130176
4-Nitrobenzaldehyde
98% (GC)
Synonym(s):
p-Nitrobenzaldehyde
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All Photos(4)
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
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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.
Signal Word
Warning
Hazard Statements
Precautionary 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
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
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.
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.
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