![Dibenzo[b,f][1,4]Thiazepine-11-[10H]-One](/upload/20251120/805ab6ee93ba8d597291a1e4f0668eb9.png)
Dibenzo[b,f][1,4]thiazepin-11(10H)-one is the tricyclic core of the “thiazepine” family in which a 1,4-thiazepine ring is fused between two benzo units at the b and f positions. The molecule contains a planar lactam moiety (–CONH–) flanked by an S-bridge, giving it both hydrogen-bond donor/acceptor capability and moderate electron-donating character. It is freely soluble in hot DMF, DMSO and chloroform, sparingly soluble in acetone and ethyl acetate, and practically insoluble in water (< 20 mg L⁻¹ at 25 °C). Commercial material is supplied at ≥98 % purity and is stable for ≥3 years when stored at 2–8 °C under dry nitrogen.
Key Physicochemical Data:
Melting point: 248–250 °C (lit.)
Predicted boiling point: 486 °C / 760 mmHg
Density: 1.38 g cm⁻³ (25 °C, solid)
Flash point: 248 °C (closed cup, predicted)
Log P (octanol/water): 3.1 (predicted)
pKₐ (lactam NH, 25 °C): 14.5 (predicted, DMSO)
Typical Uses:
Universal building block for the synthesis of antipsychotic and antidepressant pharmaceuticals (e.g., quetiapine analogues) via late-stage N-alkylation or reductive amination.
Scaffold for fluorescent PET sensors after C-8 nitration and subsequent derivatisation.
Precursor to dibenzothiazepine-based OLED host materials after carbonyl reduction and boronation.
Quality Specification (Commercial Grade):
Purity (HPLC): ≥98 %
Water content (KF): ≤0.3 %
Free acid (as AcOH): ≤0.2 %
Residue on ignition: ≤0.1 %
Heavy metals: ≤20 ppm
Hazard Statement:
Causes skin and eye irritation (H315 + H319). Avoid inhalation of dust; use gloves, goggles and adequate ventilation. Store in a cool, dry place away from oxidants and strong bases. SDS available on request
