Skip to Content
Merck
All Photos(1)

Documents

590630

Sigma-Aldrich

2-Ethynylbenzaldehyde

97%

Sign Into View Organizational & Contract Pricing
All Photos(1)

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

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

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

?CuI/I2-Promoted Electrophilic Tandem Cyclization of 2 Ethynylbenzaldehydes with ortho-Benzenediamines: Synthesis of
Iodoisoquinoline-Fused Benzimidazoles?
Ouyang C-H, et al.
The Journal of Organic Chemistry, 76(01), 223-228 (2010)
?Direct synthesis of highly fused perimidines by copper(I)-catalyzed
hydroamination of 2-ethynylbenzaldehydes?
Tokimizu Y, et al.
Tetrahedron, 67(29), 5168- 5175 (2011)

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