140112
4-Nitrobenzyl chloride
99%
Synonym(s):
α-Chloro-4-nitrotoluene
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About This Item
Linear Formula:
O2NC6H4CH2Cl
CAS Number:
Molecular Weight:
171.58
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
202-822-7
Beilstein/REAXYS Number:
387187
MDL number:
Assay:
99%
Form:
solid
InChI key
KGCNHWXDPDPSBV-UHFFFAOYSA-N
InChI
1S/C7H6ClNO2/c8-5-6-1-3-7(4-2-6)9(10)11/h1-4H,5H2
SMILES string
[O-][N+](=O)c1ccc(CCl)cc1
assay
99%
form
solid
Quality Level
mp
70-73 °C (lit.)
solubility
chloroform: soluble 50 mg/mL, clear to very slightly hazy, faintly yellow
functional group
chloro, nitro
Related Categories
General description
4-Nitrobenzyl chloride acts as substrate for glutathione S-transferase(GST) in determination of GST in Chinese fetal liver. It undergoes reduction by NADPH to yield 4-nitrotoluene.
Application
4-Nitrobenzyl chloride was used to prepare unsymmetrically N,N′-bis(substituted) 4,13-diaza-18-crown-6-ether derivatives.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Skin Corr. 1B
Storage Class
8A - Combustible corrosive hazardous materials
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
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J J Jaffe et al.
Molecular and biochemical parasitology, 20(2), 199-206 (1986-08-01)
Glutathione S-transferase (EC 2.5.1.18) was detected in the cytosolic and microsomal fractions of adult Dirofilaria immitis females at respective levels of 30 nmol and 3 nmol min-1 (mg protein)-1 activity with the substrate 1-chloro-2,4-dinitrobenzene (CDNB). The transferase activity in the
S B Lei et al.
Zhongguo yao li xue bao = Acta pharmacologica Sinica, 11(5), 389-391 (1990-09-01)
Subcellular fractions were isolated from Chinese fetal liver at 4-8 months of age for the determination of glutathione S-transferase (GST). Using 1-chloro-2,4-dinitrobenzene (CDNB) as substrate, GST activity was found to be 66 +/- 34 nmol/(min.mg protein), mainly in the cytosol.
D Mansuy et al.
Biochemical pharmacology, 32(12), 1871-1879 (1983-06-15)
The benzyl halides benzyl bromide and 4-nitrobenzyl chloride are reduced anaerobically by NADPH and rat liver microsomes to yield toluene and 4-nitrotoluene, respectively. These reductions and cytochrome P-450-dependent since they are inhibited by CO and metyrapone, and are increased after
P Jemth et al.
The Journal of biological chemistry, 275(12), 8618-8624 (2000-03-18)
Ser(11) in rat glutathione transferase T2-2 is important for stabilization of the reactive enzyme-bound glutathione thiolate in the reaction with 1-menaphthyl sulfate. The S11A mutation increased the pK(a) value for the pH dependence of the rate constant for pre-steady-state product
Tetrahedron Letters, 34, 95-95 (1993)
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