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

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

Uses

Used in Organic Synthesis:
6-nitrobicyclo[2.2.1]hept-2-ene is utilized as a precursor in the synthesis of various organic compounds, owing to the presence of the nitro group in its molecule. This allows for further chemical reactions and modifications, expanding its use in creating a range of different organic products.
Used in Pharmaceutical Production:
Due to its unique structure and reactivity, 6-nitrobicyclo[2.2.1]hept-2-ene may be employed as an intermediate in the production of pharmaceuticals. Its potential role in the synthesis of drug molecules makes it a valuable component in the development of new medications.
Used in Agrochemicals:
6-nitrobicyclo[2.2.1]hept-2-ene also has applications in the agrochemical industry, where it can be used in the synthesis of compounds for agricultural purposes. Its versatility in chemical reactions allows for the creation of products that can be used in crop protection and other related applications.

Upstream product

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

Downstream Products

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

Relevant articles and documents

Die Synthese von 6exo-substituierten p-Toluolsulfonsaeure-estern

A number of hitherto unknown 6exo-substituted 2exo-norbornanols and their p-toluenesulfonates have been prepared by functionalization of intermediate norbornenes.

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.