4-Chloro-3-nitrobenzenesulfonamide

HCID 7324CAS 97-09-6

Basic information

Standard SMILES
NS(=O)(=O)c1ccc(Cl)c([N+](=O)[O-])c1
InChIKey
SPZGXONNVLTQDE-UHFFFAOYSA-N
Molecular formula
C6H5ClN2O4S
Average molar mass
236.63 g/mol
Monoisotopic mass
235.96585532

Names & identifiers

Preferred name
4-Chloro-3-nitrobenzenesulfonamide
IUPAC
4-chloro-3-nitrobenzenesulfonamide
English name
4-Chloro-3-nitrobenzenesulfonamide
Molecular formula
C6H5ClN2O4S
Molecular weight
236.63

Names & synonyms

4-CHLORO-3-NITROBENZENESULFONAMIDEBenzenesulfonamide, 4-chloro-3-nitro-4-Chloro-3-nitrobenzenesulphonamideHSDB 2568UNII-2O1T5ZXF222O1T5ZXF22EINECS 202-559-8NSC 512314NSC-512314DTXSID80526494-CHLORO-3-NITROBENZENESULPHONAMIDE [HSDB]RefChem:98444
Show more names
YELLOW SULFONEBUTTPARK 76\07-884-Chloro-3-Nitrosulfonamide4-CHLORO-3-NITROSULFAMYLBENZENE2-NITROCHLOROBENZENE-4-SULFONAMIDEO-NITROCHLOROBENZENE-P-SULFONAMIDE4-chloro-3-nitro-benzenesulfonamid
DTXCID9031222Benzenesulfonamide, 4chloro3nitroSPZGXONNVLTQDE-UHFFFAOYSA-N97-09-63-Nitro-4-chlorobenzenesulfonamide4-chloro-3-nitrobenzene-1-sulfonamideMFCD000357834-Chloro-3-nitro-benzenesulfonamide

Database identifiers

CAS
97-09-6
PubChem CID
7324
DTXSID
DTXSID8052649
ChEMBL
CHEMBL51663
UNII
2O1T5ZXF22
EC Number
202-559-8
Nikkaji
J30.819F

Properties

Computed structural properties

XLogP
0.8
Topological polar surface area
114 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
5
Rotatable bonds
1
Heavy atoms
14

Experimental & physicochemical properties

Chemical ClassesNitrogen Compounds -> Other Aromatics (Nitrogen)
LogP · 2 items

log Kow = 0.66

1.91

Vapor Pressure0.0000018 [mmHg]
Physical DescriptionSolid; [MSDSonline]

Physicochemical properties

Melting point
25 · 25-35 °C
Boiling point
175 · 175-176 °C
Density
1.5966 · 1.5966 (rough estimate)
refractive index
1.6 · 1.6000 (estimate)
storage temp.
Inert atmosphere,Room Temperature
pka
9.28 · 9.28±0.60(Predicted)

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (96.7%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 60 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationStatus: Active Update: 22-03-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/32354
Hazards Summary · 1 item

Used therapeutically, sulfonamides can cause a range of hypersensitivity reactions including rashes and injury to the liver and kidneys; Methemoglobinemia has been reported after overdose; [HSDB] An irritant; May cause skin sensitization; [MSDSonline]

Hazard Classes and CategoriesSkin Irrit. 2 (96.7%)

Safety & protection

Disposal Methods · 1 item

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Toxicology

Environmental Fate · 3 items

TERRESTRIAL FATE: Based on a recommended classification scheme(1), an estimated Koc value of 54(SRC), determined from an experimental log Kow(2) and a recommended regression-derived equation(3), indicates that 4-chloro-3-nitrobenzenesulfonamide should have very high mobility in soil(SRC). Volatilization of 4-chloro-3-nitrobenzenesulfonamide should not be important from moist soil surfaces(SRC) given an estimated Henry's Law constant of 1.2X10-9 atm-cu m/mole(4,SRC), or from dry soil surfaces(SRC) based on an estimated vapor pressure of 1.8X10-6 mm Hg(5,SRC). Insufficient data are available to determine the rate or importance of biodegradation of 4-chloro-3-nitrobenzenesulfonamide in soil(SRC).

