2-ETHYNYLBENZALDEHYDE

Product Name: 2-ETHYNYLBENZALDEHYDE
CAS No.: 38846-64-9
Chemical Name: 2-ETHYNYLBENZALDEHYDE
Synonyms: 2-ETHYNYLBENZALDEHYDE;2-ETHYLNYLBENZALDEHYDE;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
InChI: 1S/C9H6O/c1-2-8-5-3-4-6-9(8)7-10/h1,3-7H
InChIKey: ZEDSAJWVTKUHHK-UHFFFAOYSA-N
SMILES: [H]C(=O)c1ccccc1C#C

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Safety

Hazard Codes: Xi,F
Risk Statements: 36/37/38
Safety Statements: 26-36
WGK Germany: 3
HS Code: 2912290090
Storage Class: 11 - Combustible Solids
Hazard Classifications: Eye Irrit. 2
Skin Irrit. 2
STOT SE 3

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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

Apolloscientific

Product number: OR01514
Product name: 2-Ethynylbenzaldehyde
Purity: 97%
Packaging: 1g
Price: $35
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

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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

38846-64-9, 2-ETHYNYLBENZALDEHYDERelated Search:

4-ETHYNYLBENZALDEHYDE 4-(TRIMETHYLSILYL)ETHYNYLBENZALDEHYDE 2-(4-METHOXY-PHENYLETHYNYL)-BENZALDEHYDE 2-PHENYLETHYNYL-BENZALDEHYDE 2-ETHYNYL-BENZOIC ACID 2-CYCLOPROPYLETHYNYL-BENZALDEHYDE 2-HEX-1-YNYL-BENZALDEHYDE 2-ETHYNYLBENZALDEHYDE 2-(TRIMETHYLSILYL)ETHYNYLBENZALDEHYDE 2-(3-HYDROXY-3-METHYL-BUT-1-YNYL)-BENZOIC ACID 2,5-DIOXO-PYRROLIDIN-1-YL ESTER 2-(4-TRIFLUOROMETHYL-PHENYLETHYNYL)-BENZALDEHYDE 2-P-TOLYLETHYNYL-BENZALDEHYDE METHYL 2-(3-HYDROXYPROP-1-YNYL)BENZOATE 3-ETHYNYLBENZALDEHYDE 3-(TRIMETHYLSILYL)ETHYNYLBENZALDEHYDE 2-CYCLOHEXYLETHYNYL-BENZALDEHYDE RARECHEM AL BI 0922 2-OCT-1-YNYL-BENZALDEHYDE

2-Ethynylbenzaldehyde97%

2-ETHYNYLBENZALDEHYDE

2-ETHYLNYLBENZALDEHYDE, 97%

Benzaldehyde, 2-ethynyl- (9CI)

2-Ethynylbenzaldehyde 97%

2-Formylphenylacetylene

Benzaldehyde, 2-ethynyl-

2-ETHYLNYLBENZALDEHYDE

38846-64-9

HCCC6H4CHO

HC8801CC6H4CHO

Organic Building Blocks

Carbonyl Compounds

C9

Aldehydes

Building Blocks

Aldehydes

C9

Carbonyl Compounds