Bromine → HCID 86744384, compound

HRID 1110683Notes

Reaction equation

[Br:1]Br.[Br-].[Br-].[Br-].[CH2:6]([N+:9]([CH2:24][CH2:25][O:26][CH2:27][CH2:28][O:29][CH3:30])([CH2:17][CH2:18][O:19][CH2:20][CH2:21][O:22][CH3:23])[CH2:10][CH2:11][O:12][CH2:13][CH2:14][O:15][CH3:16])[CH2:7][CH3:8].[CH2:31]([N+:34]([CH2:49][CH2:50][O:51][CH2:52][CH2:53][O:54][CH3:55])([CH2:42][CH2:43][O:44][CH2:45][CH2:46][O:47][CH3:48])[CH2:35][CH2:36][O:37][CH2:38][CH2:39][O:40][CH3:41])[CH2:32][CH3:33].[CH2:56]([N+:59]([CH2:74][CH2:75][O:76][CH2:77][CH2:78][O:79][CH3:80])([CH2:67][CH2:68][O:69][CH2:70][CH2:71][O:72][CH3:73])[CH2:60][CH2:61][O:62][CH2:63][CH2:64][O:65][CH3:66])[CH2:57][CH3:58]>>[Br-:1].[Br-:1].[Br-:1].[CH:6]([N+:9]([CH2:10][CH2:11][O:12][CH2:13][CH2:14][O:15][CH3:16])([CH2:24][CH2:25][O:26][CH2:27][CH2:28][O:29][CH3:30])[CH2:17][CH2:18][O:19][CH2:20][CH2:21][O:22][CH3:23])=[CH:7][CH3:8].[CH:31]([N+:34]([CH2:35][CH2:36][O:37][CH2:38][CH2:39][O:40][CH3:41])([CH2:49][CH2:50][O:51][CH2:52][CH2:53][O:54][CH3:55])[CH2:42][CH2:43][O:44][CH2:45][CH2:46][O:47][CH3:48])=[CH:32][CH3:33].[CH:56]([N+:59]([CH2:60][CH2:61][O:62][CH2:63][CH2:64][O:65][CH3:66])([CH2:74][CH2:75][O:76][CH2:77][CH2:78][O:79][CH3:80])[CH2:67][CH2:68][O:69][CH2:70][CH2:71][O:72][CH3:73])=[CH:57][CH3:58]

Participants

Reactant 2

HCID 24408Bromine

HCID 22153593HCID 22153593, compound

Product 1

HCID 86744384HCID 86744384, compound

Procedure

The crude quaternary ammonium salt (5.36 g, 12 mmoles) was placed in a round bottom flask and bromine (0.61 ml, 1.92 g, 12 mmoles) added dropwise from a buret with vigorous stirring. The product, N-propyl-N,N,N-tris(3,6-dioxaheptyl)ammonium tribromide, was a dark red oil (yield 7.27 g, 100%). %Brtot =39.18 (exp), 39.54 (calc): %Brox =20.38 (exp), 26.36 (calc).

Sources & evidence

ORD record: ord-0dc6fc9f92ba42bfb500d70705a116b6
Source dataset: uspto-grants-1990_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04976874

Reaction notes

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