Titanium(IV) isopropoxide

• Catalog No.: A13703
• CAS Number: 546-68-9
• M. F.: C12H28O4Ti
• M. W.: 284.21532
• Purity: 95%

SYNONYMS

• Title: 四异丙醇钛(IV)
• IUPAC name: titanium(4+) ion tetrakis(propan-2-olate)
• IUPAC Traditional name: titanium(4+) ion tetrakis(propan-2-olate)
• Synonyms: Tetraisopropoxytitanium(IV); Tetraisopropyl orthotitanate

DATABASE IDS

• Beilstein Number: 3679474
• Merck Index: 149480
• CAS Number: 546-68-9
• EC Number: 208-909-6
• MDL Number: MFCD00008871

PROPERTIES

• Purity: 95%
• Boiling Point: 232°C
• Density: 0.955
• Flash Point: 46°C(115°F)
• Melting Point: 16-20°C
• Refractive Index: 1.4640
• GHS Hazard statements: H226-H319
• European Hazard Symbols: Irritant (Xi)
• GHS Precautionary statements: P210-P241-P303+P361+P353-P305+P351+P338-P403+P235-P501A
• Risk Statements: 10-36
• RTECS: NT8060000
• Safety Statements: 26-60
• Storage Warning: Moisture Sensitive
• TSCA Listed: 是
• Hazard Class: 3
• UN Number: UN2413
• Packing Group: III

REFERENCES

• For use in the Sharpless enantioselective epoxidation of allylic alcohols, see tert-Butyl hydroperoxide, A13926. For analogous enantioselective oxidation of sulfides to sulfoxides, see Cumene hydroperoxide, L06866. Epoxy alcohols can also be obtained in high yield in one pot by hydroperoxidation of alkenes with singlet oxygen in the presence of Ti(O-i-Pr)₄: J. Am. Chem. Soc., 111, 203 (1989).
• Also catalyzes the ring-opening of 2,3-epoxy alcohols (e.g. from the above reactions) with various nucleophiles, including amines, thiols, thiolate anions, halides, carboxylates etc. The mild conditions result in increased regioselectivity: J. Org. Chem., 50, 1557 (1985).
• See also Dimethylamine hydrochloride, A12133.
• For conversion of epoxides to episulfides, see Thiourea, A12828. For use in reductive alkylation of amines, see Sodium cyanoborohydride, 87839. For use in enantioselective synthesis of homoallylic alcohols, see (R)-(+)-1,1'-Bi(2-naphthol), L08305. For reduction of amides to aldehydes, see Diphenylsilane, A10884.
• For a brief feature on uses of the reagent, see: Synlett, 2261 (2003).
• Catalyst for transesterification, avoiding acidic or basic conditions. The reaction is carried out such that one alcohol is removed to displace the equilibrium: Synthesis, 138 (1982); Org. Synth. Coll., 8, 201 (1993). For application to carbamates, including Boc to Cbz conversion, see: J. Org. Chem., 62, 7096 (1997).