Skip to Content
Merck
All Photos(3)

Documents

168637

Sigma-Aldrich

2,4-Dihydroxybenzaldehyde

98%

Synonym(s):

β-Resorcylaldehyde

Sign Into View Organizational & Contract Pricing
All Photos(3)

About This Item

Linear Formula:
(HO)2C6H3CHO
CAS Number:
95-01-2
Molecular Weight:
138.12
Beilstein:
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.)

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

Looking for similar products? Visit Product Comparison Guide

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

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service