Chemistry:1-Bromododecane
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| Names | |
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| Preferred IUPAC name
1-Bromododecane[1] | |
| Other names
Lauryl bromide, dodecyl bromide, n-bromododecane
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| Properties | |
| C12H25Br | |
| Molar mass | 249.236 g·mol−1 |
| Appearance | Colorless liquid |
| Density | 1.038 g mL−1 |
| Melting point | −9.5 °C (14.9 °F; 263.6 K) |
| Boiling point | 276.0 °C (528.8 °F; 549.1 K) |
| Hazards | |
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| GHS Signal word | Warning |
| H315, H319, H335 | |
| P261, P264, P271, P280, P302+352, P304+340, P305+351+338, P312, P321, P332+313, P337+313, P362, P403+233, P405, P501 | |
| Flash point | 113 °C (235 °F; 386 K) |
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Related alkanes
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
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Tracking categories (test):
1-Bromododecane is a bromoalkane with the formula Br(CH2)11CH3. It is a colorless liquid. It is used as a long chain alkylating agent to improve the lipophilicity and hydrophobicity of organic molecules for biological applications.[2]
Production
Most 1-bromoalkanes are prepared by free-radical addition of hydrogen bromide to the 1-alkene, which is 1-dodecene in the case of 1-bromododecane. These conditions lead to anti-Markovnikov addition, giving the 1-bromo derivative.[2]
1-Bromododecane can also be prepared by treating dodecanol with hydrobromic acid and sulfuric acid.[3]
- CH3(CH2)11OH + HBr → CH3(CH2)11Br + H2O
References
- ↑ "1-BROMODODECANE - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 26 March 2005. Identification. https://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=8919.
- ↑ 2.0 2.1 Dagani, M. J.; Barda, H. J.; Benya, T. J.; Sanders, D. C.. "Ullmann's Encyclopedia of Industrial Chemistry". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a04_405.
- ↑ Organicum. Practical Handbook of Organic Chemistry, by Heinz Becker, Werner Berger and Günter Domschke, Addison-Wesley Pub. Co, 195-196, (1973)
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