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6-Bromo-1-hexene

6-Bromo-1-hexene structure

CAS No:
2695-47-8
Formula:
C6H11Br
Chemical Name:
6-Bromo-1-hexene
Synonyms:
1-Hexene,6-bromo-;6-Bromo-1-hexene;1-Bromo-5-hexene;5-Hexenyl bromide;6-Bromohexene;5-Hexen-1-yl bromide
Categories:
Organic Chemistry > Hydrocarbons and Derivatives

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Description

colourless liquid

6-Bromo-1-hexene Basic Attributes

Molecular Weight：

163.06

Exact Mass：

163.06

BRN：

506203

EC Number：

220-267-9

DSSTox ID：

DTXSID6062595

HScode：

29039990

Characteristics

PSA：

XLogP3：

2.8

Appearance：

Clear slightly yellow Liquid

Density：

1.2169 g/cm³ @ Temp: 20 °C

Melting Point：

-102.35°C (estimate)

Boiling Point：

151 °C @ Press: 712 Torr

Flash Point：

126 °F

Refractive Index：

1.461

Water Solubility：

Not miscible in water.

Storage Conditions：

Refrigerator

Vapor Pressure：

4.36mmHg at 25°C

Safety Information

Packing level：

Ⅲ

Hazard category：

3.2

Transport codes：

UN 1993 3/PG 3

wgk germany：

hazard class code：

10-36/37/38-61

safety instructions：

26-36-37/39-16-45-53

Marks：

Xi,F,T

Hazard note：

Flammable/Irritant

Stability/Shelf Life：

Stable. Incompatible with strong oxidizing agents, strong bases. Flammable.

Precautionary statement(s)：

P201-P261-P305 + P351 + P338-P308 + P313

Hazard Statements：

H226-H315-H319-H335-H360D

GHS Classification：

|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

Methods of 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

Manufacturing Info：

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

Downstream Products

1-Hexene

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