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140112

Sigma-Aldrich

4-Nitrobenzyl chloride

99%

Sinónimos:

α-Chloro-4-nitrotoluene

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About This Item

Fórmula lineal:
O2NC6H4CH2Cl
Número de CAS:
100-14-1
Peso molecular:
171.58
Beilstein/REAXYS Number:
387187
EC Number:
202-822-7
MDL number:
MFCD00007374
UNSPSC Code:
12352100
PubChem Substance ID:
24848454
NACRES:
NA.22

Quality Level

100

assay

99%

form

solid

mp

70-73 °C (lit.)

solubility

chloroform: soluble 50 mg/mL, clear to very slightly hazy, faintly yellow

SMILES string

[O-][N+](=O)c1ccc(CCl)cc1

InChI

1S/C7H6ClNO2/c8-5-6-1-3-7(4-2-6)9(10)11/h1-4H,5H2

InChI key

KGCNHWXDPDPSBV-UHFFFAOYSA-N

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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.

Pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

hcodes

H302,H314

Hazard Classifications

Acute Tox. 4 Oral - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

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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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
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.
Tetrahedron Letters, 34, 95-95 (1993)
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
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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