1,3-Dibromopropane
From Wikipedia, the free encyclopedia
| 1,3-Dibromopropane | |
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| 1,3-Dibromopropane[1] | |
| Other names
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| Identifiers | |
| CAS number | 109-64-8  |
| PubChem | 8001 |
| ChemSpider | 7710 |
| UNII | YQR3048IX9 |
| EC number | 203-690-3 |
| UN number | 1993 |
| MeSH | 1,3-dibromopropane |
| RTECS number | TX8575000 |
| Beilstein Reference | 635662 |
| Jmol-3D images | Image 1 |
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| Properties | |
| Molecular formula | C3H6Br2 |
| Molar mass | 201.89 g mol−1 |
| Appearance | Colorless liquid |
| Density | 1.989 g mL−1 |
| Melting point | −34.20 °C; −29.56 °F; 238.95 K |
| Boiling point | 167 °C; 332 °F; 440 K |
| kH | 11 μmol Pa−1 kg−1 |
| Refractive index (nD) | 1.524 |
| Thermochemistry | |
| Specific heat capacity, C | 163.7 J K mol−1 |
| Hazards | |
| GHS pictograms |    |
| GHS signal word | WARNING |
| GHS hazard statements | H226, H302, H315, H411 |
| GHS precautionary statements | P273 |
| EU classification |  Xn  N |
| R-phrases | R10, R22, R38, R51/53 |
| S-phrases | S16, S26, S36 |
| Flash point | 56 °C; 133 °F; 329 K |
| LD50 | 315 mg kg−1 (oral, rat) |
| Related compounds | |
| Related alkanes | |
| Related compounds | Mitobronitol |
(verify) (what is: / ?)Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa) | |
| 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]
Synthesis
1,3-Dibromopropane can be prepared via the free radical addition between allyl bromide and hydrogen bromide.[3]
References
- ↑ "1,3-dibromopropane - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 26 March 2005. Identification. Retrieved 21 June 2012.
- ↑ August Freund (1882). "Ueber Trimethylen". Journal für Praktische Chemie 26 (1): 367–377. doi:10.1002/prac.18820260125.
- ↑ W. E. Vaughan, F. F. Rust, T. W. Evans (1942). "The photo-addition of hydrogen bromide to olefinic bonds". Journal of Organic Chemistry 7 (6): 477–490. doi:10.1021/jo01200a005.
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