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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:
386796
EC Number:
209-084-5
MDL number:
MFCD00007346
UNSPSC Code:
12352100
PubChem Substance ID:
24847946
NACRES:
NA.22

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

Signal Word

Warning

Hazard Statements

H317,H319

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

130176-10G:
130176-1KG:
130176-100G:
130176-25G:
130176-BULK:
130176-VAR:

Certificates of Analysis (COA)

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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
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
Jinmin Fan et al.
Chemical communications (Cambridge, England), (32)(32), 3792-3794 (2008-08-08)
Double-stranded DNA of natural origin can be used to facilitate nitro-aldol (or Henry) reaction in aqueous solution.
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
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