AQUATIC FATE: An estimated Koc value of 54(SRC), determined from an experimental log Kow(1) and a recommended regression-derived equation(2), indicates that 4-chloro-3-nitrobenzenesulfonamide should not adsorb to suspended solids and sediment(SRC) in the water(2,SRC). 4-Chloro-3-nitrobenzenesulfonamide would be essentially non-volatile from water surfaces based on an estimated Henry's Law constant of 1.2X10-9 atm-cu m/mole(SRC), developed using a fragment constant estimation method(3). An estimated BCF value of 1.9(2,SRC), from an experimental log Kow(1), suggests that 4-chloro-3-nitrobenzenesulfonamide will not bioconcentrate in aquatic organisms(SRC) according to a recommended classification scheme(4). Insufficient data are available to determine the rate or importance of biodegradation of 4-chloro-3-nitrobenzenesulfonamide in water(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 4-chloro-3-nitrobenzenesulfonamide, which has an estimated vapor pressure of 1.8X10-6 mm Hg at 25 °C(2,SRC) will exist as both a vapor and particulate in the ambient atmosphere. Vapor-phase 4-chloro-3-nitrobenzenesulfonamide is degraded in the atmosphere by reaction with photochemically produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be about 438 days(3,SRC). Particulate-phase 4-chloro-3-nitrobenzenesulfonamide may be physically removed from the air by wet and dry deposition(SRC).

Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Soil Adsorption/Mobility · 1 item

The Koc of 4-chloro-3-nitrobenzenesulfonamide is estimated as approximately 54(SRC), using an experimental log Kow of 0.66(1) and a regression-derived equation(2,SRC). According to a recommended classification scheme(3), this estimated Koc value suggests that 4-chloro-3-nitrobenzenesulfonamide should have very high mobility in soil(SRC).

Artificial Pollution Sources4-Chloro-3-nitrobenzenesulfonamide's production and use as a dye intermediate(1) may result in its release to the environment through various waste streams(SRC).
Environmental Bioconcentration · 1 item

An estimated BCF value of 1.9 was calculated for 4-chloro-3-nitrobenzenesulfonamide(SRC), using an experimental log Kow of 0.66(1) and a recommended regression-derived equation(2). According to a recommended classification scheme(3), this BCF value suggests that bioconcentration in aquatic organisms will not be an important fate process(SRC).

Volatilization from Water/Soil · 1 item

The Henry's Law constant for 4-chloro-3-nitrobenzenesulfonamide is estimated as 1.2X10-9 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This value indicates that 4-chloro-3-nitrobenzenesulfonamide will be essentially nonvolatile from water surfaces(2,SRC). 4-Chloro-3-nitrobenzenesulfonamide's vapor pressure, 1.8X10-6 mm Hg(3,SRC) and Henry's Law constant(1,SRC) indicate that volatilization from dry or moist soil should not occur(SRC).

Safety data

tsca
TSCA listed
hs_code
2935909099
Signal word
Warning
Symbol(GHS)
GHS07
hazard_code
Xi
hazard_note
Irritant

Chemistry & industry

Uses & manufacturing

Uses · 3 items

Used as a chemical intermediate for azo dyes; [HSDB]

CHEMICAL INTERMEDIATE FOR AZO DYES

Dye intermediate

U.S. Production · 3 items

(1972) 2.3X10+8 GRAMS

(1975) 7.90X10+7 GRAMS

(1976) 3.16X10+5 kg

Methods of ManufacturingPOSSIBLY BY REACTION OF 4-CHLORO-3-NITROBENZENESULFONYLCHLORIDE WITH AQUEOUS AMMONIA
General Manufacturing InformationBenzenesulfonamide, 4-chloro-3-nitro-: INACTIVE

Applications

Uses4-Chloro-3-nitrobenzenesulfonamide is used as a chemical intermediate for azo dyes.

Suppliers50 total

衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
韶远科技(上海)有限公司021-50795510 4000665055 · [email protected]
毕佳索(上海毕得医药科技股份有限公司)400-6005915 · [email protected]
浙江晨和生物医药有限公司0573-0573-86190920 13385833650 · [email protected]
苏州启航生物科技有限公司18151111370 · [email protected]

Related reactions

136 records

Linked notes

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