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368113

Sigma-Aldrich

3,5-Dihydroxybenzaldehyde

98%

Synonym(s):

α-Resorcylaldehyde (6CI)

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About This Item

Linear Formula:
(HO)2C6H3CHO
CAS Number:
26153-38-8
Molecular Weight:
138.12
Beilstein:
1930147
EC Number:
247-479-4
MDL number:
MFCD00016611
UNSPSC Code:
12352100
PubChem Substance ID:
24862890
NACRES:
NA.22

Quality Level

100

Assay

98%

mp

153-158 °C (lit.)

SMILES string

[H]C(=O)c1cc(O)cc(O)c1

InChI

1S/C7H6O3/c8-4-5-1-6(9)3-7(10)2-5/h1-4,9-10H

InChI key

HAQLHRYUDBKTJG-UHFFFAOYSA-N

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General description

Condensation of isopropyl ethers of p-hydroxyphenyl acetic acid and 3,5-dihydroxybenzaldehyde has been reported.

Application

3,5-Dihydroxybenzaldehyde is suitable for use in the synthesis of 3,5-dihydroxyphenylglycine (3,5-DHPG). It may be used in the synthesis of:
  • fulgide7
  • 3,5-bis(undeca-4,6-diynyloxy)benzaldehyde
  • 3,5-didodecyloxybenzaldehyde
  • 1′-methyl-1′,5′-dihydro-2′-(3,5-bis(undeca-4,6-diynyloxy)phenyl)-1H-pyrrolo[3′,4′:1,9](C60-Ih)[5,6]fullerene (F2D)

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Synthesis and photochromism of E, E-3, 4-(3, 5-dimethoxybenzylidene) succinic anhydride and its infra red active 2-dicyanomethylene derivative.
Asiri AM.
Journal of Photochemistry and Photobiology A: Chemistry, 159(1), 1-5 (2003)
A re-investigation of resveratrol synthesis by Perkins reaction. Application to the synthesis of aryl cinnamic acids.
Solladie G, et al.
Tetrahedron, 59(18), 3315-3321 (2003)
Enzymatic resolution and pharmacological activity of the enantiomers of 3, 5-dihydroxyphenylglycine, a metabotropic glutamate receptor agonist.
Richard BS, et al.
Bioorganic & Medicinal Chemistry Letters, 5(3), 223-228 (1995)
Denis E Markov et al.
The journal of physical chemistry. A, 109(24), 5266-5274 (2006-07-15)
Exciton diffusion and photoluminescence quenching in conjugated polymer/fullerene heterostructures are studied by time-resolved photoluminescence. It is observed that heterostructures consisting of a spin-coated poly(p-phenylene vinylene) (PPV)-based derivative and evaporated C60 are ill-defined because of diffusion of C60 into the polymer
Ivan K Ilic et al.
ChemSusChem, 13(7), 1856-1863 (2020-02-07)
Although several recent publications describe cathodes for electrochemical energy storage materials made from regrown biomass in aqueous electrolytes, their transfer to lithium-organic batteries is challenging. To gain a deeper understanding, we investigate the influences on charge storage in model systems
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