3779-42-8

Basic information

• Product Name: (3-Bromopropyl)trimethylammonium bromide
• Synonyms: (3-BROMOPROPYL)TRIMETHYLAMMONIUM BROMIDE;3-Bromopropyltrimeythylammonium bromide;3-BROMOPROPYLTRIMETHYLAMMONIUM BROMIDE,99%;BPTAB;3-bromopropyl(trimethyl)azanium bromide;(3-Bromopropyl)trimethylammonium bromide 97%;(3-brpMopropyl)triethylaMMoniuM broMide;3-BroMo-N,N,N-triMethylpropan-1-aMiniuM broMide
• CAS NO: 3779-42-8
• Molecular Formula: Br*C₆H₁₅BrN
• Molecular Weight: 261
• Product Categories: Ammonium Salts;Greener Alternatives: Catalysis;Phase Transfer Catalysts
• Mol File: 3779-42-8.mol
• Article Data: 8

Chemical Properties

• Melting Point: 210 °C (dec.)(lit.)
• Appearance: /
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: DMSO (Slightly), Methanol (Slightly)
• CAS DataBase Reference: (3-Bromopropyl)trimethylammonium bromide(CAS DataBase Reference)
• NIST Chemistry Reference: (3-Bromopropyl)trimethylammonium bromide(3779-42-8)
• EPA Substance Registry System: (3-Bromopropyl)trimethylammonium bromide(3779-42-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 3779-42-8(Hazardous Substances Data)

Usage

Uses

3-Bromo-N,N,N-trimethylpropan-1-aminium Bromide is a compound used to prepare novel hydrophilic-hydrophobic block copolymer based on cardo poly(arylene ether sulfone)s with bis-quaternary ammonium moieties for anion exchange membranes.

InChI:InChI=1/C6H15BrN/c1-8(2,3)6-4-5-7/h4-6H2,1-3H3/q+1

Synthetic route

1,3-dibromo-propane (109-64-8) + trimethylamine (75-50-3) → 3-bromo-N,N,N-trimethyl-1-propanaminium bromide (3779-42-8)

Conditions	Yield
In tetrahydrofuran	99%
In tetrahydrofuran for 48h; Ambient temperature;	90%
In diethyl ether; ethanol 1) 0 deg C, 1 h; 2) r.t., 3 days;	74%

1-(3-phenoxypropyl)trimethylammonium bromide (28525-32-8) → 3-bromo-N,N,N-trimethyl-1-propanaminium bromide (3779-42-8)

Conditions	Yield
With hydrogen bromide at 120℃; for 3.5h;	97%

N,N′,N″-trimethyl-3-hydroxypropylammonium chloride (6701-82-2) → 3-bromo-N,N,N-trimethyl-1-propanaminium bromide (3779-42-8)

Conditions	Yield
With hydrogen bromide

trimethylallylammonium bromide → 3-bromo-N,N,N-trimethyl-1-propanaminium bromide (3779-42-8)

Conditions	Yield
With hydrogen bromide at 160℃;

1,3-dibromo-propane (109-64-8) + trimethylamine (75-50-3) → 3-bromo-N,N,N-trimethyl-1-propanaminium bromide (3779-42-8) + trimethylene-bis-trimethylammonium bromide

Conditions	Yield
With ethanol; water at 55℃;

3-Dimethylamino-1-propanol (3179-63-3) → 3-bromo-N,N,N-trimethyl-1-propanaminium bromide (3779-42-8)

Conditions	Yield
Multi-step reaction with 3 steps 2: Cl- 3: HBr View Scheme

3-hydroxypropyltrimethylammonium iodide (5930-60-9) → 3-bromo-N,N,N-trimethyl-1-propanaminium bromide (3779-42-8)

Conditions	Yield
Multi-step reaction with 2 steps 1: Cl- 2: HBr View Scheme

3-bromo-N,N,N-trimethyl-1-propanaminium bromide (3779-42-8) → 3-(2-nitrophenoxy)propyltrimethylammonium bromide (900790-97-8)

