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142956

Sigma-Aldrich

2,4-Dinitrobenzenesulfonyl chloride

97%

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About This Item

Linear Formula:
(O2N)2C6H3SO2Cl
CAS Number:
1656-44-6
Molecular Weight:
266.62
Beilstein:
2147583
MDL number:
MFCD00007431
UNSPSC Code:
12352100
PubChem Substance ID:
24848567
NACRES:
NA.22

Assay

97%

form

solid

mp

101-103 °C (lit.)

functional group

nitro

SMILES string

[O-][N+](=O)c1ccc(c(c1)[N+]([O-])=O)S(Cl)(=O)=O

InChI

1S/C6H3ClN2O6S/c7-16(14,15)6-2-1-4(8(10)11)3-5(6)9(12)13/h1-3H

InChI key

SSFSNKZUKDBPIT-UHFFFAOYSA-N

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General description

2,4-Dinitrobenzenesulfonyl chloride causes the sulfonation of glycosylamines to yield N-glycosyl-2,4-dinitrobenzenesulfonamides.
May contain up to 3.5% benzene

Application

2,4-Dinitrobenzenesulfonyl chloride was used to protect primary amines. It was used as starting reagent in the synthesis of tert-butyl 2-[(2,4-dinitrophenyl) sulfonyl]aminoacetate.

Pictograms

Health hazardCorrosion
GHS08,GHS05

Signal Word

Danger

Hazard Statements

H314,H340,H350,H373

Hazard Classifications

Carc. 1A - Eye Dam. 1 - Muta. 1B - Skin Corr. 1B - STOT RE 2

Target Organs

Blood

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PRTR

Specified Class I Designated Chemical Substances

FSL

Group 5: Self-reactive substances
Nitro compounds
Hazardous rank I
1st self-reactive materials

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

142956-25G:4548173920559
142956-5G:4548173920566
142956-BULK:
142956-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
BCBT6439
BCBR0089V
BCBG3013V
BCBP9675V
BCBP4052V

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Vishwanath Gaitonde et al.
Journal of carbohydrate chemistry, 31(4-6), 353-370 (2013-01-26)
The N-glycosyl-2,4-dinitrobenzenesulfonamides were accessed via benzoyl-protected β-glycosyl azides. The azides were reduced with Adams' catalyst to the corresponding amines. The glycosylamines were sulfonated with 2,4-dinitrobenzenesulfonyl chloride to form N-glycosyl-2,4-dinitrobenzenesulfonamides in moderate yields. β-Glycosyl amides were then prepared in 67 -
Rachel J Ball et al.
Artificial DNA, PNA & XNA, 1(1), 27-35 (2011-06-21)
Halogen-labelled peptide organic acid (HPOA) monomers have been synthesised and incorporated into sequence-specific peptide nucleic acid (PNA) probes. Three different types of probe have been prepared; the unmodified PNA probe, the PNA probe with a mass marker, and the PNA

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