All Photos(4)

130176

Sigma-Aldrich

4-Nitrobenzaldehyde

98% (GC)

Linear Formula:
O2NC6H4CHO
CAS Number:
Molecular Weight:
151.12
Beilstein:
386796
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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.

Packaging

25, 100 g in poly bottle
10 g in glass bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

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
H Maheswaran et al.
Chemical communications (Cambridge, England), (39)(39), 4066-4068 (2006-10-07)
The dichloro[(-)-sparteine-N,N']copper(II) complex provides Henry adducts with high enantioselectivities (73-97% ee) in Henry reaction between nitromethane and various aldehydes.
Chao Li et al.
Journal of biotechnology, 150(4), 539-545 (2010-10-21)
Several proteases, especially pepsin, were observed to directly catalyze asymmetric aldol reactions. Pepsin, which displays well-documented proteolytic activity under acidic conditions, exhibited distinct catalytic activity in a crossed aldol reaction between acetone and 4-nitrobenzaldehyde with high yield and moderate enantioselectivity.
Anant Prakash et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 76(3-4), 356-362 (2010-04-27)
The new Schiff bases N,N'-bis (4-nitro benzaldehyde) ethylenediamine (L(1)) and N,N'-bis (acetophenone) ethylenediamine (L(2)) and its Zn(II), Cd(II) complexes were synthesized and characterized by different physicochemical studies. Vibrational spectra indicate coordination of metal ion through azomethine nitrogen and acetate/nitrate ions.

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