1314243-43-0

Basic information

• Product Name: (E)-3-azido-3-phenylprop-2-en-1-ol
• Synonyms: (E)-3-azido-3-phenylprop-2-en-1-ol
• CAS NO: 1314243-43-0
• Molecular Weight: 175.19
• Mol File: 1314243-43-0.mol

Chemical Properties

• CAS DataBase Reference: (E)-3-azido-3-phenylprop-2-en-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-3-azido-3-phenylprop-2-en-1-ol(1314243-43-0)
• EPA Substance Registry System: (E)-3-azido-3-phenylprop-2-en-1-ol(1314243-43-0)

Safety Data

• Hazardous Substances Data: 1314243-43-0(Hazardous Substances Data)

Upstream product

• 104-54-1 3-Phenylpropenol 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 1314243-11-2 (E)-(3-azido-3-phenylallyloxy)(tert-butyl)diphenylsilane 
• 258281-81-1 tert-butyl(cinnamyloxy)diphenylsilane 

Downstream Products

• 1314243-13-4 (E)-2-(3-azido-3-phenylallyl)isoindoline-1,3-dione 
• 1314243-12-3 (E)-(3-(allyloxy)-1-azidoprop-1-enyl)benzene 
• 1354970-23-2 (E)-3-(4-benzyl-1H-1,2,3-triazol-1-yl)-3-phenylprop-2-en-1-ol 
• 52124-00-2 (3-phenyl-2H-azirin-2-yl)methanol 
• 7127-19-7 2-phenyl-1,3-oxazoline 
• 1314243-11-2 (E)-(3-azido-3-phenylallyloxy)(tert-butyl)diphenylsilane 

Relevant articles and documents

[3 + 2]-Cycloadditions of nitrile ylides after photoactivion of vinyl azides under flow conditions

The photodenitrogenation of vinyl azides to 2H-azirines by using a photoflow reactor is reported and compared with thermal formation of 2H-azirines. Photochemically, the ring of the 2H-azirines was opened to yield the nitrile ylides, which underwent a [3 + 2]-cycloaddition with 1,3-dipolarophiles. When diisopropyl azodicarboxylate serves as the dipolarophile, 1,3,4-triazoles become directly accessible starting from the corresponding vinyl azide.

Multistep flow synthesis of vinyl azides and their use in the copper-catalyzed huisgen-type cycloaddition under inductive-heating conditions

The multistep flow synthesis of vinyl azides and their application in the synthesis of vinyltriazoles is reported. The synthesis relies on a stable polymer-bound equivalent of iodine azide that serves to carry out 1,2-functionalization of alkenes in a telescope flow protocol. The intermediate 2-iodo azides are subjected to a DBU-mediated polymer-supported elimination step yielding vinyl azides in good yield. The third step involves the formation of vinyl triazoles by a copper-catalyzed Huisgen-"click" cycloaddition. The required heat is generated by electromagnetic induction based on copper. Copper serves both as heatable as well as catalytically active packed-bed material inside the flow reactor.

Synthesis of isoquinolines from α-aryl vinyl azides and internal alkynes by Rh-Cu bimetallic cooperation

Catalysts in a relay: A synthetic method for delivering highly substituted isoquinolines has been developed (see scheme; Cp =C5Me5, DMF=N,N-dimethylformamide, TEMPO=2,2,6,6-tetramethylpiperidine-1-oxyl). A preliminary mechanistic study showed that the rhodium and copper cooperate synergistically in the multistep sequence.