Mesityl bromide
Mesityl bromide is an organic compound with the formula (CH3)3C6H2Br. It is a derivative of mesitylene (1,3,5-trimethylbenzene) with one ring H replaced by Br. The compound is a colorless oil. It is a standard electron-rich aryl halide substrate for cross coupling reactions.[2] With magnesium it reacts to give the Grignard reagent,[3] which is used in the preparation of tetramesityldiiron.
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Other names
2-bromomesitylene | |
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ECHA InfoCard | 100.008.552 |
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Properties | |
C9H11Br | |
Molar mass | 199.091 g·mol−1 |
Appearance | colorless liquid |
Density | 1.3220 g/cm3 |
Melting point | −1 °C (30 °F; 272 K) |
Boiling point | 225 °C (437 °F; 498 K) |
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GHS labelling:[1] | |
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H315, H319, H335 | |
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P332+P313, P337+P313, P362, P403+P233, P405, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references |
It is prepared by the direct reaction of bromine with mesitylene:[4]
- (CH3)3C6H3 + Br2 → (CH3)3C6H2Br + HBr
References
- "2-Bromomesitylene". pubchem.ncbi.nlm.nih.gov.
- Farina, Vittorio; Krishnamurthy, Venkat; Scott, William J. (1997). "The Stille Reaction". Organic Reactions. pp. 1–652. doi:10.1002/0471264180.or050.01. ISBN 0471264180.
- Lee Irvin Smith (1931). "Isoodurene". Org. Synth. 11: 66. doi:10.15227/orgsyn.011.0066.
- Lee Irvin Smith (1931). "Bromomesitylene". Org. Synth. 11: 24. doi:10.15227/orgsyn.011.0024.
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