(1R,8S,9s)-Bicyclo[6.1.0]non-4-yn-9-ylmethanol

CAS 1263166-90-0C10H14OChemical Synthesis

(1R,8S,9s)-Bicyclo[6.1.0]non-4-yn-9-ylmethanol (CAS: 1263166-90-0) is an alcohol functionalised cyclooctyne derivative with the molecular formula C10H14O. This compound is primarily utilised in chemical biology and synthesis due to its participation in strain-promoted copper-free azide-alkyne cycloaddition (CuAAC) reactions. It enables the formation of stable triazole linkages under mild, catalyst-free conditions.

IUPAC: (1α,8α,9β)-Bicyclo[6.1.0]non-4-yne-9-methanol,endo-9-Hydroxymethylbicyclo[6.1.0]non-4-yne,BCN-OH
Synonyms: 1263166-90-0(1α,8α,9β)-Bicyclo[6.1.0]non-4-yne-9-methanolendo-9-Hydroxymethylbicyclo[6.1.0]non-4-yneBCN-OH

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(1R,8S,9s)-Bicyclo[6.1.0]non-4-yn-9-ylmethanol (C10H14O) — chemical structure, CAS 1263166-90-0; Chemistry, fine chemical supplied by Tech Serve Solutions

Chemical BiologyChemical SynthesisAlkynes and Other Reagents

01 /Applications

Strain-Promoted Azide-Alkyne Cycloaddition (SPAAC)

This cyclooctyne derivative reacts efficiently with azide-functionalised molecules, including biomolecules, to form stable triazole rings without the need for a copper catalyst. This is crucial for applications in biological systems where copper can be toxic.

Bioconjugation Chemistry

Its alcohol functionality allows for further derivatisation and attachment to various molecules, making it a versatile building block for bioconjugation. This enables the labelling or modification of biomolecules for research purposes.

Chemical Synthesis

As a strained alkyne, it serves as a valuable reagent in organic synthesis for constructing complex molecular architectures through cycloaddition reactions. It offers a reliable method for introducing specific functionalities.

02 /Properties

Molecular weight	150.22
Empirical formula	C10H14O
Storage temperature	−20°C
Application	Alcohol functionalized cyclooctyne derivative. Cyclooctynes are useful in strain-promoted copper-free azide-alkyne cycloaddition reactions. This strained cyclooctyne will react with azide functionalized compounds or biomolecules without the need for a copper catalyst to result in a stable triazole linkage.
Composition	carbon content, 79.96%hydrogen content, 9.39%

03 /Identifiers & registry

CAS number

1263166-90-0

Beilstein registry

21037713

04 /Quality & supply

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.

05 /Frequently asked questions

What is (1R,8S,9s)-Bicyclo[6.1.0]non-4-yn-9-ylmethanol used for?

(1R,8S,9s)-Bicyclo[6.1.0]non-4-yn-9-ylmethanol is used in strain-promoted copper-free azide-alkyne cycloaddition (SPAAC) reactions, bioconjugation, and general chemical synthesis due to its reactive strained alkyne moiety and alcohol functional group.

What is the CAS number and molecular formula for (1R,8S,9s)-Bicyclo[6.1.0]non-4-yn-9-ylmethanol?

The CAS number is 1263166-90-0, and the molecular formula is C10H14O.

What grade and purity does Tech Serve Solutions supply?

Tech Serve Solutions supplies this compound for research and chemical synthesis purposes. The specific assay and purity are not detailed in the provided data, and it is not represented as USP, BP, or EP grade.

What are the safety and handling considerations for this compound?

This compound is classified under WGK Germany 3, indicating it is hazardous to water. Appropriate safety precautions should be taken during handling and storage, including avoiding release into the environment. Please refer to the Safety Data Sheet (SDS) for detailed information.

How is this chemical packed, shipped, and exported?

This chemical is typically stored at -20°C. Details regarding specific packing, shipping, and export procedures are available upon request and are handled in accordance with international regulations.

How can I request a sample or quote?

To request a sample or a quote for (1R,8S,9s)-Bicyclo[6.1.0]non-4-yn-9-ylmethanol, please contact our sales department through the website or by phone.