1816-88-2

Basic information

• Product Name: Ethanone, 2-azido-1-phenyl-
• CAS NO: 1816-88-2
• Molecular Formula: C8H7N3O
• Molecular Weight: 161.163
• Mol File: 1816-88-2.mol
• Article Data: 118

Chemical Properties

• CAS DataBase Reference: Ethanone, 2-azido-1-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 2-azido-1-phenyl-(1816-88-2)
• EPA Substance Registry System: Ethanone, 2-azido-1-phenyl-(1816-88-2)

Safety Data

• Hazardous Substances Data: 1816-88-2(Hazardous Substances Data)

Upstream product

• 98-86-2 acetophenone 
• 64-17-5 ethanol 
• 7732-18-5 water 
• 70-11-1 α-bromoacetophenone 
• 876-27-7 4-chlorophenyl acetate 
• 124718-87-2 2-azido-1-phenylethan-1-ol 
• 3282-32-4 2-diazo-acetophenone 
• 532-27-4 1-chloroacetophenone 
• 471938-00-8 5-isothiocyanato-1H-indazole 
• 20187-61-5 mesyloxyacetophenone 
• 71-43-2 benzene 
• 23269-74-1 1-[1-(phenyl)vinyl]-1H-benzo[d][1,2,3]triazole 
• 536-74-3 phenylacetylene 
• 100-52-7 benzaldehyde 

Downstream Products

• 71559-22-3 2,5-diphenyl-1,6,10-trioxa-4-aza-5λ⁵-phospha-spiro[4.5]dec-2-ene 
• 92-71-7 2,5-diphenyloxazole 
• 68395-81-3 2-benzyl-5-phenyl-oxazole 
• 142868-15-3 C₁₇H₁₇N₄O⁽¹⁺⁾*Cl₆Sb^(1-) 
• 135307-33-4 N,5-diphenyloxazol-2-amine 
• 142868-12-0 C₁₃H₁₇N₄O⁽¹⁺⁾*Cl₆Sb^(1-) 
• 114196-61-1 C₂₆H₂₂NOP 
• 83629-95-2 (isoquinolin-3-yl)phenylmethanone 
• 141858-33-5 (2-Oxo-2-phenyl-ethyl)-phosphoramidic acid dimethyl ester 
• 26087-01-4 2-azido-1,3-diphenylpropen-1-one 
• 65-85-0 benzoic acid 
• 7664-41-7 ammonia 

Relevant articles and documents

A tandem reaction of 4-bromoalkyl aldehydes with sodium azide: Synthesis of 5,6,7,7a-tetrahydro-pyrrolo[1,2-d]-[1.2.3.4]oxatriazole

5,6,7,7a-Tetrahydro-pyrrolo[1,2-d]-[1.2.3.4]oxatriazoles were synthesized through a nucleophilic substitution-cycloaddition tandem reaction of 4-bromoalkyl aldehydes with sodium azide.

Tether influence on the binding properties of tRNALys 3 ligands designed by a fragment-based approach

A small library of 1,5-triazole derivatives linking a diaminocyclopentadiol and aromatic ketones has been prepared and screened using NMR and fluorescent techniques against tRNALys3, the HIV reverse transcription primer. The comparis

A domino annulation approach to 3,4-diacylpyrrolo[1,2-a]pyrazines: decoration of pyrazine units

A new one-pot, sequential three-component access to 3,4-diacylpyrrolo[1,2-a]pyrazine was achieved from the reaction of an α-haloketone, azide, andN-substituted pyrrole-2-carboxaldehyde under mild reaction conditions, through which a polysubstitution pattern on the pyrazine moiety of the scaffold was realized. The formation of multiple bonds (one C-C and two C-N) was enabled by this domino process involving thein situgeneration of α-iminoketones, intermolecular Mannich reaction, intramolecular imine formation, and aromatization. Construction of the relevant 3,4-diacylpyrazino[1,2-a]indole and further expansion of this chemical spaceviasynthetic elaboration of the resulting products were demonstrated as well. Preliminary biological screening of the synthesized derivatives against oral adenosquamous carcinoma cells (CAL-27) and triple negative human breast cancer cells (MDA-MB-231) led us to identify a potent hit compound (7o) having ～3 times strongerin vitroanticancer activity than that of the anticancer agent, capecitabine.

Microwave mediated synthesis of 2-aminooxazoles

A microwave mediated synthesis of 2-aminooxazoles at 150 °C was developed, providing products with a variety of functional groups. The reaction takes 5 min and provides product with a simple precipitation at moderate to good yields without the need for recrystallization or flash chromatography.

Visible-light-induced N-heterocyclic carbene mediated cascade transformation of N-alkenoxypyridinium salts

While N-alkenoxypyridinium salts are widely used for the synthesis of α-functionalized ketones via umpolung strategy, such approaches are usually limited to special nucleophiles at high temperatures. Herein, we developed an alternative photoinduced N-heterocyclic carbene (NHC)- mediated functionalization of N-alkenoxypyridinium salts with various nucleophiles, including tetramethylammonium azide, secondary amines, aryl and alkyl thiols, and even the challenging C(sp3)-nucleophiles, under mild conditions. A cascade radical-radical coupling/nucleophilic substitution sequence was proposed, wherein the NHC enabled the formation of a photoactive electron donor-acceptor complex for α-iodo ketone synthesis.

Regioselective reduction of 1h-1,2,3-triazole diesters

Regioselective reactions can play pivotal roles in synthetic organic chemistry. The reduction of several 1-substituted 1,2,3-triazole 4,5-diesters by sodium borohydride has been found to be regioselective, with the C(5) ester groups being more reactive towards reduction than the C(4) ester groups. The amount of sodium borohydride and reaction time required for reduction varied greatly depending on the N(1)-substituent. The presence of a β-hydroxyl group on the N(1)-substituent was seen to have a rate enhancing effect on the reduction of the C(5) ester group. The regioselective reduction was attributed to the lower electron densities of the C(5) and the C(5) ester carbonyl carbon of the 1,2,3-triazole, which were further lowered in cases involving intramolecular hydrogen bonding.