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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
0000176345
0000176327
0000200398
BGBC5319V

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R P Swenson et al.
The Journal of biological chemistry, 259(9), 5585-5590 (1984-05-10)
Incubation of D-amino acid oxidase with excess methyl-p-nitrobenzenesulfonate results in a pseudo-first order, irreversible loss of 95% of the assayable activity using D-phenylglycine as substrate. The rate of inactivation reaches a limiting value of 0.021 min-1 (pH 7.7, 22 degrees
María del Mar Graciani et al.
Journal of colloid and interface science, 328(2), 324-330 (2008-10-09)
The reaction between methyl 4-nitrobenzenesulfonate and bromide ions has been studied in mixed single-chain-gemini micellar solutions of n-dodecyltrimethylammonium bromide, DTAB, and dodecyl tricosaoxyethylene glycol ether, Brij(35), with alkanediyl-alpha-omega-bis(dodecyldimethylammonium) bromide, 12-s-12,2Br(-) (s=3,4,5). Kinetic micellar effects show that an increase in the
Nucleophilicity towards a saturated carbon atom: rate constants for the aminolysis of methyl 4-nitrobenzenesulfonate in aqueous solution. A comparison of the n and N+ parameters for amine nucleophilicity
Christina K M.
J. Chem. Soc. Perkin Trans. II, 11, 2291-2300 (1994)
Xiao-Qing Zhu et al.
Organic letters, 8(14), 3065-3067 (2006-06-30)
[reaction: see text] The mechanism of NO transfer from NO-donors (SNAP and G-MNBS) to ferrous tetraphenylporphyrin (TPPFe(II)) in CH(3)OH is discovered for the first time by using a laser flash technique. The results show that the NO transfer is completed
M A Porter et al.
The Journal of biological chemistry, 263(29), 14846-14849 (1988-10-15)
The activity of the Calvin cycle enzyme phosphoribulokinase is coupled to photosynthetic electron transport by reversible oxidation/reduction mediated by thioredoxin-f. Previous studies have shown that one of the regulatory sulfhydryl groups, that of Cys-16, is positioned at the nucleotide-binding domain
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