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2,4,4,6-Tetrabromo-2,5-cyclohexadienone, 90+% - CAS 20244-61-5 - Formula C6H2Br4O


Certificate of Analysis

2,4,4,6-Tetrabromo-2,5-cyclohexadienone, 90+%

CAS: 20244-61-5 MDL: MFCD00001589  EINECS: 243-638-7
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Chemical Properties

Formula: C6H2Br4O  Melting point: ca 125° dec.
Formula weight: 409.70  

Literature 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).

ɑß-Unsaturated methyl ketones are brominated selectively at the methyl group: Tetrahedron, 29, 1625 (1973).

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.

For selective monobromination of imidazoles and indoles, see: J. Chem. Soc., Perkin 1, 2567 (1972).

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).

Other References

Beilstein: 2048028
Harmonized Tariff Code:   2934.99

GHS Hazard and Precautionary Statements

Hazard Statements : H315-H319-H335

Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements : P261-P280-P305+P351+P338-P304+P340-P405-P501A

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Harmful or Irritant

Risk & Safety

Risk Phrases: 36/37/38
Irritating to eyes, respiratory system and skin.
Safety Phrases: 26-37
In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Wear suitable gloves.