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590630

Sigma-Aldrich

2-Ethynylbenzaldehyde

97%

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About This Item

Linear Formula:
HC≡CC6H4CHO
CAS Number:
38846-64-9
Molecular Weight:
130.14
MDL number:
MFCD04039985
UNSPSC Code:
12352100
PubChem Substance ID:
24881289
NACRES:
NA.22

Quality Level

100

assay

97%

form

solid

mp

64-67 °C (lit.)

SMILES string

[H]C(=O)c1ccccc1C#C

InChI

1S/C9H6O/c1-2-8-5-3-4-6-9(8)7-10/h1,3-7H

InChI key

ZEDSAJWVTKUHHK-UHFFFAOYSA-N

Related Categories

Application

2-Ethynylbenzaldehyde may be used in the synthesis of the following:
  • iodoisoquinoline-fused benzimidazoles obtained via tandem iodocyclization of 2-ethynylbenzaldehyde with o-benzenediamine and iodine in the presence of copper(I)iodide
  • N-[(7,7a-dihydroisoquinolino[2,1-a]perimidin-13-yl)methyl]-N-isopropylpropan-2-amine obtained via a multi-step process
It may also be used in the synthesis of the following substituted 2-alkynylbenzaldehydes by Sonogashira coupling:
  • 2-[(2-bromophenyl)ethynyl]benzaldehyde
  • 2-[(2-bromo-5-fluorophenyl)ethynyl]benzaldehyde
  • 2-[(2-bromo-5-methylphenyl)ethynyl]benzaldehyde
  • 2-(phenylethynyl)benzaldehyde
  • 2-[(4-methylphenyl)ethynyl]benzaldehyde

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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?CuI/I2-Promoted Electrophilic Tandem Cyclization of 2 Ethynylbenzaldehydes with ortho-Benzenediamines: Synthesis of
Iodoisoquinoline-Fused Benzimidazoles?
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