Substance
ID:734088
Names and Identifiers
IUPAC Traditional name
2,4,4,6-tetrabromocyclohexa-2,5-dien-1-one
IUPAC name
2,4,4,6-tetrabromocyclohexa-2,5-dien-1-one
Synonyms
2,4,4,6-Tetrabromo-2,5-cyclohexadienone2,4,4,6-四溴-2,5-环己二烯酮
Registration numbers
CAS Number
MDL Number
EC Number
Beilstein Number
Properties
Safety Information
GHS Hazard statements
H315-H319-H335
GHS Precautionary statements
P261-P305+P351+P338-P302+P352-P321-P405-P501A
Safety Statements
26-37
Risk Statements
36/37/38
European Hazard Symbols
Irritant (Xi)TSCA Listed
否
GHS Pictograms
Acute toxicity (oral, dermal, inhalation), category 4
Skin irritation, category 2
Eye irritation, category 2
Skin sensitisation, category 1
Specific Target Organ Toxicity – Single exposure, category 3
Product Information
Purity
90+%
Physical Property
Melting Point
ca 125°C dec.
Molecule Details
No Data Available
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Molecular Spectra
No Data Available
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References
• 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.
• 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).
• 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).
• 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).
• 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).