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144088

Sigma-Aldrich

4-Hydroxybenzaldehyde

98%

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Synonym(s):
4-Formylphenol, 4-Hydroxybenzaldehyde, Parahydroxybenzaldehyde, p-Formylphenol, p-Hydroxybenzaldehyde, p-Oxybenzaldehyde
Linear Formula:
HOC6H4CHO
CAS Number:
Molecular Weight:
122.12
Beilstein/REAXYS Number:
471352
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

form

solid

mp

112-116 °C (lit.)

SMILES string

[H]C(=O)c1ccc(O)cc1

InChI

1S/C7H6O2/c8-5-6-1-3-7(9)4-2-6/h1-5,9H

InChI key

RGHHSNMVTDWUBI-UHFFFAOYSA-N

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1 of 4

This Item
54590453137258717
4-Hydroxybenzaldehyde 98%

144088

4-Hydroxybenzaldehyde

4-Hydroxybenzaldehyde ≥95.0% (HPLC)

54590

4-Hydroxybenzaldehyde

3,5-Dibromo-4-hydroxybenzaldehyde 98%

453137

3,5-Dibromo-4-hydroxybenzaldehyde

mp

112-116 °C (lit.)

mp

112-116 °C (lit.)

mp

181-185 °C (lit.)

mp

67-69 °C (lit.)

form

solid

form

solid

form

-

form

powder

Application

4-Hydroxybenzaldehyde can be used as a reactant to synthesize:
  •  4-Hydroxybenzaldehydesemicarbazone by a condensation reaction with semicarbazide.    
  • Vanillin via bromination followed by copper-catalyzed coupling reaction with sodium methoxide.      
  • Oligo-4-hydroxybenzaldehyde by an oxidative polycondensation reaction with hydrogen peroxide (H2O2) in an alkaline medium.
  • (−)-Centrolobine, a diarylheptanoid.

pictograms

CorrosionExclamation mark

signalword

Danger

Hazard Classifications

Eye Dam. 1 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

345.2 °F

flash_point_c

174 °C

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Vanillin synthesis from 4-hydroxybenzaldehyde
Taber Douglass F, et al.
Journal of Chemical Education, 84(7), 1158-1158 (2007)
The synthesis, characterization and thermal stability of oligo-4-hydroxybenzaldehyde
Mart H, et al.
Polymer Degradation and Stability, 83(3), 395-398 (2004)
Stereoselective synthesis of (-)-centrolobine
Lee Eun, et al.
Bulletin of the Korean Chemical Society,, 25(11), 1609-1610 (2004)
Nadja Schultz-Jensen et al.
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