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632023

Sigma-Aldrich

3-Hydroxyphenylacetylene

≥95.0%

Synonym(s):

3-Ethynylphenol

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About This Item

Empirical Formula (Hill Notation):
C8H6O
CAS Number:
10401-11-3
Molecular Weight:
118.13
MDL number:
MFCD00078347
UNSPSC Code:
12352100
PubChem Substance ID:
24882470
NACRES:
NA.22

assay

≥95.0%

refractive index

n20/D 1.5840 (lit.)

density

1.083 g/mL at 25 °C (lit.)

SMILES string

Oc1cccc(c1)C#C

InChI

1S/C8H6O/c1-2-7-4-3-5-8(9)6-7/h1,3-6,9H

InChI key

AODMJIOEGCBUQL-UHFFFAOYSA-N

Application

3-Hydroxyphenyl acetylene exhibits chromogenic and fluorogenic properties and hence it can be used as a probe for labeling of bacterial enzymes, which degrade toluene.

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

hcodes

H302,H318

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1

Storage Class

10 - Combustible liquids

wgk_germany

WGK 2

flash_point_f

217.4 °F

flash_point_c

103 °C

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

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Mary E Kauffman et al.
Journal of microbiological methods, 55(3), 801-805 (2003-11-11)
3-hydroxyphenylacetylene (3-HPA) served as a novel, activity-dependent, fluorogenic and chromogenic probe for bacterial enzymes known to degrade toluene via meta ring fission of the intermediate, 3-methylcatechol. By this direct physiological analysis, cells grown with an aromatic substrate to induce the
"Hydration of aromatic terminal alkynes catalyzed by iron (III) sulfate hydrate under chlorine-free conditions"
Bassetti M, et al.
Tetrahedron Letters, 55(9), 1608-1612 (2014)

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