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130176

Sigma-Aldrich

4-Nitrobenzaldehyde

98% (GC)

Synonym(s):

p-Nitrobenzaldehyde

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10 G
HUF 9,590.00
25 G
HUF 16,400.00
100 G
HUF 43,000.00

About This Item

Linear Formula:
O2NC6H4CHO
CAS Number:
Molecular Weight:
151.12
Beilstein:
386796
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

HUF 9,590.00


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Request a Bulk Order

Quality Level

Assay

98% (GC)

mp

103-106 °C (lit.)

functional group

aldehyde
nitro

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[1]. It was also used to develop and evaluate a series of tripeptide organocatalysts[2].

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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

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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
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.
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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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
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