![[(2-Chloroethyl)thio]benzene](/upload/20251120/b37c167ec616c591f3fea090ba541312.png)
[(2-Chloroethyl)thio]benzene is an aromatic thio-ether containing a reactive 2-chloroethyl side chain. The compound is miscible with most common organic solvents (dichloromethane, chloroform, ethyl acetate, acetone, toluene) and essentially insoluble in water (≈ 60 mg L⁻¹ at 25 °C). The terminal C–Cl bond is readily displaced by nucleophiles, making the molecule a convenient two-carbon lin ker for the introduction of the phenylthio (PhS-) motif. Commercial material is supplied at ≥98 % purity and is stable for ≥2 years when stored in a cool, dark place under an inert atmosphere.
Key Physicochemical Data:
Boiling point: 120–122 °C / 4 mmHg (lit.)
Density: 1.18 g cm⁻³ (20 °C)
Refractive index: n²⁰/D 1.584
Flash point: 98 °C (closed cup)
Log P (octanol/water): 2.9 (predicted)
Typical Uses:
Alkylating reagent for the preparation of β-phenylthio-substituted amines, alcohols and thiols via nucleophilic substitution.
Building block for phenylthio-tagged heterocycles (morpholines, piperazines, benzothiazines) with potential agro- or pharmaceutical activity.
Precursor to phenylthioethyl-functionalised silanes or polymers used as adhesion promoters or sulfur-containing flame retardants.
Quality Specification (Commercial Grade):
Purity (GC): ≥98 %
Water content (KF): ≤0.2 %
Free acid (as HCl): ≤0.1 %
Residue on ignition: ≤0.1 %
Heavy metals: ≤20 ppm
Hazard Statement:
Causes skin and eye irritation (H315 + H319). Harmful if swallowed or inhaled. Avoid contact with skin and eyes; use gloves, goggles and adequate ventilation. Store in tightly sealed containers under nitrogen, away from heat and strong oxidisers. SDS available on request.
