(3-Bromopropyl)triphenylphosphonium bromide
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(3-Bromopropyl)triphenylphosphonium bromide
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CAS No:
3607-17-8
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Formula:
C21H21BrP.Br
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Chemical Name:
(3-Bromopropyl)triphenylphosphonium bromide
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Synonyms:
Phosphonium,(3-bromopropyl)triphenyl-,bromide (1:1);Phosphonium,(3-bromopropyl)triphenyl-,bromide;(3-Bromopropyl)triphenylphosphonium bromide;NSC 84074;Triphenyl(3-bromopropyl)phosphonium bromide
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CAS No:
(3-Bromopropyl)triphenylphosphonium bromide Basic Attributes
464.17
461.974762
6422974
222-770-9
84074
2931900090
Safety Information
NONH for all modes of transport
3
36/37/38-21/22
26-37/39-36/37
Xi
P261-P305 + P351 + P338
H315-H319-H335
|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 43 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
(3-Bromopropyl)triphenylphosphonium bromide Use and Manufacturing
Synthesis of the Intermediate 3-bromopropyltriphenylphosphonium bromide (Olo-IM3) To a stirred solution of triphenylphosphine (511 g, 1.85 mol; assay: 95.0percent) in toluene (800 g), 1, 3-dibromopropane (371 g, 1.82 mol; assay: 99.0percent) was added slowly within 1 hour at <5° C. After complete addition the solution was heated to reflux for 17 hours whereupon a suspension was obtained which was then cooled to room temperature. The product was filtered off at 20° C., washed with toluene (2.x.800 g) and dried under vacuum (21 h, 60° C.) to give 3-bromopropyltriphenylphosphonium bromide (Olo-IM3) as a white, crystalline solid (yield: 757 g, 1.63 mol, 89.6percent).(2) Add 100ml three-necked flask with magnetic stirring(3-hydroxypropyl) triphenylphosphonium bromide 2.0 g (5 mmol), Hydrobromic acid (content ≧ 40percent) was added dropwise at 108 ° C until just dissolved, The reaction was refluxed for 24 hours. Cool to room temperature, The solution was slowly added dropwise to 50 times the volume of aqueous solution, a white precipitate precipitation.Vacuum filtration, cold water washing, drying, (3-bromopropyl) triphenylphosphonium bromide (1.9 g, 83percent yield) was obtained as a white solid.
(3-Bromopropyl)triphenylphosphonium Bromide is used in rearrangement reactions of cyclic organic molecules and in organic synthesis.
Computed Properties
Molecular Weight:464.2
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:6
Exact Mass:463.97271
Monoisotopic Mass:461.97476
Heavy Atom Count:24
Complexity:279
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes
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(3-Bromopropyl)triphenylphosphonium bromide
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