Skip to Content
MilliporeSigma
All Photos(1)

Documents

144088

Sigma-Aldrich

4-Hydroxybenzaldehyde

98%

Synonym(s):

4-Formylphenol, 4-Hydroxybenzaldehyde, Parahydroxybenzaldehyde, p-Formylphenol, p-Hydroxybenzaldehyde, p-Oxybenzaldehyde

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
HOC6H4CHO
CAS Number:
Molecular Weight:
122.12
Beilstein/REAXYS Number:
471352
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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

Looking for similar products? Visit Product Comparison Guide

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

hcodes

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


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

The synthesis, characterization and thermal stability of oligo-4-hydroxybenzaldehyde
Mart H, et al.
Polymer Degradation and Stability, 83(3), 395-398 (2004)
Vanillin synthesis from 4-hydroxybenzaldehyde
Taber Douglass F, et al.
Journal of Chemical Education, 84(7), 1158-1158 (2007)
Stereoselective synthesis of (-)-centrolobine
Lee Eun, et al.
Bulletin of the Korean Chemical Society,, 25(11), 1609-1610 (2004)
Nadja Schultz-Jensen et al.
Applied biochemistry and biotechnology, 165(3-4), 1010-1023 (2011-07-06)
The potential of wheat straw for ethanol production after pretreatment with O(3) generated in a plasma at atmospheric pressure and room temperature followed by fermentation was investigated. We found that cellulose and hemicellulose remained unaltered after ozonisation and a subsequent
Hypomethylating agents (HMAs) effect on myelodysplastic/myeloproliferative neoplasm unclassifiable (MDS/MPN-U): single institution experience.
Aref Al-Kali et al.
Leukemia & lymphoma, 1-3 (2018-02-22)

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