(E)-Cyclooct-4-enol
(E)-Cyclooct-4-enol (CAS: 85081-69-2, C8H14O, MW: 126.20) is a hydroxyl-modified cyclooctene derivative. It is primarily utilised in chemical biology and synthesis for its ability to participate in strain-promoted copper-free click chemistry. This reaction involves a 4+2 inverse electron demand Diels-Alder cycloaddition with tetrazines, forming a stable covalent linkage without the need for catalysts, making it ideal for biological labelling and imaging.
- IUPAC
- (4E)-4-Cycloocten-1-ol,trans-Cyclooctenol,TCO-OH,rel-(1R,4E,pR)-Cyclooct-4-enol
- Synonyms
- (4E)-4-Cycloocten-1-oltrans-CyclooctenolTCO-OHrel-(1R,4E,pR)-Cyclooct-4-enol
Strain-Promoted Click Chemistry
Serves as a cyclooctene component in strain-promoted copper-free click chemistry, reacting with tetrazines via a 4+2 inverse electron demand Diels-Alder cycloaddition. This ligation is fast and biologically compatible, facilitating stable covalent linkage formation.
Biomolecular Labeling and Imaging
The efficient and catalyst-free nature of the cycloaddition reaction makes (E)-Cyclooct-4-enol ideal for labelling and imaging biomolecules in biological systems. It enables precise conjugation without interfering with native biological processes.
Chemical Synthesis
As a functionalised cyclooctene, it is a valuable building block in organic synthesis, enabling the introduction of the cyclooctene moiety into more complex molecular architectures.
| Molecular weight | 126.20 |
|---|---|
| Empirical formula | C8H14O |
| Storage temperature | −20°C |
| Application | Hydroxyl modified cyclooctene derivative. Cyclooctenes are useful in strain-promoted copper-free click chemistry cycloaddition reactions with 1,2,4,5-tetrazines. This cyclooctene will react with tetrazine functionalized compounds or biomolecules without the need for a catalyst to result in a stable covalent linkage. The 4+2 inverse electron demand Diels-Alder cycloaddition between trans-cyclooctene and tetrazines is the fastest biologically compatible ligation technology reported and has had many applications in biological labeling and imaging. |
Hazard statements
- H318Causes serious eye damage
Precautionary statements
- P280Wear protective gloves, clothing and eye/face protection
- P305IF IN EYES
| Water hazard class (WGK, DE) | 3 |
|---|---|
| Hazard codes (EU) | Xi |
| Risk statements (R) | 41-52 |
| Safety statements (S) | 26-39 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is (E)-Cyclooct-4-enol used for?
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(E)-Cyclooct-4-enol is used in strain-promoted copper-free click chemistry, particularly for biomolecular labelling and imaging, due to its ability to react rapidly with tetrazines without a catalyst.
What are the CAS number and formula for (E)-Cyclooct-4-enol?
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The CAS number is 85081-69-2 and the empirical formula is C8H14O.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies (E)-Cyclooct-4-enol for research purposes. We do not represent this product as USP, BP, EP, or any other pharmacopoeia grade unless explicitly stated in the product specifications. Please refer to the product's Certificate of Analysis for specific purity details.
What are the main hazards associated with (E)-Cyclooct-4-enol?
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(E)-Cyclooct-4-enol is classified as Danger and may cause serious eye damage (H318). Handle with appropriate personal protective equipment, including eye protection, and avoid contact with eyes. Refer to the Safety Data Sheet for full hazard information.
How is (E)-Cyclooct-4-enol shipped and exported?
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Tech Serve Solutions is an experienced global supplier and exporter of fine chemicals, pharmaceutical intermediates, and laboratory reagents. (E)-Cyclooct-4-enol is typically shipped and exported under conditions appropriate for its stability and safety, adhering to international shipping regulations.
How can I request a sample or quote for (E)-Cyclooct-4-enol?
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To request a sample or quote for (E)-Cyclooct-4-enol, please contact our sales department via the website or by phone. Our team will be pleased to assist you with your inquiry.
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