17667-39-9

Basic information

• Product Name: Carbonazidic acid, phenyl ester
• CAS NO: 17667-39-9
• Molecular Formula: C7H5N3O2
• Molecular Weight: 163.136
• Mol File: 17667-39-9.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Carbonazidic acid, phenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Carbonazidic acid, phenyl ester(17667-39-9)
• EPA Substance Registry System: Carbonazidic acid, phenyl ester(17667-39-9)

Safety Data

• Hazardous Substances Data: 17667-39-9(Hazardous Substances Data)

Upstream product

• 108-95-2 phenol 
• 1885-14-9 phenyl chloroformate 

Downstream Products

• 35045-24-0 3-(tri-morpholin-4-yl-λ⁵-phosphanylidene)-triaz-1-ene-1-carboxylic acid phenyl ester 
• 90454-54-9 phenyl N-(2,5,5-trichloro-2,5-dihydro-2-thienyl)-carbamate 
• 90454-56-1 phenyl N-(3,5-dichloro-2-thienyl)-carbamate 
• 90454-53-8 phenyl N-(2,5,5-tribromo-2,5-dihydro-2-thienyl)-carbamate 
• 90454-55-0 phenyl N-(3,5-dibromo-2-thienyl)-carbamate 
• 59-49-4 2-Benzoxazolinone 
• 90454-51-6 N-phenoxycarbonyl-(2,3,4,5-tetrachloro-1-thiophenio)amide 
• 90454-57-2 phenyl N-(3,4,5-tribromo-2-thienyl)-carbamate 
• 139936-76-8 bis{(2,4,6-trimethylphenyl)(trimethylsilyl)amino}-isocyanato(phenoxy)germane 
• 557795-58-1 C₁₄H₁₃NO₂S 
• 75-13-8 isocyanic acid 
• 124-38-9 carbon dioxide 
• 4727-22-4 cyclopentadienylidenemethanone 
• 20830-58-4 1,3-cyclopentadiene-1-carbonitrile 

Relevant articles and documents

Catalytic Decarboxylative C?N Formation to Generate Alkyl, Alkenyl, and Aryl Amines

Transition-metal-catalyzed sp2 C?N bond formation is a reliable method for the synthesis of aryl amines. Catalytic sp3 C?N formation reactions have been reported occasionally, and methods that can realize both sp2 and sp3 C?N formation are relatively unexplored. Herein, we address this challenge with a method of catalytic decarboxylative C?N formation that proceeds through a cascade carboxylic acid activation, acyl azide formation, Curtius rearrangement and nucleophilic addition reaction. The reaction uses naturally abundant organic carboxylic acids as carbon sources, readily prepared azidoformates as the nitrogen sources, and 4-dimethylaminopyridine (DMAP) and Cu(OAc)2 as catalysts with as low as 0.1 mol % loading, providing protected alkyl, alkenyl and aryl amines in high yields with gaseous N2 and CO2 as the only byproducts. Examples are demonstrated of the late-stage functionalization of natural products and drug molecules, stereospecific synthesis of useful α-chiral alkyl amines, and rapid construction of different ureas and primary amines.

Copper(I)-Catalyzed Synthesis of 1,4-Disubstituted 1,2,3-Triazoles from Azidoformates and Aryl Terminal Alkynes

The copper(I)-catalyzed azide-alkyne cycloaddition reaction has been extensively studied and widely applied in organic synthesis. However, the formation of 1,2,3-triazoles with electron-deficient azide has been a challenging problem. In this report, we ha

Cesium Carboxylate-Promoted Iridium Catalyzed C-H Amidation/Cyclization with 2,2,2-Trichloroethoxycarbonyl Azide

An Ir(III)-catalyzed direct C-H amidation/cyclization of benzamides using 2,2,2-trichloroethoxycarbonyl azide (TrocN3) as the aminocarbonyl source is reported. With the aid of cesium carboxylate, the reactions proceed efficiently and with high regioselectivity, producing various functionalized quinazoline-2,4(1H,3H)-diones, which are important building blocks and key synthetic intermediates for biologically and medicinally important compounds. During the reactions, two new C-N bonds were formed by breaking C-H and N-H bonds sequence.