Conditions	Yield
Stage #1: 2-hydroxynitrobenzene With potassium carbonate In N,N-dimethyl-formamide for 0.166667h; Stage #2: 3-bromo-N,N,N-trimethyl-1-propanaminium bromide In N,N-dimethyl-formamide at 125℃; for 3h;	100%

3-((3-methoxyphenyl)amino)propane-1-sulfonate + 3-bromo-N,N,N-trimethyl-1-propanaminium bromide (3779-42-8) → 3-((3-methoxyphenyl)(3-(trimethylammonio)propyl)amino)propane-1-sulfonate

Conditions	Yield
With sodium carbonate In acetonitrile at 80℃; for 24h; Inert atmosphere;	100%
With sodium carbonate In acetonitrile at 80℃; for 24h; Inert atmosphere;

N-(5-(3-(ethylamino)phenoxy)-2-methylphenyl)acetamide + 3-bromo-N,N,N-trimethyl-1-propanaminium bromide (3779-42-8) → 3-((3-(3-acetamido-4-methylphenoxy)phenyl)(ethyl)amino)-N,N,N-trimethylpropan-1-aminium

Conditions	Yield
With sodium carbonate In acetonitrile at 80℃; for 24h; Inert atmosphere;	100%
With sodium carbonate In acetonitrile at 80℃; for 24h; Inert atmosphere;

N-methylcyclohexylamine (626-67-5) + 3-bromo-N,N,N-trimethyl-1-propanaminium bromide (3779-42-8) → 1-trimethylammonium-3-(1-methylpiperidinium)propane dibromide

Conditions	Yield
In isopropyl alcohol for 15h; Reflux;	96.4%

4-methyl-morpholine (109-02-4) + 3-bromo-N,N,N-trimethyl-1-propanaminium bromide (3779-42-8) → [N111C3MMor][Br]2

Conditions	Yield
In isopropyl alcohol for 15h; Reflux;	95.22%

4’-pyridine-3-sulfonatopropyl-4-pyridinium + 3-bromo-N,N,N-trimethyl-1-propanaminium bromide (3779-42-8) → 1’-[3-(trimethylammonium)propyl]-4’-pyridinium-1-[3-sulfonatopropyl]-4-pyridinium dibromide

Conditions	Yield
In acetonitrile at 80℃; for 168h; Inert atmosphere; Schlenk technique;	95%
In acetonitrile at 80℃; for 168h; Schlenk technique; Inert atmosphere;	95%

C52H43N3O4 + 3-bromo-N,N,N-trimethyl-1-propanaminium bromide (3779-42-8) → C58H57N4O4(1+)*Br(1-)

Conditions	Yield
Stage #1: C52H43N3O4 With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.5h; Inert atmosphere; Stage #2: 3-bromo-N,N,N-trimethyl-1-propanaminium bromide In N,N-dimethyl-formamide at 80℃; for 4h; Inert atmosphere;	95%

2-Methylbenzothiazole (120-75-2) + 3-bromo-N,N,N-trimethyl-1-propanaminium bromide (3779-42-8) → 2-methyl-3-(3-(trimethylammonio)propyl)benzo[d]thiazol-3-ium dibromide

Conditions	Yield
In acetonitrile Reflux;	93%

picoline (108-89-4) + 3-bromo-N,N,N-trimethyl-1-propanaminium bromide (3779-42-8) → 4-methyl-1-(3-(trimethylammonio)propyl)pyridin-1-ium dibromide (21074-51-1)

Conditions	Yield
at 125℃; for 0.916667h; Inert atmosphere;	92%
In acetonitrile for 24h; Reflux;	86%
In N,N-dimethyl-formamide at 100℃; for 2h;	82%
In N,N-dimethyl-formamide	82%
In N,N-dimethyl-formamide at 100℃; for 2h;	82%

4,4'-bipyridine (553-26-4) + 3-bromo-N,N,N-trimethyl-1-propanaminium bromide (3779-42-8) → 1,1‘-bis[3-(trimethylammonium)propyl]-4,4’-bipyridinium tetrabromide

