1-Bromododecane
1-Bromododecane is the organobromine compound 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]
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| Names | |
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| IUPAC name
1-Bromododecane[1] | |
| Other names
Lauryl bromide | |
| Identifiers | |
3D model (JSmol) |
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| ChEMBL | |
| ChemSpider | |
| ECHA InfoCard | 100.005.080 |
| EC Number |
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PubChem CID |
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| UNII | |
CompTox Dashboard (EPA) |
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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 | |
| GHS pictograms |  |
| GHS Signal word | Warning |
GHS hazard statements |
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) |
| Related compounds | |
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). | |
| Infobox references | |
Production
Most 1-bromoalkanes are prepared by free-radical addition of hydrogen bromide to the 1-alkene. 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
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References
- "1-BROMODODECANE - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 26 March 2005. Identification. Retrieved 4 December 2019.
- Dagani, M. J.; Barda, H. J.; Benya, T. J.; Sanders, D. C. "Bromine Compounds". 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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