Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

View All Documentation

519235

Sigma-Aldrich

4-Ethynylbenzyl alcohol

97%

Synonym(s):

4-Hydroxymethylphenylacetylene

Sign Into View Organizational & Contract Pricing

Select a Size

5 G
$297.00

$297.00

Available to ship onApril 29, 2025Details

Request a Bulk Order
All Photos(1)

Select a Size

Change View
5 G
$297.00

About This Item

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

$297.00

Available to ship onApril 29, 2025Details

Request a Bulk Order

Quality Level

100

assay

97%

mp

40-44 °C (lit.)

functional group

hydroxyl

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,[1] rotaxanes[2] and arylacetylenes.[3]
  • It was employed in the preparation of arylalkyne-tagged sugars for the photoinduced glycosylation of cysteine-containing peptides.[4]
  • It can also act as a precursor to synthesize fluorescent probes via Cu(I)-catalyzed azide-alkyne cycloaddition (CuAAC) click reaction.[5]

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302,H319

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKCQ3462
MKCJ1146
MKCD1214
MKBW9003V
MKBT2243V

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

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)
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)
A fluorogenic `click?reaction of azidoanthracene derivatives.
Xie F, et al.
Tetrahedron, 64(13), 2906-2914 (2008)
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
View All Related Papers

Articles

Functionalized Alkynes

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

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service