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168637

Sigma-Aldrich

2,4-Dihydroxybenzaldehyde

98%

Sinónimos:

β-Resorcylaldehyde

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About This Item

Fórmula lineal:
(HO)2C6H3CHO
Número de CAS:
95-01-2
Peso molecular:
138.12
Beilstein/REAXYS Number:
878548
EC Number:
202-383-1
MDL number:
MFCD00011686
UNSPSC Code:
12352100
PubChem Substance ID:
24850248
NACRES:
NA.22

assay

98%

form

powder

bp

220-228 °C/22 mmHg (lit.)

mp

135-137 °C (lit.)

functional group

aldehyde

SMILES string

[H]C(=O)c1ccc(O)cc1O

InChI

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

InChI key

IUNJCFABHJZSKB-UHFFFAOYSA-N

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General description

2,4-Dihydroxybenzaldehyde undergoes regioselective mono-benzylation reaction under extremely mild basic conditions. It undergoes condensation reaction with isonicotinic acid hydrazide in methanol to yield 2,4-dihydroxybenzaldehyde isonicotinoyl hydrazone, a new fluorescent reagent.

2,4-Dihydroxybenzaldehyde is a potential building block for bioactive compounds, specialty chemicals and dyes.

Application

2,4-Dihydroxybenzaldehyde was used in two-step synthesis of ethyl 3,5-dibromo-2,4-dihydroxycinnamate.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
STBK4194
STBK0756
STBJ8899
STBH2350
STBH1618

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The regioselective 4-benzylation of 2, 4-dihydroxybenzaldehyde.
Mendelson WL, et al.
Synthetic Communications, 26(3), 593-601 (1996)
Two-photon uncaging with the efficient 3,5-dibromo-2,4-dihydroxycinnamic caging group.
Nathalie Gagey et al.
Angewandte Chemie (International ed. in English), 46(14), 2467-2469 (2007-02-21)
Direct and derivative spectrophotometric determination of zinc with 2, 4-dihydroxybenzaldehyde isonicotinoyl hydrazone in potable water and pharmaceutical samples.
Sivaramaiah S and Reddy PR.
Journal of Analytical Chemistry, 60(9), 828-832 (2005)
Fabien Vincent et al.
Bioorganic & medicinal chemistry letters, 19(23), 6793-6796 (2009-10-24)
The screening of known medicinal agents against new biological targets has been shown to be a valuable approach for revealing new pharmacology of marketed compounds. Recently, carbamate, urea and ketone inhibitors of fatty acid amide hydrolase (FAAH) have been described
Chao-Bin Xue et al.
Bioorganic & medicinal chemistry, 15(5), 2006-2015 (2007-01-30)
Phenoloxidase (PO), also known as tyrosinase, is a key enzyme in insect development, responsible for catalyzing the hydroxylation of tyrosine into o-diphenols and the oxidation of o-diphenols into o-quinones. Inhibition of PO may provide a basis for novel environmentally friendly

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