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519235

Sigma-Aldrich

4-Ethynylbenzyl alcohol

97%

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Synonym(s):
4-Hydroxymethylphenylacetylene
Linear Formula:
HC≡CC6H4CH2OH
CAS Number:
10602-04-7
Molecular Weight:
132.16
MDL number:
MFCD05664205
UNSPSC Code:
12352100
PubChem Substance ID:
24874070
NACRES:
NA.22

Quality Level

100

Assay

97%

mp

40-44 °C (lit.)

SMILES string

OCc1ccc(cc1)C#C

InChI

1S/C9H8O/c1-2-8-3-5-9(7-10)6-4-8/h1,3-6,10H,7H2

InChI key

QCZORVSTESPHCO-UHFFFAOYSA-N

Related Categories

Application

  • 4-Ethynylbenzyl alcohol can be used in the synthesis of platinum-acetylide dendrimers, rotaxanes and arylacetylenes.
  • It was employed in the preparation of arylalkyne-tagged sugars for the photoinduced glycosylation of cysteine-containing peptides.
  • It can also act as a precursor to synthesize fluorescent probes via Cu(I)-catalyzed azide-alkyne cycloaddition (CuAAC) click reaction.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H319

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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A fluorogenic `click?reaction of azidoanthracene derivatives.
Xie F, et al.
Tetrahedron, 64(13), 2906-2914 (2008)
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Alzheimer's disease (AD) is the most prevalent neurodegenerative disorder worldwide. Currently, the only strategy for palliative treatment of AD is to inhibit acetylcholinesterase (AChE) in order to increase the concentration of acetylcholine in the synaptic cleft. Evidence indicates that AChE
Synthesis and conformation effects of poly (phenylacetylene) s having chiral and racemic polylactide pendants.
Zhang C, et al.
Polymer International, 61(7), 1158-1162 (2012)
Kideog Bae et al.
Analytical chemistry, 92(1), 740-748 (2019-11-22)
The dynamics of mitochondria in live cells play a pivotal role in biological events such as cell metabolism, early stage apoptosis, and cell differentiation. Triphenylphosphonium (TPP) is a commonly used mitochondria-targeting agent for mitochondrial studies. However, there has been a
Dendron decorated platinum (II) acetylides for optical power limiting.
Vestberg R, et al.
Macromolecules, 39(6), 2238-2246 (2006)
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Articles

Functionalized Alkynes

Alkynes' versatility enables reactions like addition, metathesis, hydroboration, cleavage, coupling, and cycloadditions in synthetic chemistry.

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