32765-81-4

Basic information

• Product Name: 1-BROMO-6-(TRIMETHYLAMMONIUM)HEXYL BROMIDE
• Synonyms: 1-BROMO-6-(TRIMETHYLAMMONIUM)HEXYL BROMIDE;6-BroMo-N,N,N-triMethyl-1-hexanaMiniuM BroMide
• CAS NO: 32765-81-4
• Molecular Formula: Br*C₉H₂₁BrN
• Molecular Weight: 303.07774
• Product Categories: All Aliphatics;Aliphatics
• Mol File: 32765-81-4.mol
• Article Data: 5

Chemical Properties

• Melting Point: 98-100 °C
• Appearance: /
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility: Methanol (Slightly), Water (Slightly)
• Stability: Moisture Sensitive
• CAS DataBase Reference: 1-BROMO-6-(TRIMETHYLAMMONIUM)HEXYL BROMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-BROMO-6-(TRIMETHYLAMMONIUM)HEXYL BROMIDE(32765-81-4)
• EPA Substance Registry System: 1-BROMO-6-(TRIMETHYLAMMONIUM)HEXYL BROMIDE(32765-81-4)

Safety Data

• Hazardous Substances Data: 32765-81-4(Hazardous Substances Data)

Usage

Chemical Properties

Light Brown Oil

Uses

An impurity found in Colesevelam.

InChI:InChI=1/C9H21BrN.BrH/c1-11(2,3)9-7-5-4-6-8-10;/h4-9H2,1-3H3;1H/q+1;/p-1

Synthetic route

1 ,6-dibromohexane (629-03-8) + trimethylamine (75-50-3) → (6-bromohexyl)-trimethylammonium bromide (32765-81-4)

Conditions	Yield
In tetrahydrofuran for 24h; Ambient temperature;	78%
In tetrahydrofuran at 20℃; for 24h;	56%
In diethyl ether; ethanol at 25℃; for 48h;	14%
With benzene
In acetone

1 ,6-dibromohexane (629-03-8) → (6-bromohexyl)-trimethylammonium bromide (32765-81-4)

Conditions	Yield
With trimethylamine In tetrahydrofuran
With trimethylamine In tetrahydrofuran

6-amino-1-bromo-n-hexane (26342-09-6) + carbonic acid dimethyl ester (616-38-6) → (6-bromohexyl)-trimethylammonium bromide (32765-81-4)

Conditions	Yield
Stage #1: 6-amino-1-bromo-n-hexane; carbonic acid dimethyl ester In ethanol; toluene at 55℃; under 7500.75 Torr; for 3h; Stage #2: With hydrogen bromide In ethanol; toluene at 20℃; Solvent; Temperature; Pressure;

4,4'-bipyridine (553-26-4) + (6-bromohexyl)-trimethylammonium bromide (32765-81-4) → C28H50N4(4+)*4Br(1-)

Conditions	Yield
In N,N-dimethyl-formamide at 100℃; for 72h; Inert atmosphere; Schlenk technique; Glovebox;	80%

telluropheno[2,3-c:5,4-c']bipyridine + (6-bromohexyl)-trimethylammonium bromide (32765-81-4) → C28H48N4Te(4+)*4Br(1-)

Conditions	Yield
In N,N-dimethyl-formamide at 100℃; for 72h; Inert atmosphere; Schlenk technique; Glovebox;	75%

selenopheno[2,3-c:5,4-c']bipyridine + (6-bromohexyl)-trimethylammonium bromide (32765-81-4) → C28H48N4Se(4+)*4Br(1-)

Conditions	Yield
In N,N-dimethyl-formamide at 100℃; for 72h; Inert atmosphere; Schlenk technique; Glovebox;	72%

N-desmethyl galantamine (41303-74-6) + (6-bromohexyl)-trimethylammonium bromide (32765-81-4) → 10-N-demethyl-10-N-(6'-trimethylammoniumhexyl)-galanthamine bromide

Conditions	Yield
With sodium carbonate In acetonitrile at 50℃; for 20h;	71%

thieno<2,3-c:5,4-c'>dipyridine (33063-38-6) + (6-bromohexyl)-trimethylammonium bromide (32765-81-4) → C28H48N4S(4+)*4Br(1-)

