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Merck

519235

Sigma-Aldrich

4-Ethynylbenzyl alcohol

97%

Sinónimos:

4-Hydroxymethylphenylacetylene

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About This Item

Fórmula lineal:
HC≡CC6H4CH2OH
Número de CAS:
Peso molecular:
132.16
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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

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

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Palladium/silver-cocatalyzed tandem reactions of oxabenzonorbornadienes with substituted arylacetylenes: A simple method for the preparation of 1, 2-diarylethanones and 1, 2-diarylacetylenes.
Chen J, et al.
Organometallics, 34(17), 4318-4322 (2015)
Synthesis and Optical Properties of a Polyacetylene with Hydroxy Funtional Groups: Poly (4-ethynylbenzyl Alcohol).
Gal YS, et al.
Mol. Cryst. Liq. Cryst., 601(1), 151-158 (2014)
Susimaire P Mantoani et al.
Molecules (Basel, Switzerland), 21(2), doi:10-doi:10 (2016-02-11)
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
A fluorogenic `click?reaction of azidoanthracene derivatives.
Xie F, et al.
Tetrahedron, 64(13), 2906-2914 (2008)
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)

Artículos

Alkynes contain a highly versatile functional group that may be utilized for numerous reactions such as electrophilic additions of hydrogen, halogens, hydrogen halides, or water; metathesis; hydroboration; oxidative cleavage; C–C coupling; and cycloadditions

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