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54590

Sigma-Aldrich

4-Hydroxybenzaldehyde

≥95.0% (HPLC)

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About This Item

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

Quality Level

Assay

≥95.0% (HPLC)

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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Application

4-Hydroxybenzaldehyde may be used as a reactant during the synthesis of 4-(4-hydroxyphenyl)-but-3-ene-2-one (a raspberry ketone precursor) and [(pyrrole-2,5-diyl)-co-(benzylidene)]. It may also be used to prepare nonlinear optical quinolinium single crystals (an OHQ–TMS compound) via a condensation reaction with 1,2-dimethylquinolinium 2,4,6-trimethylbenzenesulfonate in methanol.

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

345.2 °F

Flash Point(C)

174 °C

Personal Protective Equipment

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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Polymerization of pyrrole with 4-hydroxybenzaldehyde over Al-MCM-41 mesoporous aluminosilicate materials.
Chikh K, et al.
Research on Chemical Intermediates, 41(9), 6485-6496 (2015)
New phenolic N-methylquinolinium single crystals for second-order nonlinear optics.
Kim JS, et al.
Opt. Mater., 45, 136-140 (2015)
Autotoxic antibiotic production by a marine Chromobacterium.
Andersen RJ, et al.
Marine biology, 27(4), 281-285 (1974)
Secondary amide-based linkers for solid phase organic synthesis.
Swayze EE.
Tetrahedron Letters, 38(49), 8465-8468 (1997)
Preparation of a raspberry ketone precursor in the presence of rare earth oxide catalysts.
Hoelderich WF and Ritzerfeld V.
Applied Catalysis A: General, 504, 654-663 (2015)

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