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Merck
CN

519235

4-Ethynylbenzyl alcohol

97%

Synonym(s):

4-Hydroxymethylphenylacetylene

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About This Item

Linear Formula:
HC≡CC6H4CH2OH
CAS Number:
10602-04-7
Molecular Weight:
132.16
NACRES:
NA.22
PubChem Substance ID:
24874070
UNSPSC Code:
12352100
MDL number:
MFCD05664205
Assay:
97%

Key Documents

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Quality Level

100

InChI

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

SMILES string

OCc1ccc(cc1)C#C

InChI key

QCZORVSTESPHCO-UHFFFAOYSA-N

assay

97%

mp

40-44 °C (lit.)

functional group

hydroxyl

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

signalword

Warning

hcodes

H302,H319

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ3462
MKCJ1146
MKCD1214
MKBW9003V
MKBT2243V

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Dendron decorated platinum (II) acetylides for optical power limiting.
Vestberg R, et al.
Macromolecules, 39(6), 2238-2246 (2006)
Catalytic ?Active-Metal? Template Synthesis of [2] Rotaxanes,[3] Rotaxanes, and Molecular Shuttles, and Some Observations on the Mechanism of the Cu (I)-Catalyzed Azide? Alkyne 1, 3-Cycloaddition.
Aucagne V, et al.
Journal of the American Chemical Society, 129(39), 11950-11963 (2007)
A fluorogenic `click?reaction of azidoanthracene derivatives.
Xie F, et al.
Tetrahedron, 64(13), 2906-2914 (2008)
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
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)
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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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