6-Bromo-1-hexene
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6-Bromo-1-hexene
structure -
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CAS No:
2695-47-8
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Formula:
C6H11Br
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Chemical Name:
6-Bromo-1-hexene
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Synonyms:
1-Hexene,6-bromo-;6-Bromo-1-hexene;1-Bromo-5-hexene;5-Hexenyl bromide;6-Bromohexene;5-Hexen-1-yl bromide
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CAS No:
Characteristics
0
2.8
Clear slightly yellow Liquid
1.2169 g/cm3 @ Temp: 20 °C
-102.35°C (estimate)
151 °C @ Press: 712 Torr
126 °F
1.461
Not miscible in water.
Refrigerator
4.36mmHg at 25°C
Safety Information
Ⅲ
3.2
UN 1993 3/PG 3
3
10-36/37/38-61
26-36-37/39-16-45-53
Xi,F,T
Flammable/Irritant
Stable. Incompatible with strong oxidizing agents, strong bases. Flammable.
P201-P261-P305 + P351 + P338-P308 + P313
H226-H315-H319-H335-H360D
|Warning|H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]|P210, P233, P240, P241, P242, P243, P261, P264, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P370+P378, P403+P233, P403+P235, P405, and P501|Aggregated GHS information provided by 50 companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
6-Bromo-1-hexene Use and Manufacturing
General procedure: To a stirred solution of n-dibromoalkane (1 equiv.) in anhydrous THF (0.1M) under an argon atmosphere was added tert-BuOK (1.15 equiv.) in portionwise over 30 min. After being stirred under reflux for 16h, the reaction was cooled and subsequently quenched with water. The resulting mixture was then diluted with diethylether, and the layers were separated. The aqueous layer was extracted several times with diethylether, and the combined organic layers were washed with brine, dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The resultant crude product was purified by flash column chromatography over silica gel using petroleum ether as eluent to afford the desired product. 2.3.1 6-Bromo-1-hexene 3 The title compound was synthesized from 1, 6-dibromohexane (8.1 g, 33.6 mmol) following the above protocol. Yield: 4.3 g (79percent), colorless oil. Rf: 0.71 (n-hexane 100percent, visualized with KMnO4 solution). 1H NMR (CDCl3, 500 MHz, ppm): δ 5.79 (ddt, J = 17.0, 10.2, 6.7 Hz, 1H), 5.02 (ddd, J = 17.1, 3.5, 1.6 Hz, 1H), 4.97 (ddt, J = 10.2, 2.2, 1.2 Hz, 1H), 3.41 (t, J = 6.8 Hz, 2H), 2.13 – 2.05 (m, 2H), 1.92 – 1.83 (m, 2H), 1.54 (tt, J = 9.3, 6.6 Hz, 2H). 13C NMR (CDCl3, 126 MHz, ppm): δ 138.27, 115.14, 33.87, 32.95, 32.29, 27.48.Reference Example 4
1-Hexene, 6-bromo-: ACTIVE
Computed Properties
Molecular Weight:163.06
XLogP3:2.8
Rotatable Bond Count:4
Exact Mass:162.00441
Monoisotopic Mass:162.00441
Heavy Atom Count:7
Complexity:41.4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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