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HomeProduct name list2-Nitrobenzenesulfenyl chloride

2-Nitrobenzenesulfenyl chloride

  • CAS NO.:7669-54-7
  • Empirical Formula: C6H4ClNO2S
  • Molecular Weight: 189.62
  • MDL number: MFCD00007128
  • EINECS: 231-644-2
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2023-04-23 13:52:06
2-Nitrobenzenesulfenyl chloride Structural

What is 2-Nitrobenzenesulfenyl chloride?

Chemical properties

yellow to gold crystalline powder or needles

The Uses of 2-Nitrobenzenesulfenyl chloride

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

Preparation

CAUTION: 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.
Preparation of 2-Nitrobenzenesulfenyl Chloride

Purification Methods

Recrystallise it from CCl4 (2mL/g), filter off the solution at 5o (recovery 75%). It has also been recrystallised from pet ether (b 40-60o), dried rapidly at 50o and stored in a brown glass bottle, sealed well and stored away from moisture. [Hubacher Org Synth Coll Vol II 455 1943, Ito et al. Chem Pharm Bull Jpn 26 296 1978, Beilstein 6 I 157.]

Properties of 2-Nitrobenzenesulfenyl chloride

Melting point: 70-75 °C
Boiling point: 350.0±25.0 °C(Predicted)
Density  1.492 (estimate)
refractive index  1.6000 (estimate)
storage temp.  2-8°C
form  Crystalline Powder or Needles
color  Yellow to gold
Water Solubility  decomposes
Sensitive  Moisture Sensitive
BRN  473741
CAS DataBase Reference 7669-54-7(CAS DataBase Reference)
EPA Substance Registry System Benzenesulfenyl chloride, 2-nitro- (7669-54-7)

Safety information for 2-Nitrobenzenesulfenyl chloride

Signal word Danger
Pictogram(s)
ghs
Corrosion
Corrosives
GHS05
GHS Hazard Statements H314:Skin corrosion/irritation
H318:Serious eye damage/eye irritation
Precautionary Statement Codes P301+P330+P331:IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405:Store locked up.

Computed Descriptors for 2-Nitrobenzenesulfenyl chloride

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