyloxy)-4-nitrobenzene(313959-69-2)
• EPA Substance Registry System: 1-(cinnamyloxy)-4-nitrobenzene(313959-69-2)

Safety Data

• Hazardous Substances Data: 313959-69-2(Hazardous Substances Data)

Upstream product

• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 7693-46-1 4-Nitrophenyl chloroformate 
• 959410-05-0 (E)-cinnamyl 4-nitrophenyl carbonate 
• 905718-45-8 [(4-nitrophenyl)(phenyl)iodonium trifluoromethanesulfonate] 
• 104-54-1 3-Phenylpropenol 
• 100-02-7 4-nitro-phenol 
• 86537-61-3 ethyl cinnamylcarbonate 
• 28558-45-4 C₁₆H₁₃NO₅ 

Downstream Products

• 1414864-61-1 4-nitro-2-(1-phenylallyl)phenyl methanesulfonate 
• 1414864-95-1 4-nitro-2-(1-phenylprop-1-en-1-yl)phenyl methanesulfonate 
• 1414864-62-2 4-nitro-2-(1-phenylprop-1-en-1-yl)phenyl methanesulfonate 
• 20455-07-6 p-nitrophenyl methanesulfonate 

Relevant articles and documents

Regio- and Enantioselective Allylation of Phenols via Decarboxylative Allylic Etherification of Allyl Aryl Carbonates Catalyzed by (Cyclopentadienyl)ruthenium(II) Complexes and Pyridine-Hydrazone Ligands

(Cyclopentadienyl)tris(acetonitrile)ruthenium hexafluorophosphate [CpRu(CH3CN)3][PF6] in combination with pyridine-hydrazone ligands efficiently catalyzes the asymmetric decarboxylative allylic rearrangement of allyl aryl carbonates. Formation of C-O bonds with high regio- and enantioselectivity ratios (up to 95:5 and 98% ee) is obtained. Good stereocontrol of the pseudotetrahedral geometry of the CpRu moiety is achieved by the hydrazone ligand and its "electron-poor" nature is evidenced through the epimerization of the hexacoordinated TRISPHAT-N anion.

Metal-free synthesis of aryl ethers in water

The first arylation of allylic and benzylic alcohols with diaryliodonium salts is reported. The reaction yields alkyl aryl ethers under mild and metal-free conditions. Phenols are arylated to diaryl ethers in good to excellent yields. The reaction employs diaryliodonium salts and sodium hydroxide in water at low temperature, and excess amounts of the coupling partners are avoided.

Tsuji-Trost allylations with palladium recovery by phosphines/Pd(0)-triolefinic macrocyclic catalysts

The allylation of several nitrogen and oxygen based nucleophiles with ethyl cinnamyl carbonate under mild conditions is described. The processes take place in the absence of added base and in the presence of the precatalytic system Pd(0)-triolefinic macrocycle/1,1′-bis(diphenylphosphino)ferrocene. The macrocyclic ligand plays a key role in the recovery of the metal in the form of the initial macrocyclic complex.