Conditions	Yield
In acetonitrile for 24h; Reflux;	92%
In dimethyl sulfoxide at 100℃; for 2h; Schlenk technique; Inert atmosphere;	70%
In dimethyl sulfoxide at 100℃; for 3h; Inert atmosphere; Schlenk technique;	68%

(E)-2-{5-[4-(diphenylamino)phenyl]thiophene-2-yl}-3-[5-(pyridine-4-yl)thiophen-2-yl]acrylonitrile + 3-bromo-N,N,N-trimethyl-1-propanaminium bromide (3779-42-8) → C40H38N4S2(2+)*2F6P(1-)

Conditions	Yield
Stage #1: (E)-2-{5-[4-(diphenylamino)phenyl]thiophene-2-yl}-3-[5-(pyridine-4-yl)thiophen-2-yl]acrylonitrile; 3-bromo-N,N,N-trimethyl-1-propanaminium bromide In acetonitrile for 12h; Reflux; Inert atmosphere; Stage #2: With potassium hexafluorophosphate In water; acetone for 1h;	92%

3-bromo-N,N,N-trimethyl-1-propanaminium bromide (3779-42-8) + 2,3,3-trimethylindole-5-sulfonic acid (132557-72-3) → 2,3,3-trimethyl-1-[3-(trimethylammonio)propyl]-3H-indolium-5-sulfonic acid dibromide

Conditions	Yield
In toluene for 72h; Inert atmosphere; Reflux;	91%
In toluene at 130℃; for 72h; Inert atmosphere;	81%
In acetonitrile for 72h; Reflux;
In toluene Inert atmosphere; Reflux;

3-bromo-N,N,N-trimethyl-1-propanaminium bromide (3779-42-8) + diethylamine (109-89-7) → N-(3-trimethylammoniumpropyl)-diethylamine bromide hydrobromide (1379597-99-5)

Conditions	Yield
Stage #1: 3-bromo-N,N,N-trimethyl-1-propanaminium bromide; diethylamine In acetonitrile at 20 - 55℃; for 20h; Stage #2: With hydrogen bromide In acetonitrile at 20℃; pH=2;	91%

3-bromo-N,N,N-trimethyl-1-propanaminium bromide (3779-42-8) + tris(8-carboxyl-2,2,6,6-tetramethylbenzo[1,2-d;4,5-d′]bis[1,3]dithiol-4-yl)methyl radical sodium salt (372515-55-4) → tris(8-[3-trimethylammonium]propyloxycarboxyl-2,2,6,6-tetramethylbenzo[1,2-d;4,5-d′]bis[1,3]dithiol-4-yl)methyl radical bromide

Conditions	Yield
Stage #1: tris(8-carboxyl-2,2,6,6-tetramethylbenzo[1,2-d;4,5-d′]bis[1,3]dithiol-4-yl)methyl radical sodium salt With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: 3-bromo-N,N,N-trimethyl-1-propanaminium bromide With potassium iodide In N,N-dimethyl-formamide for 15h; Inert atmosphere;	91%

2,3,3-trimethyl-5-fluoro-3H-indole (54136-23-1) + 3-bromo-N,N,N-trimethyl-1-propanaminium bromide (3779-42-8) → 5-fluoro-2,3,3-trimethyl-1-(3-(trimethylammonio)propyl)-3H-indol-1-ium dibromide

Conditions	Yield
In acetonitrile Reflux;	90%
In acetonitrile for 72h; Reflux;
In acetonitrile for 72h; Reflux;

1-methyl-4-(4-pyridyl)pyridinium iodide (38873-01-7) + 3-bromo-N,N,N-trimethyl-1-propanaminium bromide (3779-42-8) → 1‘-methyl-4’-pyridinium-1-[3-(trimethylaminium)propyl]-4-pyridinium trichloride (108228-36-0)

Conditions	Yield
In N,N-dimethyl-formamide at 95℃; for 24h; Inert atmosphere; Schlenk technique;	88%
With Dowex 1X8 (Cl- form) 1.) water, 25 h, reflux; Multistep reaction;

