CAS 7669-54-7 2-Nitrobenzenesulfenyl chloride (HCID 24319)

Overview

structure

Names & identifiers

Preferred name: 2-Nitrobenzenesulfenyl chloride
IUPAC: (2-nitrophenyl) thiohypochlorite
English name: 2-Nitrobenzenesulfenyl chloride
Molecular formula: C6H4ClNO2S
Molecular weight: 189.62

Names & synonyms

2-Nitrobenzenesulfenyl chloride7669-54-7Benzenesulfenyl chloride, 2-nitro-2-nitrophenylsulphenyl chlorideDTXSID4064765NPS-ClRefChem:477192DTXCID9047912231-644-22-Nitrophenylsulfenyl chlorideo-Nitrobenzenesulfenyl chloride2-nitrophenyl hypochlorothioite

Show more names

NBSC2-Nitrophenylchloro sulfide(2-Nitrophenylthio) chloride1-Nitro-2-(chlorothio)benzene2-nitro-benzenesulfenylchlorid

O-NITROPHENYLSULFENYL CHLORIDE(2-nitrophenyl) thiohypochloriteMFCD00007128Benzenesulfenyl chloride, o-nitro-o-Nitrophenylsulphenyl chlorideo-Nitrobenzenesulphenyl chloridechloro(2-nitrophenyl)thioNPS Reagent

Database identifiers

CAS: 7669-54-7
PubChem CID: 24319
DTXSID: DTXSID4064765
EC Number: 231-644-2
Nikkaji: J248H

Properties

Computed structural properties

XLogP: 2.6
Topological polar surface area: 71.1 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 3
Rotatable bonds: 0
Heavy atoms: 11
Formal charge: 0
Complexity: 150

Experimental & physicochemical properties

Chemical ClassesNitrogen Compounds -> Other Aromatics (Nitrogen)

SpringerMaterials PropertiesSchoenflies notation

Physical DescriptionYellow crystalline powder; [Alfa Aesar MSDS]

Physicochemical properties

Melting point: 70 · 70-75 °C
Boiling point: 350 · 350.0±25.0 °C(Predicted)
Density: 1.492 · 1.492 (estimate)
refractive index: 1.6 · 1.6000 (estimate)
storage temp.: 2 · 2-8°C
form: Crystalline Powder or Needles
color: Yellow to gold
Water Solubility: decomposes
Sensitive: Moisture Sensitive
BRN: 473741 · 473741
InChI: InChI=1S/C6H4ClNO2S/c7-11-6-4-2-1-3-5(6)8(9)10/h1-4H
InChIKey: NTNKNFHIAFDCSJ-UHFFFAOYSA-N
SMILES: C1(SCl)=CC=CC=C1[N+]([O-])=O
CAS DataBase Reference: 7669 · 7669-54-7(CAS DataBase Reference)
EPA Substance Registry System: 2 · Benzenesulfenyl chloride, 2-nitro- (7669-54-7)
Symbol(GHS): 5 · GHS05
Signal word: Danger
Hazard statements: 314 · H314-H318
Precautionary statements: 260 h-P301+P330+P331-P303+P361+P353-P305+P351+P338-P405-P501a · P260h-P301+P330+P331-P303+P361+P353-P305+P351+P338-P405-P501a
Hazard Codes: C
Risk Statements: 34 · 34
Safety Statements: 36 · 36/39-45-36/37/39-26
RIDADR: 3261 · 3261
TSCA: TSCA listed
HazardClass: 8 · 8
PackingGroup: II
HS Code: 29309090 · 29309090
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

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

P260, P264, P264+P265, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 48 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationStatus: Active Update: 06-06-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/21383

Hazards SummaryReacts with 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 (100%)

Toxicology

Adverse EffectsDermatotoxin - Skin burns.

Safety data

tsca: TSCA listed
ridadr: 3261
hs_code: 29309090
risk_code: 34
Signal word: Danger
Symbol(GHS): GHS05
hazard_code: C
safety_code: 36/39-45-36/37/39-26
hazard_class: 8
packing_group: II
Hazard statements: H314-H318
REACH Registrations: Active
Precautionary statements: P260h-P301+P330+P331-P303+P361+P353-P305+P351+P338-P405-P501a

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationBenzenesulfenyl chloride, 2-nitro-: INACTIVE

Applications

Uses2-Nitrobenzenesulfenyl Chloride is used in the synthesis of α-amino phosphonic acids

Preparation methods · 1 item

PreparationCAUTION: This chloride is explosive, and the solvent has to be removed under reduced pressure. To a 500-ml, three-necked flask equipped with a mechanical stirrer, thermometer, gas addition tube, and condenser is added 200 ml of dry carbon tetrachloride, 30 gm (0.1 mole) of 2,2'-dinitrophenyl disulfide, and 0.05 gm of iodine as a catalyst. The suspension is heated to 50-60°C, and chlorine gas is added at such a flow rate that 10 gm (0.14 mole) is added over a 2-2^-hr period at this temperature. After this time, the solid starting disulfide finally goes into solution, and the warm dark yellow solution is filtered. The solution is cooled to 5°C, and the product that crystallizes out is filtered and dried to afford 25.2-27.0 gm (66-71%), m.p. 73-74.5°C.