22396-07-2

Basic information

• Product Name: 1-Cyclopropyl-3-nitrobenzene
• Synonyms: 1-Cyclopropyl-3-nitrobenzene
• CAS NO: 22396-07-2
• Molecular Formula: C₉H₉NO₂
• Molecular Weight: 163.17
• Mol File: 22396-07-2.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1-Cyclopropyl-3-nitrobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Cyclopropyl-3-nitrobenzene(22396-07-2)
• EPA Substance Registry System: 1-Cyclopropyl-3-nitrobenzene(22396-07-2)

Safety Data

• Hazardous Substances Data: 22396-07-2(Hazardous Substances Data)

Usage

Benzene derivative

A derivative of benzene This compound is derived from benzene by attaching a cyclopropyl group and a nitro group to the benzene ring.

Cyclopropyl group

A three-carbon ring The cyclopropyl group is a small ring structure containing three carbon atoms, which is attached to the benzene ring in this compound.

Nitro group

A functional group with one oxygen atom double-bonded to a nitrogen atom (-NO2) The nitro group is another functional group attached to the benzene ring, contributing to the compound's reactivity and properties.

Common use

Synthesis of organic compounds and pharmaceuticals 1-Cyclopropyl-3-nitrobenzene is frequently used as an intermediate in the synthesis of various organic compounds and pharmaceuticals due to its reactivity and unique structural properties.

Distinct odor

A noticeable smell This chemical compound has a distinct odor, which may be useful for identification purposes or as a safety precaution when handling the substance.

Yellow crystalline solid

A solid form with a yellow color and crystalline structure At room temperature, 1-Cyclopropyl-3-nitrobenzene is a yellow crystalline solid, which is a characteristic of its physical properties.

Applications

Organic chemistry and pharmaceutical research Due to its unique structural properties and reactivity, this chemical compound is widely used in the fields of organic chemistry and pharmaceutical research.

Upstream product

• 598-58-3 methyl nitrate 
• 873-49-4 cyclopropylbenzene 
• 586-39-0 1-nitro-3-vinyl-benzene 
• 80-11-5 N-methyl-N-nitrosotoluene-p-sulfonamide 
• 1372474-95-7 sodium 3-(N-methyl-N-nitrososulfamoyl)benzoate 

Relevant articles and documents

Laboratory-Scale Membrane Reactor for the Generation of Anhydrous Diazomethane

A configurationally simple and robust semibatch apparatus for the in situ on-demand generation of anhydrous solutions of diazomethane (CH2N2) avoiding distillation methods is presented. Diazomethane is produced by base-mediated decomposition of commercially available Diazald within a semipermeable Teflon AF-2400 tubing and subsequently selectively separated from the tubing into a solvent- and substrate-filled flask (tube-in-flask reactor). Reactions with CH2N2 can therefore be performed directly in the flask without dangerous and labor-intensive purification operations or exposure of the operator to CH2N2. The reactor has been employed for the methylation of carboxylic acids, the synthesis of α-chloro ketones and pyrazoles, and palladium-catalyzed cyclopropanation reactions on laboratory scale. The implementation of in-line FTIR technology allowed monitoring of the CH2N2 generation and its consumption. In addition, larger scales (1.8 g diazomethane per hour) could be obtained via parallelization (numbering up) by simply wrapping several membrane tubings into the flask.

Electrophilic Aromatic Nitration in the Gas Phase

Aromatic nitration by MeO+(H)NO2, in essence nitronium ion solvated by one methanol molecule, has been studied in the gas phase by using an integrated approach, based on the coordinate application of ICR, Cl, and CID mass spetrometric methods with a highly complementary radiolytic technique.The latter can be used in gases at atmospheric pressure and allows direct evaluation of key mechanistic features, in particular of substrate and positional selectivity.The results resolve early discrepancies between gas-phase and liquid-phase studies, characterizing the reaction as a typical, well-behaved electrophilic substitution of moderate selectivity.The date from the gas-phase nitration of ten monosubstituted benzenes fit a Hammett's type linear plot, characterized by a ρ value of -3.87.The correlation does not extend to highly activated substrates, such as anisole and mesitylene, since the nitration rate tends to a limiting value that cannot be increased by further enhancing the activation of the substrate, exactly as in "encounter-rate" nitrations occurring in solution.The mechanism and the energetics of the gas-phase nitration have been investigated, and the relative stability of the charged intermediates involved, in particular of the isomeric protonated nitrobenzenes, has been estimated by theoretical approaches at two different levels, using STO-3G minimal basis and 4-31G split-valence basis sets.