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130176

Sigma-Aldrich

4-Nitrobenzaldehyde

98% (GC)

Synonym(s):

p-Nitrobenzaldehyde

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About This Item

Linear Formula:
O2NC6H4CHO
CAS Number:
555-16-8
Molecular Weight:
151.12
Beilstein/REAXYS Number:
386796
EC Number:
209-084-5
MDL number:
MFCD00007346
UNSPSC Code:
12352100
PubChem Substance ID:
24847946
NACRES:
NA.22

Quality Level

100

assay

98% (GC)

mp

103-106 °C (lit.)

SMILES string

[O-][N+](=O)c1ccc(C=O)cc1

InChI

1S/C7H5NO3/c9-5-6-1-3-7(4-2-6)8(10)11/h1-5H

InChI key

BXRFQSNOROATLV-UHFFFAOYSA-N

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Application

4-Nitrobenzaldehyde was used in the preparation of homoallylic alcohols. It was also used to develop and evaluate a series of tripeptide organocatalysts.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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Sigma-Aldrich

8.18530

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Ethyl 4-nitrocinnamate, predominantly trans 99%

Sigma-Aldrich

139300

Ethyl 4-nitrocinnamate, predominantly trans

Niels J M Pijnenburg et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 19(15), 4858-4868 (2013-02-26)
This paper describes a mechanistic study of the SCS-pincer Pd(II)-catalyzed auto-tandem reaction consisting of the stannylation of cinnamyl chloride with hexamethylditin, followed by an electrophilic allylic substitution of the primary tandem-reaction product with 4-nitrobenzaldehyde to yield homoallylic alcohols as the
Saadi Bayat et al.
Chirality, 25(11), 726-734 (2013-08-24)
A series of tripeptide organocatalysts containing a secondary amine group and two amino acids with polar side chain units were developed and evaluated in the direct asymmetric intermolecular aldol reaction of 4-nitrobenzaldehyde and cyclohexanone. The effectiveness of short polar peptides
Mauro De Nisco et al.
The Journal of organic chemistry, 74(24), 9562-9565 (2009-11-27)
Dipeptides obtained from l-proline and beta(3)-l-amino acids are reported to catalyze enantioselective direct aldol reaction in aqueous medium, leading to significant anti:syn diastereomeric ratios and enantiomeric excesses. The simple introduction of a polar substituent at the C-2 position of the
Gang Wu et al.
The journal of physical chemistry. A, 112(5), 1024-1032 (2008-01-16)
We have used solid-state 17O NMR experiments to determine the 17O quadrupole coupling (QC) tensor and chemical shift (CS) tensor for the carbonyl oxygen in p-nitro-[1-(17)O]benzaldehyde. Analyses of solid-state 17O NMR spectra obtained at 11.75 and 21.15 T under both
Jinmo Kim et al.
Analytical chemistry, 77(13), 4137-4141 (2005-07-01)
A chemical derivatization technique in time-of-flight secondary ion mass spectrometry (TOF-SIMS) has been developed to quantify the surface density of amine groups of plasma-polymerized ethylenediamine thin film deposited on a glass surface by inductively coupled plasma chemical vapor deposition. Chemical
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