874-44-2

Basic information

• Product Name: 6-nitrobicyclo[2.2.1]hept-2-ene
• Synonyms: 6-nitrobicyclo[2.2.1]hept-2-ene
• CAS NO: 874-44-2
• Molecular Formula: C₇H₉NO₂
• Molecular Weight: 139.15
• Mol File: 874-44-2.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 228.5 °C at 760 mmHg
• Flash Point: 102.6 °C
• Appearance: /
• Density: 1.21 g/cm³
• CAS DataBase Reference: 6-nitrobicyclo[2.2.1]hept-2-ene(CAS DataBase Reference)
• NIST Chemistry Reference: 6-nitrobicyclo[2.2.1]hept-2-ene(874-44-2)
• EPA Substance Registry System: 6-nitrobicyclo[2.2.1]hept-2-ene(874-44-2)

Safety Data

• Hazardous Substances Data: 874-44-2(Hazardous Substances Data)

Usage

General Description

6-nitrobicyclo[2.2.1]hept-2-ene is an organic compound with the molecular formula C7H9NO2. It is a bicyclic compound that contains a nitro group and a double bond within the ring structure. This chemical is commonly used in organic synthesis and may also have applications in the production of pharmaceuticals and agrochemicals. The presence of the nitro group in the molecule gives it potential for use as a precursor in the synthesis of various organic compounds. Due to its unique structure and potential applications, 6-nitrobicyclo[2.2.1]hept-2-ene is of interest to researchers in the fields of organic chemistry and chemical synthesis.

Upstream product

• 3638-64-0 1-nitroethylene 
• 542-92-7 cyclopenta-1,3-diene 
• 18942-89-7 2-nitroethyl acetate 
• 77-73-6 bi(cyclopentadiene) 

Downstream Products

• 18530-45-5 endo-5-Aminobicyclo[2.2.1]hept-2-ene 
• 6343-65-3 endo-2-nitronorbornane 

Relevant articles and documents

Nitroethylene: A Stable, Clean, and Reactive Agent for Organic Synthesis

Contrary to current belief, nitroethylene is a stable reagent and holds promise as a useful and reactive synthon.Nitroethylene can be prepared in 20-25-g lots, and standard, refrigerated solutions in common solvents provide a good and ready source of the reagent.The reagent purity can be easily monitored by titration against tetraphenylcyclopentadienone (tetracyclone) coupled with the isolation of the colorless crystalline adduct.With reactive substrates, nitroethylene reacts with greatest ease at low temperatures, leading to functionalized systems having potential for further elaboration.With systems that require heating, the limited stability of nitroethylene itself complicates the course of the reaction.Cyclopentadiene, 5-cyclopentadiene, 5-(methoxymethyl)cyclopentadiene, 5-(1,3-dithianyl)cyclopentadiene, 5-(trimethylsilyl)cyclopentadiene, and spiroheptadiene readily gave (4 + 2) adducts with nitroethylene, each possessing attraction as a synthetic intermediate.Adducts from furan and acetoxyfulvene undergo rearrangement via ? cleavage.The (4 + 2) adduct from 9-diazofluorene spontaneously extrudes nitrogen, leading to spironitrocyclopropane.Indole readily undergoes Michael addition to give 80percent 3-(nitroethyl)indole and 15percent of novel bis adduct.The 2,6 Michael adduct arises with 1-morpholinocyclohexene, and β-pinene undegoes an ene reaction with nitroethylene.Novel 2-nitroethyl phosphonates, useful in Wittig-Horner reactions, arise from nitroethylene and phosphites in tert-butyl alcohol.