Names | |
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Preferred IUPAC name
4-Ethynylbenzaldehyde | |
Other names
p-Ethynylbenzaldehyde
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Identifiers | |
3D model (
JSmol)
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ChemSpider | |
ECHA InfoCard | 100.155.717 |
EC Number |
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PubChem
CID
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CompTox Dashboard (
EPA)
|
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Properties | |
C9H6O | |
Molar mass | 130.146 g·mol−1 |
Appearance | white or yellow solid |
Melting point | 89–93 °C (192–199 °F; 362–366 K) [1] |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
4-Ethynylbenzaldehyde, or p-ethynylbenzaldehyde, is an organic compound with the formula HC2C6H4COH. [2] It is an ethynyl derivative of benzaldehyde, or may also be viewed as a formylated derivative of phenylacetylene.
4-Ethynylbenzaldehyde may be prepared by the Sonogashira coupling of 4-bromobenzaldehyde with trimethylsilylacetylene to form 4-((trimethylsilyl)ethynyl)benzaldehyde, followed by removal of the trimethylsilyl group with base to form 4-ethynylbenzaldehyde. [3]
The ethynyl functionality of 4-ethynylbenzaldehyde may undergo a Sonogashira coupling with another molecule of 4-bromobenzaldehyde to form the symmetrical dialdehyde 4,4'-(ethyne-1,2-diyl)dibenzaldehyde. [3]
Names | |
---|---|
Preferred IUPAC name
4-Ethynylbenzaldehyde | |
Other names
p-Ethynylbenzaldehyde
| |
Identifiers | |
3D model (
JSmol)
|
|
ChemSpider | |
ECHA InfoCard | 100.155.717 |
EC Number |
|
PubChem
CID
|
|
CompTox Dashboard (
EPA)
|
|
| |
| |
Properties | |
C9H6O | |
Molar mass | 130.146 g·mol−1 |
Appearance | white or yellow solid |
Melting point | 89–93 °C (192–199 °F; 362–366 K) [1] |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
4-Ethynylbenzaldehyde, or p-ethynylbenzaldehyde, is an organic compound with the formula HC2C6H4COH. [2] It is an ethynyl derivative of benzaldehyde, or may also be viewed as a formylated derivative of phenylacetylene.
4-Ethynylbenzaldehyde may be prepared by the Sonogashira coupling of 4-bromobenzaldehyde with trimethylsilylacetylene to form 4-((trimethylsilyl)ethynyl)benzaldehyde, followed by removal of the trimethylsilyl group with base to form 4-ethynylbenzaldehyde. [3]
The ethynyl functionality of 4-ethynylbenzaldehyde may undergo a Sonogashira coupling with another molecule of 4-bromobenzaldehyde to form the symmetrical dialdehyde 4,4'-(ethyne-1,2-diyl)dibenzaldehyde. [3]