156167
3-Hydroxy-4-nitrobenzaldehyde
97%
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About This Item
Linear Formula:
HOC6H3(NO2)CHO
CAS Number:
Molecular Weight:
167.12
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
211-879-7
Beilstein/REAXYS Number:
2556882
MDL number:
Product Name
3-Hydroxy-4-nitrobenzaldehyde, 97%
InChI key
AUBBVPIQUDFRQI-UHFFFAOYSA-N
InChI
1S/C7H5NO4/c9-4-5-1-2-6(8(11)12)7(10)3-5/h1-4,10H
SMILES string
[H]C(=O)c1ccc(c(O)c1)[N+]([O-])=O
assay
97%
form
solid
mp
127-131 °C (lit.)
functional group
aldehyde
nitro
Quality Level
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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.
signalword
Warning
hcodes
Hazard Classifications
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, Gloves
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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)
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