4-Nitrobenzenesulfonyl chloride
Basic information
- CAS
98-74-8- Standard SMILES
O=[N+]([O-])c1ccc(S(=O)(=O)Cl)cc1- InChIKey
JXRGUPLJCCDGKG-UHFFFAOYSA-N- Molecular formula
- C6H4ClNO4S
- Average molar mass
- 221.62 g/mol
- Monoisotopic mass
- 220.9549565
Overview
used to detect and characterize trace amounts of biologically active steroids, such as estrogens, androgens and neuroactive steroids; structure in first source
Names & identifiers
- Preferred name
- 4-Nitrobenzenesulfonyl chloride
- IUPAC
- 4-nitrobenzenesulfonyl chloride
- English name
- 4-Nitrobenzenesulfonyl chloride
- Molecular formula
- C6H4ClNO4S
- Molecular weight
- 221.62
Names & synonyms
4-Nitrobenzenesulfonyl chloride98-74-8Benzenesulfonyl chloride, 4-nitro-4-Nitrobenzenesulphonyl chlorideP-NITROBENZENESULFONYL CHLORIDEBenzenesulfonyl chloride, p-nitro-NBSO2ClAI3-52248NSC-13065ZU5JD6BHB3DTXSID4059178RefChem:565055
Show more names
NsCl4-NSCl, 99%min4-NitrobenzenesuL4-Nitrobenzenesulfonnosyl ch202-697-9loride
DTXCID1049061202-697-94-nitrobenzene-1-sulfonyl chloride4-Nitrobenzenesulfonylchloride4-Nitrophenylsulfonyl chloridep-Nitrophenylsulfonyl chloride4-nitrobenzenesulphonylchloridenosylchloride
Database identifiers
- CAS
98-74-8- PubChem CID
- 7404
- DTXSID
DTXSID4059178- ChEMBL
CHEMBL4753649- UNII
- ZU5JD6BHB3
- EC Number
- 202-697-9
- Nikkaji
- J145.068I
Properties
Computed structural properties
- XLogP
- 2.1
- Topological polar surface area
- 88.3 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 1
- Heavy atoms
- 13
- Formal charge
- 0
- Complexity
- 283
Experimental & physicochemical properties
Chemical ClassesNitrogen Compounds -> Other Aromatics (Nitrogen)
SpringerMaterials PropertiesChemical shift
Physical DescriptionLight yellow crystalline powder; [Alfa Aesar MSDS]
Physicochemical properties
- Melting point
- 75 °C · 75 °C
- Boiling point
- 143 · 143-144 °C (1.5002 mmHg)
- Density
- 1.602 · 1.602 (estimate)
- vapor pressure
- 0.009 Pa · 0.009Pa at 20℃
- refractive index
- 1.6 · 1.6000 (estimate)
- Flash point
- 143 · 143-144°C/1.5mm
- storage temp.
- 30 °C · Store below +30°C.
- solubility
- soluble in Toluene
- form
- Powder
- color
- yellow
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
This chemical does not meet GHS hazard criteria for 1.5% (1 of 67) of reports.
Danger
H314 (95.5%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
P260, P261, P264, P272, P280, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P333+P317, P362+P364, P363, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 67 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
REACH registered substance: 4-nitrobenzenesulphonyl chloride (EC: 202-697-9)
4-Nitrobenzenesulphonyl chloride: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummarySlowly hydrolyzed by water; Causes burns; Inhalation may cause corrosive injuries to upper respiratory tract and lungs; [Alfa Aesar MSDS] See 2-Nitrobenzenesulfonyl chloride.
Hazard Classes and CategoriesSkin Corr. 1B (95.5%)
Toxicology
Adverse EffectsDermatotoxin - Skin burns.
Safety data
- F
- 21
- PPE
- Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
- wgk
- 3
Chemistry & industry
Uses & manufacturing
General Manufacturing InformationBenzenesulfonyl chloride, 4-nitro-: ACTIVE
Applications
Uses4-Nitrobenzenesulfonyl chloride is used as an intermediate for the synthesis of pharmaceuticals like foscmprenavir, darunavir and amprenavir. It is involved in the preparation of N-nosyl-alpha-amino acid for peptide synthesis. It is also used for stereoselective α-glucosylation of partially protected carbohydrates in association with silver tri-fluoromethanesulfonate, N,N-dimethylacetamide and triethylamine. It is widely used for the synthesis of hydroxylamines of sulfadiazine, sulfamethoxazole and [Cu(bipy)2Cl](nbs) (1) (bipy = 2,2'-bipyridine, nbs = 4-nitrobenzenesulfonate).
Uses4-Nitrobenzenesulfonyl chloride was used in the synthesis of [Cu(bipy)2Cl](nbs) (1) (bipy = 2,2′-bipyridine, nbs = 4-nitrobenzenesulfonate)hydroxylamines of sulfadiazine and sulfamethoxazolesolution phase peptide using N-nosyl-α-amino acids.
Uses4-Nitrobenzenesulfonyl Chloride is used in the preparation of N-Nosyl-α-amino acid for peptide synthesis.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
406 records
Compound notes
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