Conditions	Yield
In N,N-dimethyl-formamide at 100℃; for 72h; Inert atmosphere; Schlenk technique; Glovebox;	70%

(6-bromohexyl)-trimethylammonium bromide (32765-81-4) + scopolamine (51-34-3, 138-12-5, 64069-63-2, 124917-17-5) → 7-[(3-hydroxy-2-phenylpropanoyl)oxy]-9-methyl-9-[6-(N,N,N-trimethylammonio)hexyl]-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-9-ium dibromide

Conditions	Yield
In acetonitrile Heating; Sealed tube;	31%

Atropine (51-55-8) + (6-bromohexyl)-trimethylammonium bromide (32765-81-4) → 3-[(hydroxy-2-phenylpropanoyl)oxy]-8-methyl-8-[6-(N,N,N-trimethylammonio)hexyl]-8-azabicyclo[3.2.1]octan-8-ium dibromide

Conditions	Yield
In acetonitrile Heating; Sealed tube;	20%

sevelamer hydrochloride + 1-bromo dodecane (112-29-8) + (6-bromohexyl)-trimethylammonium bromide (32765-81-4) → allylammonium chloride (10017-11-5, 110507-15-8)

Conditions	Yield
With sodium hydroxide In hydrogenchloride; methanol; sodium chloride; water
With sodium hydroxide In hydrogenchloride; methanol; sodium chloride; water
With sodium hydroxide In hydrogenchloride; methanol; sodium chloride; water

1-bromo dodecane (112-29-8) + (6-bromohexyl)-trimethylammonium bromide (32765-81-4) → allylammonium chloride (10017-11-5, 110507-15-8)

Conditions	Yield
With sodium hydroxide In hydrogenchloride; methanol; sodium chloride; water

Upstream product

• 629-03-8 1 ,6-dibromohexane 
• 75-50-3 trimethylamine 
• 26342-09-6 6-amino-1-bromo-n-hexane 
• 616-38-6 carbonic acid dimethyl ester 

Downstream Products

• 10017-11-5 allylammonium chloride 

Relevant articles and documents

Side-chain-type anion exchange membranes bearing pendant quaternary ammonium groups: Via flexible spacers for fuel cells

To realize high performance anion exchange membranes (AEMs) for alkaline fuel cells (AFCs), a series of quaternized poly(ether sulfone)s (PESs) with different lengths of flexible spacers linking cationic groups and the backbone was synthesized via nucleophilic polycondensation, demethylation and Williamson reactions. Atomic force microscopy (AFM) phase images show clear hydrophilic/hydrophobic phase separation for all the side-chain-type AEMs. The PES-n-QA membrane with hexyleneoxy spacers (n = 6) between the cationic groups and backbone (benzene ring) exhibited the maximum conductivity of 62.7 mS cm-1 (IEC = 1.48 meq. g-1) at 80 °C. The AEM materials are found to have an improved long-term alkaline stability by extending the length of the flexible spacer (n ≥ 4). The PES-12-QA membrane with a flexible dodeceneoxy spacer demonstrated the highest alkaline stability, where the conductivity and IEC only decreased by 8.1% and 6.9% after immersing in a 1 M aqueous KOH solution at 60 °C for 720 h. Furthermore, the single fuel cell performance test using PES-6-QA as an AEM showed a maximum power density of 108.3 mW cm-2 at a current density of 250 mA cm-2 at 60 °C.

Crosslinked Polymers

Disclosed herein are pharmaceutical compositions comprising wet granulated bile acid sequestrants having the general Formula I shown, and their process of preparation. The present invention also discloses process for preparation of Colesevelam hydrochloride, an antilipemic agent.

Potent acetylcholinesterase inhibitors: Design, synthesis, and structure - Activity relationships of bis-interacting ligands in the galanthamine series

New galanthamine derivatives, especially bis-interacting ligands 3-5 and 7-9 were prepared in order to interact with the catalytic and the peripheral sites of acetylcholinesterase (AChE). The synthesis, the anticholinesterase activities, and the structure-activity relationships of bis-interacting ligands are reported. Compounds 4d-e were found to be more potent than galanthamine and tacrine in inhibiting AChE. Copyright (C) 1998 Elsevier Science Ltd.