Key Documents

View All Documentation

764396

(E)-Cyclooct-4-enol

Name: (<I>E</I>)-Cyclooct-4-enol
Brand: ALDRICH

Synonym(s):

(4E)-4-Cycloocten-1-ol, trans-Cyclooctenol, TCO-OH, rel-(1R,4E,pR)-Cyclooct-4-enol

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):

C₈H₁₄O

CAS Number:

85081-69-2

Molecular Weight:

126.20

MDL number:

MFCD24386370

UNSPSC Code:

12352200

PubChem Substance ID:

329767115

NACRES:

NA.22

Form:

liquid

Technical Service

Need help? Our team of experienced scientists is here for you.

Let Us Assist

Properties

form

liquid

Quality Level

200

reaction suitability

reaction type: click chemistry, reagent type: linker

functional group

hydroxyl

storage temp.

−20°C

SMILES string

O[C@H]1CC/C=C/CCC1

InChI

1S/C8H14O/c9-8-6-4-2-1-3-5-7-8/h1-2,8-9H,3-7H2/b2-1+/t8-/m0/s1

InChI key

UCPDHOTYYDHPEN-CMLYIYFCSA-N

Description

Application

(E)-Cyclooct-4-enol may be used in the multi-step synthesis of trans-cyclooctene geranyl diphosphate, a novel strained-ring containing protein farnesyltransferase (PFTase) substrate that can be used in site-specific modification technologies.

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.

pictograms

GHS05

signalword

Danger

hcodes

H318

pcodes

P280 - P305 + P351 + P338

Hazard Classifications

Eye Dam. 1

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Reprint of: Synthesis, characterization and radiolabeling of carborane-functionalized tetrazines for use in inverse electron demand Diels?Alder ligation reactions.

Genady AR, et al.

Journal of Organometallic Chemistry, 798, 278-288 (2015)

Synthesis, characterization and radiolabeling of carborane-functionalized tetrazines for use in inverse electron demand Diels?Alder ligation reactions.