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Merck
CN

144088

4-Hydroxybenzaldehyde

98%

Synonym(s):

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

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About This Item

Linear Formula:
HOC6H4CHO
CAS Number:
Molecular Weight:
122.12
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
204-599-1
Beilstein/REAXYS Number:
471352
MDL number:
Assay:
98%
Form:
solid
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Quality Level

assay

98%

form

solid

mp

112-116 °C (lit.)

functional group

aldehyde

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

Application

4-Hydroxybenzaldehyde can be used as a reactant to synthesize:
  • Schiff Bases with optical properties through its reaction with anilines.
  • 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.


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pictograms

CorrosionExclamation mark

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

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)
Sunmin Park et al.
European journal of nutrition, 50(2), 107-118 (2010-06-26)
Insulin resistance is a common symptom of metabolic diseases such as obesity, type 2 diabetes and hyperlipidemia. We investigated whether Gastrodia elata Blume water extract(GEB), containing phenolic compounds, had a beneficial action on insulin resistance in male Sprague-Dawley rats fed
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)



Global Trade Item Number

SKUGTIN
144088-250G04061835052219
144088-50G04061835048403