103441-67-4

Basic information

• Product Name: 1-ALLYL-2-NITRO-BENZENE
• Synonyms: 1-ALLYL-2-NITRO-BENZENE
• CAS NO: 103441-67-4
• Molecular Formula: C₉H₉NO₂
• Molecular Weight: 163.17326
• Mol File: 103441-67-4.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-ALLYL-2-NITRO-BENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-ALLYL-2-NITRO-BENZENE(103441-67-4)
• EPA Substance Registry System: 1-ALLYL-2-NITRO-BENZENE(103441-67-4)

Safety Data

• Hazardous Substances Data: 103441-67-4(Hazardous Substances Data)

Upstream product

• 88-74-4 2-nitro-aniline 
• 762-72-1 allyl-trimethyl-silane 
• 107616-19-3 2-propenyl o-nitrobenzoate 
• 552-16-9 ortho-nitrobenzoic acid 
• 609-73-4 o-nitroiodobenzene 
• 106-95-6 allyl bromide 
• 100-58-3 phenylmagnesium bromide 
• 300-57-2 allylbenzene 

Downstream Products

• 211935-16-9 3-(2-Nitro-phenyl)-propane-1,2-diol 
• 309974-70-7 (2-allylphenyl)carbamic acid tert-butyl ester 
• 1441228-60-9 2-(2-azidophenyl)but-3-en-1-yl pivalate 
• 1441228-56-3 2-(2-azidophenyl)but-3-en-1-yl acetate 
• 1441228-52-9 2-(2-aminophenyl)but-3-en-1-yl pivalate 
• 1441228-48-3 2-(2-aminophenyl)but-3-en-1-yl acetate 
• 1441228-44-9 2-(2-nitrophenyl)but-3-en-1-yl pivalate 
• 1441228-40-5 2-(2-nitrophenyl)but-3-en-1-yl acetate 
• 1239600-59-9 (E)-1,4-di(2-nitrophenyl)-2-butene 
• 129044-97-9 4-methyl-3-(2'-nitrophenyl)pyrrole-2-carboxylate d'ethyle 
• 1745-81-9 o-Allylphenol 
• 132871-64-8 3-{1-[2-(tert-Butyl-dimethyl-silanyloxy)-3-(2-nitro-phenyl)-propyl]-3-ethyl-6-oxo-piperidin-3-yl}-propionic acid methyl ester 
• 132871-63-7 8-ethyl-8-methoxycarbonylethyl-2-(2'-nitrobenzyl)-2,3,6,7,8,8a-hexahydro-5H-oxazolo-<3,2-a>-5-oxopyridine 
• 132871-51-3 [1-Azidomethyl-2-(2-nitro-phenyl)-ethoxy]-tert-butyl-dimethyl-silane 

Relevant articles and documents

General preparation of functionalized o-nitroarylmagnesium halides through an iodine-magnesium exchange

Highly functionalized aryl Grignard reagents with an ortho-nitro substituent have been synthesized from 2-iodonitroaryl compounds through an I-Mg exchange reaction with PhMgCl or mesityl magnesium bromide (see scheme). These reagents are stable (T-20°C f

Palladium(0)-catalyzed intramolecular decarboxylative allylation of ortho nitrobenzoic esters

A Pd/Ag bimetallic system has been developed for the decarboxylative allylation of ortho-nitrobenzoic esters in an intramolecular fashion. In contrast to the typical sp2-sp3 cross-coupling approach which requires air and moisture sensitive preformed organometallic reagents, we provide an alternative route to the synthesis of ortho-allyl nitroarenes from the corresponding ortho-nitrobenzoic acid derivatives. The reaction proceeds through a mechanistically distinct decarboxylative metalation pathway. A cooperative reactivity of palladium and silver is crucial for the reaction outcome.

Pd(0)-catalyzed alkene oxy- and aminoalkynylation with aliphatic bromoacetylenes

Tetrahydrofurans and pyrrolidines are among the most important heterocycles found in bioactive compounds. Cyclization-functionalization domino reactions of alcohols or amines onto olefins constitute one of the most efficient methods to access them. In this context, oxy- and aminoalkynylation are especially important reactions, because of the numerous transformations possible with the triple bond of acetylenes, yet these methods have been limited to the use of silyl protected acetylenes. Herein, we report the first palladium-catalyzed oxy- and aminoalkynylation using aliphatic bromoalkynes, which proceeded with high diastereoselectivity and functional group tolerance. A one-pot hydrogenation of the triple bond gave then access to alkyl-substituted tetrahydrofurans and pyrroldines. Finally, a detailed study of the side products formed during the reaction gave a first insight into the reaction mechanism.