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160954

Sigma-Aldrich

Methyl 4-nitrobenzenesulfonate

99%

Synonym(s):

Methyl nosylate, Methyl p-nitrobenzenesulfonate, Methyl p-nitrotosylate

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About This Item

Linear Formula:
O2NC6H4SO3CH3
CAS Number:
6214-20-6
Molecular Weight:
217.20
Beilstein:
2277327
EC Number:
228-282-2
MDL number:
MFCD00007344
UNSPSC Code:
12352100
PubChem Substance ID:
24849896
NACRES:
NA.22

Assay

99%

form

solid

mp

89-92 °C (lit.)

solubility

acetone: soluble 5%, clear, faintly yellow to greenish-yellow

functional group

nitro
sulfonic acid

SMILES string

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

InChI

1S/C7H7NO5S/c1-13-14(11,12)7-4-2-6(3-5-7)8(9)10/h2-5H,1H3

InChI key

RMNJNEUWTBBZPT-UHFFFAOYSA-N

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General description

Reaction between methyl 4-nitrobenzenesulfonate and bromide ions has been studied in mixed single-chain-gemini micellar solutions. Kinetics of SN2 reactions of methyl 4-nitrobenzenesulfonate with ammonia, primary amines, secondary amines, tertiary amines and anionic nucleophiles has been studied.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315

Hazard Classifications

Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000200398
0000176345
0000176327
0000157883
0000157875

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J P Marcus et al.
Archives of biochemistry and biophysics, 316(1), 413-420 (1995-01-10)
Incubation of L-threonine dehydrogenase from Escherichia coli with methyl p-nitrobenzenesulfonate results in a time- and concentration-dependent loss of enzymatic activity. As the concentration of the methylating agent is increased, the rate of inactivation reaches a limiting value of 0.01 min-1
Cysteine modification of metallothionein.
P E Hunziker
Methods in enzymology, 205, 399-400 (1991-01-01)
O Paquatte et al.
Photochemistry and photobiology, 50(6), 817-825 (1989-12-01)
Vibrio harveyi luciferase, an alpha beta dimer, was effectively inactivated by treatment with the methylation agent methyl p-nitrobenzene sulfonate. However, inactivation of luciferase in the presence of excess amounts of this reagent did not follow pseudo-first-order kinetics. After taking the
T Kohzuma et al.
Journal of biochemistry, 106(6), 1054-1058 (1989-12-01)
When Trimeresurus flavoviridis phospholipase A2 was reacted with methyl p-nitrobenzenesulfonate, its activity decreased following first-order kinetics. The pH dependence of the rate constants of inactivation showed that His-48 with an apparent pKa of 6.5 controls the reaction. In the pH
A Lewendon et al.
The Biochemical journal, 290 ( Pt 1), 15-19 (1993-02-15)
A catalytically essential histidine residue (His-195) of chloramphenicol acetyltransferase (CAT) acts as a general base in catalysis, abstracting a proton from the primary hydroxy group of chloramphenicol. The pKa of His-195 has been determined from the pH-dependence of chemical modification.
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