2562-42-7

Usage

Structure

Cyclic compound containing a cyclopentene ring with a nitromethyl group attached

Physical state

Colorless liquid at room temperature

Usage

Primarily used as a reagent in organic synthesis

Functional group

Nitromethyl group, an important functional group in organic chemistry

Applications

Building block in the production of various fine chemicals and pharmaceuticals

Precursor

Potential precursor in the synthesis of other important organic compounds

Safety

Must be handled with extreme caution and under strict safety measures due to its explosive nature

Importance

An important chemical reagent with various applications in the field of organic chemistry

Upstream product

• 75-52-5 nitromethane 
• 120-92-3 cyclopentanone 
• 936-52-7 1-(N-morpholino)cyclopent-1-ene 
• 625-75-2 nitroacetic acid 
• 90088-44-1 1-(nitromethyl)cyclopentyl acetate 
• 72936-38-0 1-(nitromethyl)cyclopentanol 

Downstream Products

• 109432-80-6 triphenyl (1-cyclopentenylmethyl)-phosphonium nitrite 
• 81769-23-5 N-benzyl-N-(cyclopent-1-en-1-ylmethyl)amine 
• 81769-19-9 ethyl 2-cyano-3-(1-cyclopentenyl) propanoate 
• 96921-45-8 1-(phenylsulfonylmethyl)cyclopentene 
• 96921-48-1 1-exo-methylenecyclopent-2-yl(phenyl) sulfone 
• 110-94-1 1,5-pentanedioic acid 
• 109432-85-1 [(E)-2-(cyclopent-1-en-1-yl)ethenyl]benzene 
• 109432-87-3 (E)-1-(4-chlorostyryl)cyclopentene 
• 109432-88-4 1-[(E)-2-(cyclopent-1-en-1-yl)ethenyl]-4-methoxybenzene 
• 109432-89-5 (E,E)-1-phenyl-4-(1-cyclopentenyl)-1,3-butadiene 
• 134916-72-6 6-ethoxy-3-(1-cyclopenten-1-yl)-5,6-dihydro-4H-1,2-oxazin-2-oxide 
• 51679-33-5 2-Phenylsulfanylmethyl-cyclopentanone 
• 61829-44-5 1-<(Phenylthio)methyl>-1-cyclopenten 

Relevant academic research and scientific papers

A convenient two-step procedure for the synthesis of di- and trisubstituted α-nitroalkenes from tertiary β-nitro alcohols

Treatment of tertiary β-nitro alcohols I, obtained by addition of lithium α-lithionitronates to ketones, with acetic anhydride followed by 1 equivalent of potassium methoxide or t-butoxide, according to the nature of R2, gives α-nitroalkenes II

Generation and cycloaddition reactions of substituted 2-nitro-1,3-dienes

4-Acyloxy-2-substituted-3-nitro-1-butenes have been utilized as convenient precursors of the corresponding 2-nitro-3-substituted-1,3-butadienes which could be easily generated in situ by heating or by treatment with sodium acetate and trapped by suitable

Preparation of 2-Nitromethyl-2-cycloalkenol and 2-Nitromethyl-2-cycloalkenone

Oxidation of 1-nitromethylcycloalkenes with m-chloroperbenzoic acid afforded the corresponding 2-nitromethyl-2-cycloalkenols, which were further converted into 2-nitromethyl-2-cycloalkenones.

Facile Synthesis of Allylic Nitro Compounds by N,N-dimethylethylenediamine-Catalyzed Condensation of Aliphatic and Alicyclic Ketones with Primary Nitroalkanes

Aliphatic as well as alicyclic ketones condense with primary nitroalkanes in the presence of N,N-dimethylethylenediamine (1) to give allylic nitro compounds selectively in good to excellent yields without forming α-nitro olefins.Condensation of 2-alkanones and 2-methylcyclopentanone with nitromethane produces the products of thermodynamic control, while the product of kinetic control is obtained from 2-methylcyclohexanone.Propiophenone, an aromatic ketone, reacted with nitromethane in a way analogous to aliphatic ketones to give the corresponding allylic nitro product.A reaction mechanism to account for the exclusive formation of allylic nitro compounds is proposed.Some allylic nitro compounds thus obtained are converted into α,β-unsaturated aldehydes and ketones by treatment with sodium methoxide and then TiCl3 in buffered solution.