4-Chloro-3-nitrobenzenesulfonamide
Completing data — refresh the page later to see the latest
Basic information
- CAS
97-09-6- 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 propertiesFilling in
- XLogP
- 0.8
- Topological polar surface area
- 114 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 1
- Heavy atoms
- 14
- Formal charge
- 0
- Complexity
- 320
Experimental & physicochemical properties
Chemical ClassesNitrogen Compounds -> Other Aromatics (Nitrogen)
LogP
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)
- form
- crystalline powder
- color
- White to off white
- Water Solubility
- 224.8 mg/L · 224.8mg/L(15 ºC)
- Henry's Law Constant
- 8.2 · 8.2×103 mol/(m3Pa) at 25℃, HSDB (2015)
- InChI
- InChI=1S/C6H5ClN2O4S/c7-5-2-1-4(14(8,12)13)3-6(5)9(10)11/h1-3H,(H2,8,12,13)
- InChIKey
- SPZGXONNVLTQDE-UHFFFAOYSA-N
- SMILES
- C1(S(N)(=O)=O)=CC=C(Cl)C([N+]([O-])=O)=C1
- CAS DataBase Reference
- 97 · 97-09-6(CAS DataBase Reference)
- FDA UNII
- 2 O1T5ZXF22 · 2O1T5ZXF22
- EPA Substance Registry System
- 4 · Benzenesulfonamide, 4-chloro-3-nitro- (97-09-6)
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319-H335
- Precautionary statements
- 261 · P261-P305+P351+P338
- Hazard Codes
- Xi
- Hazard Note
- Irritant
- TSCA
- TSCA listed
- HS Code
- 2935909099 · 2935909099
- Hazardous Substances Data
- 97 · 97-09-6(Hazardous Substances Data)
- REACH Registrations
- Active
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
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
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
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
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
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
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
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).
Environmental Abiotic Degradation
The rate constant for the vapor-phase reaction of 4-chloro-3-nitrobenzenesulfonamide with photochemically produced hydroxyl radicals has been estimated as 3.8X10-14 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1,SRC). This corresponds to an atmospheric half-life of about 438 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1,SRC).
Environmental Fate/Exposure Summary
4-Chloro-3-nitrobenzenesulfonamide's production and use as a dye intermediate may result in its release to the environment through various waste streams. If released to soil, 4-chloro-3-nitrobenzenesulfonamide should have very high mobility. Volatilization of 4-chloro-3-nitrobenzenesulfonamide should not be important from moist or dry soil surfaces. Insufficient data are available to determine the rate or importance of biodegradation of 4-chloro-3-nitrobenzenesulfonamide in soil or water. If released to water, 4-chloro-3-nitrobenzenesulfonamide should not adsorb to suspended solids and sediment. 4-Chloro-3-nitrobenzenesulfonamide would be essentially non-volatile from water surfaces. An estimated BCF value of 1.9 suggests that 4-chloro-3-nitrobenzenesulfonamide will not bioconcentrate in aquatic organisms. If released to the atmosphere, 4-chloro-3-nitrobenzenesulfonamide will exist as both a vapor and particulate. Vapor-phase 4-chloro-3-nitrobenzenesulfonamide is degraded in the atmosphere by reaction with photochemically produced hydroxyl radicals with an estimated half-life of about 438 days. Particulate-phase 4-chloro-3-nitrobenzenesulfonamide may be physically removed from the air by wet and dry deposition. (SRC)
Safety data
- tsca
- TSCA listed
- hs_code
- 2935909099
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- hazard_note
- Irritant
- Hazard statements
- H315-H319-H335
- REACH Registrations
- Active
- Precautionary statements
- P261-P305+P351+P338
- Hazardous Substances Data
- 97-09-6(Hazardous Substances Data)
Chemistry & industry
Uses & manufacturing
Uses
Used as a chemical intermediate for azo dyes; [HSDB]
CHEMICAL INTERMEDIATE FOR AZO DYES
Dye intermediate
U.S. Production
(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.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
136 records
Compound notes
Loading…