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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

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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.
S Ishii et al.
Protein science : a publication of the Protein Society, 7(8), 1802-1810 (1999-03-19)
Aromatic L-amino acid decarboxylase (AADC) catalytic mechanism has been proposed to proceed through two consecutive intermediates (i.e., Michaelis complex and the external aldimine). Limited proteolysis of AADC that preferentially digested at the C-terminal side of Arg334 was slightly retarded in
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
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)
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
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