5437-59-2

Basic information

• Product Name: 1-methyl-4-(1-nitroethyl)benzene
• CAS NO: 5437-59-2
• Molecular Formula: C₉H₁₁NO₂
• Molecular Weight: 165.1891
• Mol File: 5437-59-2.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 250.8°C at 760 mmHg
• Flash Point: 104.1°C
• Density: 1.086g/cm³
• Vapor Pressure: 0.0213mmHg at 25°C
• Refractive Index: 1.525
• CAS DataBase Reference: 1-methyl-4-(1-nitroethyl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-methyl-4-(1-nitroethyl)benzene(5437-59-2)
• EPA Substance Registry System: 1-methyl-4-(1-nitroethyl)benzene(5437-59-2)

Safety Data

• Hazardous Substances Data: 5437-59-2(Hazardous Substances Data)

Usage

Nitroalkyl-substituted derivative

benzene This compound is derived from benzene by substituting a nitroethyl group at the 4-position.

Structure

a benzene ring with a methyl group at the 1-position and a nitroethyl group at the 4-position The compound's structure consists of a benzene ring with a methyl group attached to the first carbon atom and a nitroethyl group attached to the fourth carbon atom.

Usage

intermediate in the synthesis of various organic compounds 1-methyl-4-(1-nitroethyl)benzene is commonly used as an intermediate in the production of other organic compounds.

Applications

pharmaceutical and chemical industries The compound has potential applications in both the pharmaceutical and chemical industries.

Health and environmental risks

mutagenic and potentially carcinogenic The nitro group in 1-methyl-4-(1-nitroethyl)benzene is known to be mutagenic and potentially carcinogenic, posing health and environmental risks.

Proper handling and disposal

necessary to mitigate potential hazards To minimize the risks associated with this chemical, it is essential to handle and dispose of it properly.

Upstream product

• 1186-52-3 tetradeuterioacetic acid 
• 67609-56-7 1-ethyl-4-methyl-4-nitrocyclohexa-2,5-dienyl acetate 
• 79-24-3 Nitroethane 
• 106-38-7 para-bromotoluene 
• 536-50-5 CH₃C₆H₄CH(CH₃)OH 
• 159755-12-1 1-(1-bromoethyl)-4-methylbenzene 
• 622-96-8 4-methylethylbenzene 

Downstream Products

• 1610701-36-4 methyl 4-(4-methylphenyl)-4-nitropentanoate 
• 122-00-9 para-methylacetophenone 
• 1610701-48-8 5-methyl-5-(4-methylphenyl)pyrrolidin-2-one 
• 1610701-67-1 1,5-dimethyl-5-(4-methylphenyl)pyrrolidin-2-one 
• 1610701-68-2 1-benzyl-5-methyl-5-(4-methylphenyl)pyrrolidin-2-one 
• 1610701-69-3 1-allyl-5-methyl-5-(4-methylphenyl)pyrrolidin-2-one 
• 31659-47-9 1-Chlor-1-nitro-1-(p-tolyl)-ethan 

Relevant articles and documents

Micelle-enabled palladium catalysis for convenient sp2-sp3 coupling of nitroalkanes with aryl bromides in water under mild conditions

The efficacy of custom surfactant FI-750-M, designed to mimic polar solvents such as DMF and 1, 4-dioxane, has been demonstrated with the palladium-catalyzed sp2-sp3 coupling of nitroalkanes to aryl bromides using a heteroleptic palladium catalyst under unprecedentedly mild conditions. Optimized reaction conditions mostly provided good yields up to gram scale, with high selectivity and functional group tolerance for a wide scope of aryl bromides. Use of surfactant FI-750-M makes water the gross reaction medium and enables in-flask recycling. The behavior of the surfactant has been elucidated with DLS and cryo-TEM measurements, and mechanistic investigations have revealed the importance of the π-allyl ligand in the catalytic cycle.

Synthesis of 5-alkyl-5-aryl-1-pyrroline N-oxides from 1-aryl-substituted nitroalkanes and acrolein via Michael addition and nitro reductive cyclization

A general method for accessing 5-alkyl-5-aryl-1-pyrroline N-oxides (AAPOs) has been established using readily available aryl bromides, nitroalkanes, and acrolein as the starting materials. The palladium-catalyzed arylation of nitroalkanes gave the 1-aryl-substituted nitroalkanes, which underwent the Et3N-catalyzed Michael addition with acrolein at room temperature to afford the 4-aryl-4-nitroaldehydes. The latter were then subjected to the nitro reductive cyclization using Zn-HOAc in EtOH at 0 °C followed by warming the reaction mixture to room temperature for 24 h, furnishing the 5-alkyl-5-aryl-1-pyrroline N-oxides in good overall yields. Selected examples of 1,3-dipolar cycloaddition of the cyclic nitrones with methyl methacrylate were also described.