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W398403

Sigma-Aldrich

4-Hydroxybenzaldehyde

≥97%, FG

Synonym(s):

p-Hydroxybenzaldehyde

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About This Item

Linear Formula:
HOC6H4CHO
CAS Number:
123-08-0
Molecular Weight:
122.12
FEMA Number:
3984
Beilstein/REAXYS Number:
471352
EC Number:
204-599-1
MDL number:
MFCD00006939
UNSPSC Code:
12164502
PubChem Substance ID:
24901959
Flavis number:
5.047
NACRES:
NA.21

biological source

synthetic

Quality Level

400

grade

FG
Fragrance grade
Halal
Kosher

agency

follows IFRA guidelines

reg. compliance

EU Regulation 1223/2009
EU Regulation 1334/2008 & 872/2012
FDA 21 CFR 110

assay

≥97%

mp

112-116 °C (lit.)

application(s)

flavors and fragrances

documentation

see Safety & Documentation for available documents

food allergen

no known allergens

fragrance allergen

no known allergens

organoleptic

almond; balsamic; nutty; sweet

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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General description

4-hydroxybenzaldehyde occurs naturally in vanilla beans and is one of the keys contributors to the vanilla flavor.

Application

  • Dual action of benzaldehydes: Inhibiting quorum sensing and enhancing antibiotic efficacy for controlling Pseudomonas aeruginosa biofilms.: This paper highlights the dual functionality of benzaldehyde derivatives in inhibiting bacterial communication and boosting antibiotic efficiency, offering promising strategies against biofilm-associated infections (Borges A et al., 2024).

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

hcodes

H318,H335

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’.

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Unusual 4-hydroxybenzaldehyde synthase activity from tissue cultures of the vanilla orchid Vanilla planifolia.
Podstolski A, et al.
Phytochemistry, 61(6), 611-620 (2002)
Huan Wen et al.
European journal of medicinal chemistry, 43(1), 166-173 (2007-06-19)
A series of helicid analogues were prepared and evaluated in vitro for the cholinesterase (AChE and BuChE) inhibitory activities via UV spectroscopy. The results indicated that compounds 5, 6d and 8 exhibited potent AChE inhibitory activities with IC(50) values of
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
Silvia Forcat et al.
Phytochemistry, 71(8-9), 870-876 (2010-04-03)
Changes occurring to plant cell walls were examined following inoculation of Arabidopsis leaves with pathogenic and non-pathogenic (hrpA mutant) strains of Pseudomonas syringae pv. tomato. We have targeted low molecular weight, cross-linked phenolic and indolic compounds that were released from
Qin Yan et al.
European journal of medicinal chemistry, 44(10), 4235-4243 (2009-06-26)
A series of novel 5-benzylidene barbiturate and thiobarbiturate derivatives were synthesized and evaluated as tyrosinase inhibitors and antibacterial agents. The results demonstrated that some compounds had more potent inhibitory activities than the parent compound 4-hydroxybenzaldehyde (IC(50)=1.22 mM). Particularly, compounds 1a
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