1-Bromohexane
1-Bromohexane is organobromine compound with formula Br(CH2)5CH3. It is a colorless liquid.
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| Names | |
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| IUPAC name
1-Bromohexane[1] | |
Other names
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| Identifiers | |
3D model (JSmol) |
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| 1731290 | |
| ChemSpider | |
| ECHA InfoCard | 100.003.501 |
| EC Number |
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| MeSH | 1-bromohexane |
PubChem CID |
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| RTECS number |
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| UNII | |
| UN number | 1993 |
CompTox Dashboard (EPA) |
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| Properties | |
| C6H13Br | |
| Molar mass | 165.074 g·mol−1 |
| Appearance | Colorless liquid |
| Density | 1.176 g/mL |
| Melting point | −84.70 °C; −120.46 °F; 188.45 K |
| Boiling point | 154 to 158 °C; 309 to 316 °F; 427 to 431 K |
| Insoluble | |
| Solubility | Alcohol, ether |
Refractive index (nD) |
1.448 (20 °C, D) |
| Thermochemistry | |
Heat capacity (C) |
219.7 J K−1 mol−1 |
Std molar entropy (S |
452.92 J K−1 mol−1 |
Std enthalpy of formation (ΔfH⦵298) |
−196.1–−192.9 kJ mol−1 |
Std enthalpy of combustion (ΔcH⦵298) |
−4026.2–−4023.0 kJ mol−1 |
| Hazards | |
| GHS pictograms |   |
| GHS Signal word | Warning |
GHS hazard statements |
H226, H315, H319, H335 |
| P261, P305+351+338 | |
| NFPA 704 (fire diamond) | |
| Flash point | 57 °C (135 °F; 330 K) |
| Lethal dose or concentration (LD, LC): | |
LD50 (median dose) |
1.226 g/kg (IP, mouse) |
| 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). | |
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| Infobox references | |
Synthesis and reactions
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-Bromohexane undergoes reactions expected of simple alkyl bromides. It can form Grignard reagents.[3] It reacts with potassium fluoride to give the corresponding fluorocarbons.[4]
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See also
References
- "1-bromohexane - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 26 March 2005. Identification. Retrieved 17 June 2012.
- 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.
- Garst, J., Ungvary, F., Batlaw, R., & Lawrence, K. (1991). Solvent attack in Grignard reagent formation from bromocyclopropane and 1-bromohexane in diethyl ether. Journal of American Chemical Society, 113, 5392-5397.
- Vogel, A. I.; Leicester, J.; Macey, W. A. T. (1956). "n-Hexyl Fluoride". Organic Syntheses. 36: 40. doi:10.15227/orgsyn.036.0040.
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