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| 1,3-Dibromopropane | |
|---|---|
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| IUPAC name | 1,3-dibromopropane |
| Other names | trimethylenebromide |
| Identifiers | |
| CAS number | 109-64-8 |
| SMILES |
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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) |
| Boiling point |
166-167 °C (439 - 440 K) |
| Solubility in water | ? g/100 ml (?°C) |
| Viscosity | ? cP at ?°C |
| Hazards | |
| R-phrases | R10 R22 R38 R51 R53. |
| S-phrases | S16 S26 S36 S61. |
| Flash point | 56 °C (closed cup) |
| Related compounds | |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox references |
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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.1
Synthesis
1,3-Dibromopropane can be prepared via the free radical addition between allyl bromide and hydrogen bromide.2
References
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This article does not cite any references or sources. Please help improve this article by adding citations to reliable sources. Unverifiable material may be challenged and removed. (September 2007) |
- ^ August Freund (1881). "Über Trimethylen". Journal für Praktische Chemie 26 (1): 625–635. doi:.
- ^ W. E. Vaughan, F. F. Rust, T. W. Evans (1942). "The photo-addition of hydrogen bromide to olefinic bonds". J. Org. Chem. 7: 477–490. doi:.
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