1,3-Dibromopropane
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| 1,3-Dibromopropane | |
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1,3-dibromopropane |
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Other names
trimethylenebromide |
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| Identifiers | |
| CAS number | 109-64-8  |
| ChemSpider | 7710 |
| UNII | YQR3048IX9 |
| Jmol-3D images | Image 1 |
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| Properties | |
| Molecular formula | C3H6Br2 |
| Molar mass | 201.89 g/mol |
| Appearance | Colorless to slightly-yellow liquid |
| Density | 1.98 g/mL, liquid |
| Melting point |
-34 °C, 239 K, -29 °F |
| Boiling point |
166-167 °C (439 - 440 K) |
| Hazards | |
| GHS pictograms |    [1] |
| GHS hazard statements | H226, H302, H315, H411[1] |
| GHS precautionary statements | P273 |
| R-phrases | R10 R22 R38 R51 R53 |
| S-phrases | S16 S26 S36 S61 |
| Flash point | 56 °C (closed cup) |
 (verify) (what is:  / ?)Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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| Infobox references | |
1,3-Dibromopropane is a halogenated hydrocarbon. When at room temperature, it is a colorless to light-brown liquid. Synthetically, it is very useful to form C3-bridged compounds such as through C-N coupling reactions.
1,3-Dibromopropane was used in the first cyclopropane synthesis in 1881, the Freund reaction.[2]
[edit] Synthesis
1,3-Dibromopropane can be prepared via the free radical addition between allyl bromide and hydrogen bromide.[3]
[edit] References
- ^ a b Online Sigma Catalogue , accessdate: June 10, 2011.
- ^ August Freund (1881). "Über Trimethylen". Journal für Praktische Chemie 26 (1): 625–635. doi:10.1002/prac.18820260125.
- ^ W. E. Vaughan, F. F. Rust, T. W. Evans (1942). "The photo-addition of hydrogen bromide to olefinic bonds". J. Org. Chem. 7 (6): 477–490. doi:10.1021/jo01200a005.
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