2,4,4,6-Tetrabromo-2,5-cyclohexadienone

• Catalog No.: L00152
• CAS Number: 20244-61-5
• M. F.: C6H2Br4O
• M. W.: 409.69548
• Purity: 90+%

SYNONYMS

• Title: 2,4,4,6-四溴-2,5-环己二烯酮
• IUPAC name: 2,4,4,6-tetrabromocyclohexa-2,5-dien-1-one
• IUPAC Traditional name: 2,4,4,6-tetrabromocyclohexa-2,5-dien-1-one

DATABASE IDS

• EC Number: 243-638-7
• MDL Number: MFCD00001589
• Beilstein Number: 2048028
• CAS Number: 20244-61-5

PROPERTIES

• Purity: 90+%
• Melting Point: ca 125°C dec.
• GHS Hazard statements: H315-H319-H335
• European Hazard Symbols: Irritant (Xi)
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: 否

REFERENCES

• Selectively monobrominates phenols and unprotected arylamines mainly at the para position: J. Chem. Soc. (C), 3652 (1971). For tabulated results for the p-bromination of arylamines, see: Org. Synth. Coll., 6, 181 (1988).
• Reacts selectively with the terminal double bonds of polyenes: Chem. Lett., 283 (1976); Tetrahedron Lett., 26, 343 (1985). In aqueous systems, the products are the bromohydrins or, in methanol, their methyl ethers: Synthesis, 605 (1978) and references therein.
• In combination with PPh₃, can be used to convert alcohols and THP ethers to bromides with inversion of configuration: Tetrahedron Lett., 38, 1955 (1997). Silyl ethers also behave similarly: Tetrahedron Lett., 38, 7223 (1997).
• Versatile catalyst for acetalization and transacetalization of carbonyl compounds, preparation of acetonides from epoxides, and acylals from aldehydes: Bull. Chem. Soc. Jpn., 75, 2195 (2002).
• ɑ?-Unsaturated methyl ketones are brominated selectively at the methyl group: Tetrahedron, 29, 1625 (1973).
• For selective monobromination of imidazoles and indoles, see: J. Chem. Soc., Perkin 1, 2567 (1972).