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519413

Sigma-Aldrich

3-Ethynylanisole

96%

Synonym(s):

1-Ethynyl-3-methoxybenzene

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About This Item

Linear Formula:
CH3OC6H4C≡CH
CAS Number:
768-70-7
Molecular Weight:
132.16
MDL number:
MFCD00160810
UNSPSC Code:
12352100
PubChem Substance ID:
24874079
NACRES:
NA.22

Quality Level

100

assay

96%

refractive index

n20/D 1.555 (lit.)

bp

204-210 °C (lit.)

density

1.04 g/mL at 25 °C (lit.)

SMILES string

COc1cccc(c1)C#C

InChI

1S/C9H8O/c1-3-8-5-4-6-9(7-8)10-2/h1,4-7H,2H3

InChI key

ZASXCTCNZKFDTP-UHFFFAOYSA-N

Related Categories

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

170.0 °F - closed cup

flash_point_c

76.67 °C - closed cup

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

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Certificates of Analysis (COA)

Lot/Batch Number
MKBQ5237V
MKBJ8201V
MKBC6234
58496KJ
05809JH

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Frédéric Friscourt et al.
Journal of the American Chemical Society, 134(45), 18809-18815 (2012-10-26)
Fluorogenic reactions in which non- or weakly fluorescent reagents produce highly fluorescent products can be exploited to detect a broad range of compounds including biomolecules and materials. We describe a modified dibenzocyclooctyne that under catalyst-free conditions undergoes fast strain-promoted cycloadditions
Synthesis and Photophysical Properties of Alkynylated Pyrimidines by Site-Selective Sonogashira Reactions of 2, 4, 5, 6-Tetrachloropyrimidine; First Synthesis of Tetraalkynyl-pyrimidines.
Malik I, et al.
European Journal of Organic Chemistry, 11, 2088-2093 (2011)
Microwave-assisted palladium-catalyzed highly regio-and stereoselective head to head dimerization of terminal aryl alkynes in water.
Buxaderas E, et al.
Royal Society of Chemistry Advances, 4(87), 46508-46512 (2014)

Articles

New Aromatic Terminal Alkynes

The terminal alkyne functionality has a wide range of applications including most recently the synthesis of spiropyran substituted 2,3-dicyanopyrazines and (±)-asteriscanolide, as well as conversion to enamines using resin-bound 2° amines.

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