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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S N Moreno et al.
The Journal of biological chemistry, 261(17), 7811-7815 (1986-06-15)
The o-, m-, and p-nitrobenzyl chlorides are reduced aerobically and anaerobically by NADPH and rat hepatic microsomes. Under aerobic conditions, these nitro anion radicals reduce oxygen to superoxide as demonstrated by oxygen consumption and spin trapping of superoxide with 5,5-dimethyl-1-pyrroline
Kristine L Richardson et al.
Comparative biochemistry and physiology. Toxicology & pharmacology : CBP, 150(2), 279-284 (2009-05-23)
Glutathione s-transferases (GST) play a critical role in the detoxification of exogenous and endogenous electrophiles, as well as the products of oxidative stress. As compared to mammals, GST activity has not been extensively characterized in reptiles. Throughout the globe, most
S V Singh et al.
Experimental eye research, 41(3), 405-413 (1985-09-01)
When rats were orally administered a daily dose of 300 mg kg-1 body weight of 3,5-di-t-butyl-4-hydroxytoluene (BHT) for 4 days, about 90% increase over basal level in total glutathione (GSH) S-transferase activity towards 1-chloro-2,4-dinitrobenzene (CDNB) was observed in ocular lens.
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
P Jemth et al.
Biochemistry, 38(31), 9982-9991 (1999-08-06)
The reaction mechanism of rat glutathione transferase T2-2 has been studied using pre-steady-state and steady-state kinetics. Several parts of the catalytic cycle including binding of substrates, product formation, and product release were investigated. Under saturating conditions, a two-step product release
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