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2-ETHYNYLBENZALDEHYDE

Product Name
2-ETHYNYLBENZALDEHYDE
CAS No.
38846-64-9
Chemical Name
2-ETHYNYLBENZALDEHYDE
Synonyms
2-ETHYNYLBENZALDEHYDE;2-Formylphenylacetylene;Benzaldehyde, 2-ethynyl-;2-Ethynylbenzaldehyde97%;2-Ethynylbenzaldehyde 97%;2-ETHYLNYLBENZALDEHYDE, 97%;Benzaldehyde, 2-ethynyl- (9CI)
CBNumber
CB5249664
Molecular Formula
C9H6O
Formula Weight
130.14
MOL File
38846-64-9.mol
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2-ETHYNYLBENZALDEHYDE Property

Melting point:
64-67 °C (lit.)
Boiling point:
115 °C(Press: 12 Torr)
Density 
1.07±0.1 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
form 
solid
color 
Light yellow to light brown
InChIKey
ZEDSAJWVTKUHHK-UHFFFAOYSA-N
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Safety

Hazard Codes 
Xi,F
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
HS Code 
2912290090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
590630
Product name
2-Ethynylbenzaldehyde
Purity
97%
Packaging
1g
Price
$64.5
Updated
2025/07/31
Sigma-Aldrich
Product number
590630
Product name
2-Ethynylbenzaldehyde
Purity
97%
Packaging
5g
Price
$224
Updated
2025/07/31
TCI Chemical
Product number
E1420
Product name
2-Ethynylbenzaldehyde
Purity
min. 95.0 %
Packaging
1G
Price
$136
Updated
2025/07/31
TRC
Product number
E932173
Product name
2-Ethynylbenzaldehyde
Packaging
50mg
Price
$45
Updated
2021/12/16
AK Scientific
Product number
X5270
Product name
2-Ethynylbenzaldehyde
Packaging
1g
Price
$47
Updated
2021/12/16
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2-ETHYNYLBENZALDEHYDE Chemical Properties,Usage,Production

Uses

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

Synthesis

77123-58-1

38846-64-9

General procedure for the synthesis of 2-ethynylbenzaldehyde from 2-[(trimethylmethylsilyl)ethynyl]benzaldehyde: 2-[(trimethylmethylsilyl)ethynyl]benzaldehyde (1 mmol), an inorganic base (potassium tert-butanol, sodium tert-butanol, potassium hydroxide, sodium hydroxide, or potassium trimethylmethylsilyl, sodium trimethylmethylsilyl, 0.05 mmol), and 2 mL of DMA or DMSO solvent were added to a 10mL sealed tube. The mixture was placed in an oil bath at 60 °C and the reaction was stirred for 12 h. The progress of the reaction was monitored by TLC. Upon completion of the reaction, equal amounts of homotrimethylbenzene or n-undecane were added as an internal standard for the crude product, and the exact yield of the product was determined by GC and GC-MS analysis. According to the results of GC and GC-MS analyses, when DMSO was used as the reaction solvent and potassium tert-butanol, sodium tert-butanol, potassium hydroxide, sodium hydroxide, or potassium trimethylmethylsilyl, sodium trimethylmethylsilyl were used as catalysts, the yields of the products were 44%, 47%, 49%, 50%, 77%, and 70% respectively. When DMA was used as the reaction solvent with the same inorganic base as the catalyst, the yields of the products were 40%, 42%, 42%, 40%, 61%, 59%, respectively.

References

[1] Synthesis, 2010, # 14, p. 2367 - 2378
[2] European Journal of Organic Chemistry, 2017, vol. 2017, # 11, p. 1425 - 1433
[3] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1987, p. 2321 - 2332
[4] Advanced Synthesis and Catalysis, 2011, vol. 353, # 2-3, p. 392 - 400
[5] Journal of the American Chemical Society, 2015, vol. 137, # 9, p. 3233 - 3236

2-ETHYNYLBENZALDEHYDE Preparation Products And Raw materials

Raw materials

Preparation Products

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2-ETHYNYLBENZALDEHYDE Suppliers

J & K SCIENTIFIC LTD.
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18210857532; 18210857532
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86-10-82849933
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jkinfo@jkchemical.com
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China
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Energy Chemical
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021-021-58432009 400-005-6266
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021-58436166
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sales8178@energy-chemical.com
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Shanghai Hanhong Scientific Co.,Ltd.
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021-54306202 13764082696
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China
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Syntechem Co.,Ltd
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Fax
E-Mail Inquiry
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China
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Beijing Taiya Jie Technology Development Co., Ltd.
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021-33690831-8001 13552411790
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021-33690831
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postmaster@tyjchem.cn
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China
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TOKYO CHEMICAL INDUSTRY CO., LTD.
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03-3668-0520
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Sales-JP@TCIchemicals.com
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Japan
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320-37350700
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+32 (0)37350701
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sales@tcieurope.eu
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Europe
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TCI AMERICA
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+1-888-520-1075 / +1-503-283-1987
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Shanghai Run-Biotech Co., Ltd.
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021-57171705 13817537615
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Shanghai XIYU Chemical Technology Co.,Ltd.
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021-15000143735 15221126179
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sala@xiyuchem.com
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View Lastest Price from 2-ETHYNYLBENZALDEHYDE manufacturers

Career Henan Chemical Co
Product
2-ETHYNYLBENZALDEHYDE 38846-64-9
Price
US $6.60/KG
Min. Order
1KG
Purity
97%-99%
Supply Ability
1-1000kg
Release date
2019-12-25