637-90-1

Basic information

• Product Name: 1,2-EPOXY-5-CYCLOOCTENE
• Synonyms: 9-OXABICYCLO[6.1.0]NON-4-ENE;1,2-EPOXY-5-CYCLOOCTENE;1,2-EPOXY-5-CYCLOOCTENE 97%;1,2-Epoxy-5-cyclooctene, GC 97%;1,2-Epoxy-5-Cyclooctene (9-Oxabicyclo6.1.0Non-4-Ene;1,2-Epoxy-5-cyclooctene,97%;9-Oxabicyclo[6.1.0]non-4-ene 95%
• CAS NO: 637-90-1
• Molecular Formula: C₈H₁₂O
• Molecular Weight: 124.18
• EINECS: 211-308-1
• Product Categories: Epoxides;Organic Building Blocks;Oxygen Compounds
• Mol File: 637-90-1.mol
• Article Data: 75

Chemical Properties

• Boiling Point: 195 °C(lit.)
• Flash Point: 158 °F
• Appearance: /
• Density: 1.013 g/mL at 25 °C(lit.)
• Vapor Pressure: 1.36mmHg at 25°C
• Refractive Index: n20/D 1.495(lit.)
• Storage Temp.: 0-6°C
• CAS DataBase Reference: 1,2-EPOXY-5-CYCLOOCTENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-EPOXY-5-CYCLOOCTENE(637-90-1)
• EPA Substance Registry System: 1,2-EPOXY-5-CYCLOOCTENE(637-90-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• WGK Germany: 3
• Hazardous Substances Data: 637-90-1(Hazardous Substances Data)

Usage

Description

1,2-EPOXY-5-CYCLOOCTENE, also known as 9-Oxabicyclo[6.1.0]non-4-ene, is an epoxide compound characterized by its clear, colorless liquid appearance. It is known for its ability to undergo halofluorination reactions with N-halosuccinimides and triethylamine tris-hydrofluoride or Olah's reagent.

Uses

1. Used in Chemical Synthesis:
1,2-EPOXY-5-CYCLOOCTENE is used as a key intermediate in the synthesis of novel bicyclo[4.2.1] and bicyclo[3.3.1] ethers, which are important structural motifs in various organic compounds and pharmaceuticals.
2. Used in Halofluorination Reactions:
1,2-EPOXY-5-CYCLOOCTENE is used as a reactant in halofluorination reactions, which are crucial for the functionalization and modification of organic molecules. This application is particularly relevant in the development of new chemical compounds and materials.
3. Used in the Synthesis of Specific Compounds:
1,2-EPOXY-5-CYCLOOCTENE is used as a starting material for the synthesis of trans, trans-2,6-dibromo-9-oxabicyclo[3.3.1]nonane and trans, trans-2,5-dibromo-9-oxabicyclo[4.2.1]nonane, which are valuable compounds in the field of organic chemistry.
4. Used in Pharmaceutical Research:
1,2-EPOXY-5-CYCLOOCTENE is used as a building block in the development of new pharmaceutical agents, such as (Z)-2-(cyclooct-4-enyloxy)acetic acid, which may have potential applications in the medical field.
5. Used in the Chemical Industry:
1,2-EPOXY-5-CYCLOOCTENE is used as a versatile compound in the chemical industry for the production of various specialty chemicals, polymers, and materials with unique properties.

InChI:InChI=1/C8H12O/c1-2-4-6-8-7(9-8)5-3-1/h1-2,7-8H,3-6H2/b2-1-/t7-,8-/m0/s1

Upstream product

• 5259-72-3 cyclo-octa-1,5-diene 
• 1552-12-1 1,5-cis,cis-cyclooctadiene 
• 19740-90-0 (Z)-9-oxabicyclo[6.1.0]non-4-ene 
• 93953-49-2 trans-8-iodo-cyclooct-4-en-1-yl acetate 
• 108909-88-2 Trans-2-fluorocyclooct-5-en-1-ol 

Downstream Products

• 286-62-4 Cyclooctene oxide 
• 292-64-8 Cyclooctan 
• 108909-88-2 Trans-2-fluorocyclooct-5-en-1-ol 
• 4277-34-3 (Z)-cyclooct-4-enol 
• 51097-60-0 (Z)-oct-4-enedial 
• 29417-19-4 trans-trans-2,5-di-iodo-9-oxabicyclo<4.2.1>nonane 
• 10299-46-4 endo,endo-2,6-diiodo-9-oxa-bicyclo[3.3.1]nonane 
• 1354323-64-0 (Z)-cyclooct-4-en-1-yl (4-nitrophenyl) carbonate 
• 353461-15-1 tert-butyl (1R*,6R*)-2-oxo-9-azabicyclo[4.2.1]nonane-9-carboxylate 
• 90741-53-0 t-butyl-1-(9-azabicyclo<4.2.1>-non-2-ene-2-yl)ethanone carbamate 
• 64314-16-5 (+)-anatoxin-a hydrochloride 
• 90741-53-0 (1R)-2-acetyl-9-(1-tert-butoxycarbonyl)-9-azobicyclo<4.2.1>-2-nonene 
• 353461-15-1 tert-butyl (1S,6S)-2-oxo-9-azabicyclo[4.2.1]nonane-9-carboxylate 
• 353461-15-1 tert-butyl (1R,6R)-2-oxo-9-azabicyclo[4.2.1]nonane-9-carboxylate 

Relevant articles and documents

Understanding the Structure–Polymerization Thermodynamics Relationships of Fused-Ring Cyclooctenes for Developing Chemically Recyclable Polymers

Polymers that can be chemically recycled to their constituent monomers offer a promising solution to address the challenges in plastics sustainability through a circular use of materials. The design and development of monomers for next-generation chemical

COMPOSITIONS AND METHODS FOR DELIVERING A SUBSTANCE TO A BIOLOGICAL TARGET

The present application provides compositions and methods using bioorthogonal inverse electron demand Diels-Alder cycloaddition reaction for rapid and specific covalent delivery of a payload to a ligand bound to a biological target.

A Bioorthogonal Click Chemistry Toolbox for Targeted Synthesis of Branched and Well-Defined Protein–Protein Conjugates

Bioorthogonal chemistry holds great potential to generate difficult-to-access protein–protein conjugate architectures. Current applications are hampered by challenging protein expression systems, slow conjugation chemistry, use of undesirable catalysts, or often do not result in quantitative product formation. Here we present a highly efficient technology for protein functionalization with commonly used bioorthogonal motifs for Diels–Alder cycloaddition with inverse electron demand (DAinv). With the aim of precisely generating branched protein chimeras, we systematically assessed the reactivity, stability and side product formation of various bioorthogonal chemistries directly at the protein level. We demonstrate the efficiency and versatility of our conjugation platform using different functional proteins and the therapeutic antibody trastuzumab. This technology enables fast and routine access to tailored and hitherto inaccessible protein chimeras useful for a variety of scientific disciplines. We expect our work to substantially enhance antibody applications such as immunodetection and protein toxin-based targeted cancer therapies.