Benzenesulfonyl chloride, 2,4-dinitro-

HCID 74255CAS 1656-44-6

Substructure search Find similar structures

Basic information

Standard SMILES: O=[N+]([O-])c1ccc(S(=O)(=O)Cl)c([N+](=O)[O-])c1
InChIKey: SSFSNKZUKDBPIT-UHFFFAOYSA-N
Molecular formula: C6H3ClN2O6S
Average molar mass: 266.62 g/mol
Monoisotopic mass: 265.9400345

Names & identifiers

Preferred name: Benzenesulfonyl chloride, 2,4-dinitro-
IUPAC: 2,4-dinitrobenzenesulfonyl chloride
English name: 2,4-DINITROBENZENESULFONYL CHLORIDE
Molecular formula: C6H3ClN2O6S
Molecular weight: 266.62

Names & synonyms

2,4-Dinitrobenzenesulfonyl chloride1656-44-6Benzenesulfonyl chloride, 2,4-dinitro-EINECS 216-749-3DTXSID20618542,4-Dinitrobenzene sulfochlorideSSFSNKZUKDBPIT-UHFFFAOYSA-RefChem:118098DTXCID0035320InChI=1/C6H3ClN2O6S/c7-16(14,15)6-2-1-4(8(10)11)3-5(6)9(12)13/h1-3HSSFSNKZUKDBPIT-UHFFFAOYSA-N2,4-Dinitrobenzene-1-sulfonyl chloride

Show more names

2,4-DinitrobenzenesuL2,4-Dinitrobenzenesulfonylchl4-Dinitrobenzenesulfonyl chloride2,4-dinitro-benzenesulfonylchlorid1-(Chlorosulphonyl)-2,4-dinitrobenzene2,4-Dinitrobenzenesulfonyl chloride,98%

2,4-Dinitrobenzenesulphonyl chlorideC6H3ClN2O6SMFCD000074312,4-dinitrophenylsulfonyl chlorideBenzenesulfonylchloride, 2,4-dinitro-SCHEMBL17259SCHEMBL29430338(2,4-dinitrophenyl)chlorosulfone

Database identifiers

CAS: 1656-44-6
PubChem CID: 74255
DTXSID: DTXSID2061854
EC Number: 216-749-3
Nikkaji: J3.373A

Properties

Computed structural properties

XLogP: 1.7
Topological polar surface area: 134 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 6
Rotatable bonds: 1
Heavy atoms: 16
Formal charge: 0
Complexity: 393

Experimental & physicochemical properties

SpringerMaterials PropertiesNuclear quadrupole resonance spectroscopy

Physicochemical properties

Melting point: 101 · 101-103 °C (lit.)
Boiling point: 60 · 60-80 °C
Density: 1.78 · 1.780
storage temp.: -20 °C · -20°C Freezer
solubility: Chloroform (Slightly)
form: Solid
color: Light Yellow Crystalline
Water Solubility: Reacts with water.
Sensitive: Moisture Sensitive
BRN: 2147583 · 2147583
Stability: Hygroscopic
InChI: 1S/C6H3ClN2O6S/c7-16(14,15)6-2-1-4(8(10)11)3-5(6)9(12)13/h1-3H
InChIKey: SSFSNKZUKDBPIT-UHFFFAOYSA-N
SMILES: [O-][N+](=O)c1ccc(c(c1)[N+]([O-])=O)S(Cl)(=O)=O
CAS DataBase Reference: 1656 · 1656-44-6(CAS DataBase Reference)
EPA Substance Registry System: 2 · Benzenesulfonyl chloride, 2,4-dinitro- (1656-44-6)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 5 · GHS05,GHS08
Signal word: Danger
Hazard statements: 314 · H314-H340-H350-H373
Precautionary statements: 202 · P202-P260-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338
target organs: Blood
PPE: 3 · Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
Hazard Codes: T,C
Risk Statements: 34 · 34-65-48/23/24/25-46-45-48/20/21/22
Safety Statements: 53 · 53-26-36/37/39-45-62
RIDADR: 3261 · UN 3261 8/PG 2
WGK Germany: 3 · 3
F: 21 · 21
TSCA: TSCA listed
HazardClass: 8 · 8
PackingGroup: II
HS Code: 2904990090 · 2904990090
Storage Class: 6.1 C · 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Hazard Classifications: 1 AEye · Carc. 1AEye Dam. 1Muta. 1BSkin Corr. 1BSTOT RE 2
Limited Quantities: 5 kg · 5.0 kg (11 lbs) (solid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 46 reports by companies from 3 notifications to the ECHA C&L Inventory.

Hazard information

Regulatory InformationBenzenesulfonyl chloride, 2,4-dinitro-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Hazard Classes and CategoriesSkin Corr. 1B (100%)

Safety data

F: 21
PPE: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
wgk: 3
tsca: TSCA listed
ridadr: UN 3261 8/PG 2
hs_code: 2904990090
risk_code: 34-65-48/23/24/25-46-45-48/20/21/22
Signal word: Danger
Symbol(GHS): GHS05,GHS08
hazard_code: T,C
safety_code: 53-26-36/37/39-45-62
hazard_class: 8
Storage Class: 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
packing_group: II
target organs: Blood
Hazard statements: H314-H340-H350-H373
Limited Quantities: 5.0 kg (11 lbs) (solid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
Hazard Classifications: Carc. 1AEye Dam. 1Muta. 1BSkin Corr. 1BSTOT RE 2
Precautionary statements: P202-P260-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationBenzenesulfonyl chloride, 2,4-dinitro-: ACTIVE

Applications

Uses2,4-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]amino acetate.

General Description2,4-Dinitrobenzenesulfonyl chloride causes the sulfonation of glycosylamines to yield N-glycosyl-2,4-dinitrobenzenesulfonamides.