Skip to Content
Merck
All Photos(2)

Documents

156167

Sigma-Aldrich

3-Hydroxy-4-nitrobenzaldehyde

97%

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Linear Formula:
HOC6H3(NO2)CHO
CAS Number:
704-13-2
Molecular Weight:
167.12
Beilstein:
2556882
EC Number:
211-879-7
MDL number:
MFCD00007109
UNSPSC Code:
12352100
PubChem Substance ID:
24849596
NACRES:
NA.22

Quality Level

100

Assay

97%

form

solid

mp

127-131 °C (lit.)

SMILES string

[H]C(=O)c1ccc(c(O)c1)[N+]([O-])=O

InChI

1S/C7H5NO4/c9-4-5-1-2-6(8(11)12)7(10)3-5/h1-4,10H

InChI key

AUBBVPIQUDFRQI-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

Application

3-Hydroxy-4-nitrobenzaldehyde is the aldehyde component in a study of an enantioselective thioester aldol reaction. This reaction has been catalyzed by copper(II) triflate in the presence of a chiral bisoxazoline ligand. The product has been used as a chromophoric substrate for probing the catalytic mechanism of horse liver alcohol dehydrogenase.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315 - H319 - H335

Hazard Classifications

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

Derek Magdziak et al.
Journal of the American Chemical Society, 127(20), 7284-7285 (2005-05-19)
This communication reports highly enantioselective and diastereoselective methyl malonic acid half thioester (MeMAHT) aldol reactions that are compatible with protic functional groups and enolizable aldehydes, affording syn S-phenyl thiopropionates.
A K MacGibbon et al.
Biochemistry, 26(11), 3058-3067 (1987-06-02)
The compounds 3-hydroxy-4-nitrobenzaldehyde and 3-hydroxy-4-nitrobenzyl alcohol are introduced as new chromophoric substrates for probing the catalytic mechanism of horse liver alcohol dehydrogenase (LADH). Ionization of the phenolic hydroxyl group shifts the spectrum of the aldehyde from 360 to 433 nm
Christiane Menzfeld et al.
Glia, 63(6), 1083-1099 (2015-03-04)
The putative protein tyrosine kinase (PTK) inhibitor tyrphostin AG126 has proven beneficial in various models of inflammatory disease. Yet molecular targets and cellular mechanisms remained enigmatic. We demonstrate here that AG126 treatment has beneficial effects in experimental autoimmune encephalomyelitis (EAE)

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