168637
2,4-Dihydroxybenzaldehyde
98%
Synonym(s):
β-Resorcylaldehyde
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About This Item
Linear Formula:
(HO)2C6H3CHO
CAS Number:
Molecular Weight:
138.12
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
202-383-1
Beilstein/REAXYS Number:
878548
MDL number:
Assay:
98%
Form:
powder
InChI key
IUNJCFABHJZSKB-UHFFFAOYSA-N
InChI
1S/C7H6O3/c8-4-5-1-2-6(9)3-7(5)10/h1-4,9-10H
SMILES string
[H]C(=O)c1ccc(O)cc1O
assay
98%
form
powder
bp
220-228 °C/22 mmHg (lit.)
mp
135-137 °C (lit.)
functional group
aldehyde
Quality Level
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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.
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.
signalword
Warning
hcodes
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
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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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)
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)
Antibacterial activity and molecular studies of non-symmetric POCOP-Pd (II) pincer complexes derived from 2, 4-dihydroxybenzaldehyde (2, 4-DHBA)
Aragn-Muriel, A et al.
Polyhedron, 227, 116115-116115 (2022)
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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