5-Methoxy-2,3,3-trimethyl-3H-indole (31241-19-7) + 3-bromo-N,N,N-trimethyl-1-propanaminium bromide (3779-42-8) → 5-methoxy-2,3,3-trimethyl-1-(3-(trimethylammonio)propyl)-3H-indolium dibromide

Conditions	Yield
In toluene for 72h; Inert atmosphere; Reflux;	88%

3-bromo-N,N,N-trimethyl-1-propanaminium bromide (3779-42-8) → C6H15BrN(1+)*F6P(1-)

Conditions	Yield
With hexafluorophosphoric acid In water at 20℃; for 2h;	88%

N,N,N'N'-tetramethyl-1,3-propanediamine (110-95-2) + 3-bromo-N,N,N-trimethyl-1-propanaminium bromide (3779-42-8) → C13H33N3(2+)*2Br(1-)

Conditions	Yield
In ethanol at 85℃; for 20h;	86%

potassium 2,3,3-trimethylindole-5-sulfonate + 3-bromo-N,N,N-trimethyl-1-propanaminium bromide (3779-42-8) → 2,3,3-trimethyl-1-[3-(trimethylammonio)propyl]-indoleninium-5-sulfonate bromide

Conditions	Yield
at 75℃; for 72h; Inert atmosphere;	86%

potassium 2,3,3-trimethylindole-5-sulfonate + 3-bromo-N,N,N-trimethyl-1-propanaminium bromide (3779-42-8) → 2,3,3-trimethyl-1-[3-(trimethylammonium)propyl]-3H-indolinium-5-sulfonate bromide

Conditions	Yield
In toluene at 130℃; for 72h; Inert atmosphere;	85%

4-(dihexadecylmethyl)pyridine (158014-84-7) + 3-bromo-N,N,N-trimethyl-1-propanaminium bromide (3779-42-8) → C44H86N2(2+)*2Cl(1-)

Conditions	Yield
With Dowex (Cl- form) In ethanol Alkylation; Heating;	84%

3-bromo-N,N,N-trimethyl-1-propanaminium bromide (3779-42-8) + bis(trifluoromethane)sulfonimide lithium (90076-65-6) → C6H15BrN(1+)*C2F6NO4S2(1-)

Conditions	Yield
In water for 2h;	84%

6-sulphonato-2,3,3-trimethyl-1H-benz[e]indolenine (113995-55-4) + 3-bromo-N,N,N-trimethyl-1-propanaminium bromide (3779-42-8) → 1,1,2-trimethyl-3-(3-(trimethylammonio)propyl)-1H-benzo[e]indol-3-ium-7-sulfonate

Conditions	Yield
With 4-methyl-morpholine In 1-methyl-pyrrolidin-2-one at 75℃; for 48h; Inert atmosphere;	83%

5-chloro-2,3,3-trimethyl-3H-indole (25981-83-3) + 3-bromo-N,N,N-trimethyl-1-propanaminium bromide (3779-42-8) → 5-chloro-2,3,3-trimethyl-1-(3-(trimethylammonio)propyl)-3H-indol-1-ium dibromide

Conditions	Yield
In acetonitrile for 72h; Reflux; Inert atmosphere;	82%
In acetonitrile Reflux;	82%
In acetonitrile for 72h; Reflux;
In acetonitrile for 72h; Reflux;

3-bromo-N,N,N-trimethyl-1-propanaminium bromide (3779-42-8) → 3-trimethylammonium propylamine bromide (28841-49-8)

Conditions	Yield
With ammonium hydroxide In water for 14h; Reflux;	82%

5-bromo-2,3,3-trimethyl-3H-indole (54136-24-2) + 3-bromo-N,N,N-trimethyl-1-propanaminium bromide (3779-42-8) → 5-bromo-2,3,3-trimethy'l-1-(3-(trimethylammonio)propyl)-3H-indol-1-ium dibromide

Conditions	Yield
In acetonitrile for 72h; Reflux; Inert atmosphere;	81%
In acetonitrile Reflux;	81%
In acetonitrile for 72h; Reflux;
In acetonitrile
In acetonitrile for 72h; