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

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

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

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

Downstream Products

• 286-62-4 Cyclooctene oxide 
• 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 
• 51097-60-0 (Z)-oct-4-enedial 
• 4277-34-3 (Z)-cyclooct-4-enol 
• 108909-88-2 Trans-2-fluorocyclooct-5-en-1-ol 
• 123836-24-8 (+/-)-trans-8-phenyl-4-cycloocten-1-ol 
• 112348-22-8 (Z)-8-(benzylamino)cyclooct-4-enol 
• 31598-91-1 rac-(Z)-cyclooct-5-en-1,2-diol 
• 28399-88-4 4,5-Epoxycyclooctanon 
• 14277-16-8 cis-4-octene-1,8-dioic acid 
• 22445-58-5 5-acetyloxycyclooct-1-ene 
• 1234937-70-2 C₁₉H₂₆N₂O₄ 
• 254878-82-5 C₁₄H₁₉NO 

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

MONOACYLGLYCEROL LIPASE MODULATORS

Fused and bridged compounds of Formula (I), and pharmaceutically acceptable salts, isotopes, N-oxides, solvates, and stereoisomers thereof, pharmaceutical compositions containing them, methods of making them, and methods of using them including methods for treating disease states, disorders, and conditions associated with MGL modulation, such as those associated with pain, psychiatric disorders, neurological disorders (including, but not limited to major depressive disorder, treatment resistant depression, anxious depression, autism spectrum disorders, Asperger syndrome, bipolar disorder), cancers and eye conditions: (I) wherein R1a, R1b, R2, and R3, are defined herein.

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.

Monoacylglycerol Lipase Modulators

Bridged compounds of Formula (I) and Formula (II), pharmaceutical compositions containing them, methods of making them, and methods of using them including methods for treating disease states, disorders, and conditions associated with MGL modulation, such as those associated with pain, psychiatric disorders, neurological disorders (including, but not limited to major depressive disorder, treatment resistant depression, anxious depression, bipolar disorder), cancers and eye conditions. wherein R2, R3 R4, R5 and R6 are defined herein.

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.

Aerobic oxidation of the C-H bond under ambient conditions using highly dispersed Co over highly porous N-doped carbon

Highly dispersed Co sites in highly porous N-doped carbon (Co-NC) were synthesized by high-temperature pyrolysis of Zn/Co bimetallic zeolitic imidazolate framework-8 (CoxZn100-x-ZIF). Wide characterization indicated that the pyrolysis atmosphere and temperature play crucial roles in the metal dispersion and pore structure of the resulting materials. A hydrogen treatment at elevated temperatures is found to favour the Zn volatilization and restrict the pore shrinkage of the ZIF precursor, thus yielding efficient catalysts with highly dispersed Co, a high surface area (1090 m2 g-1) and pore volume (0.89 cm3 g-1). When used as a catalyst for aerobic oxidation of ethylbenzene (EB), Co1Zn99-ZIF-800-H2 contributes to 98.9% EB conversion and 93.1% ketone selectivity under mild conditions (60 °C, 1 atm O2), which is 41.3 times more active in comparison to the ZIF-67-derived Co catalyst. Co-NC is stable and could be reused four times without obvious deactivation. This catalyst displays good chemoselectivity to the corresponding ketones when using a broad scope of hydrocarbon compounds.

Preparation of cubic-shaped sorafenib-loaded nanocomposite using well-defined poly(vinyl alcohol alt-propenylene) copolymer

Vinyl alcohol (VA) copolymers having fine tunable polarities are emerging materials in drug delivery applications. VA copolymers rendering well-defined molecular architecture (C/OH ratio = 2, 4, 5 and 8) were used as carriers for model drug compound, fluorescein, which exhibited significantly different release characteristics depending on the polarity of the polymers. Based on the preliminary drug release tests the well-defined VA copolymer having C/OH = 5 ratio, poly(vinyl alcohol alt-propenylene) copolymer (PVA-5) was selected for nanocomposite synthesis. Sorafenib anticancer drug was embedded into PVA-5 (C/OH = 5 ratio) nanoparticles by nanoprecipitation resulting in nanoparticles exhibiting unusual cubic shape. The sorafenib-loaded nanocomposites showed continuous release during a day and concentration-dependant cytotoxicity on HT-29 cancer cells. This might be interpreted by the sustained release of the drug.

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Photocatalytic Aerobic Phosphatation of Alkenes

A catalytic regime for the direct phosphatation of simple, non-polarized alkenes has been devised that is based on using ordinary, non-activated phosphoric acid diesters as the phosphate source and O2 as the terminal oxidant. The title method enables the direct and highly economic construction of a diverse range of allylic phosphate esters. From a conceptual viewpoint, the aerobic phosphatation is entirely complementary to traditional methods for phosphate ester formation, which predominantly rely on the use of prefunctionalized or preactivated reactants, such as alcohols and phosphoryl halides. The title transformation is enabled by the interplay of a photoredox and a selenium π-acid catalyst and involves a sequence of single-electron-transfer processes.

Identification of in situ flower volatiles from kiwifruit (Actinidia chinensis var. deliciosa) cultivars and their male pollenisers in a New Zealand orchard

In situ flower volatiles from six kiwifruit cultivars (Actinidia chinensis var. deliciosa); ‘Hayward’, ‘Chieftain’, ‘M56’, ‘Zes007’ (Green11), ‘M36’, and ‘M43’ were collected by dynamic headspace sampling. Forty-five compounds were detected in the headspace of the flowers, with straight chain hydrocarbons and terpenes accounting for >98% of the volatiles emitted quantitatively across the six cultivars. Of these hydrocarbons, (3Z,6Z,9Z)-heptadecatriene is reported for the first time from a floral source while (8Z)-hexadecene and (9Z)-nonadecene are reported for the first time from kiwifruit flowers. All three hydrocarbons were verified by synthesis. Quantitative comparison of the six honey bee perceived compounds from the headspace of the cultivars showed that the males ‘M36’ and ‘M43’ closely matched the female cultivar Green11 that they are used to pollinate. Males ‘M56’ and ‘Chieftain’ were not as closely matched to the female cultivar ‘Hayward’ that they are used to pollinate. The male ‘M56’ in particular differed significantly from the female ‘Hayward’ in four of the six honey bee perceived compounds.