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556971

Sigma-Aldrich

2,4-Dinitrobenzenesulfonic acid hydrate

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About This Item

Linear Formula:
(O2N)2C6H3SO3H · xH2O
CAS Number:
Molecular Weight:
248.17 (anhydrous basis)
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

mp

95-98 °C (lit.)

SMILES string

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

InChI

1S/C6H4N2O7S/c9-7(10)4-1-2-6(16(13,14)15)5(3-4)8(11)12/h1-3H,(H,13,14,15)

InChI key

OVOJUAKDTOOXRF-UHFFFAOYSA-N

application

2,4-Dinitrobenzenesulfonic acid hydrate may be used in the synthesis of the corresponding α-hydroxyketone. It can be used as a catalyst in the amidation reaction, which involves the conversion of secondary-benzylic alcohols to N-benzylacetamides. It may also be used to prepare 1-octyl-2-pyrrolidinonium 2,4-dinitrobenzenesulfonate ([NOP][DNBSA]), a Brønsted-acidic ionic liquid, which can catalyze the synthesis of trioxane.

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3


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"The Ritter reaction under truly catalytic Bronsted acid conditions"
Sanz R, et al.
European Journal of Organic Chemistry, 2007(08), 4642-4645 (2007)
"Bronsted-Acidic Ionic Liquids as Catalysts for Synthesizing Trioxane"
Zhao Y, et al.
Chinese Journal of Chemical Engineering (2016)
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Drug design, development and therapy, 13, 231-242 (2019-01-16)
We examined whether metoclopramide (MCP), a modulator of dopamine and serotonin receptors, alleviated colitis and had synergistic effects when coadministered with 5-aminosalicylic acid (5-ASA) in an experimental model of colitis. MCP azo-linked to 5-ASA (5-[4-chloro-2-{2-(diethylamino)ethylcarbamoyl}- 1-methoxyphenyl]azosalicylic acid, MCP-azo-ASA) was synthesized
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Imiquimod (Imiq) is a synthetic imizoquinoline compound which can act on Toll-like receptor (TLR)7 and transduce signals involved in cell activation. We investigated the role of Imiq on contact hypersensitivity (CHS) and explored the potential mechanisms of mast cells involved
Tatsuya Ogawa et al.
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Atopic dermatitis is a chronic form of allergic contact dermatitis that is closely associated with a compromised epidermal barrier. Immunogenicity of a given electrophilic hapten after penetration of this barrier depends directly on biochemical reactions in the thiol-rich layer in

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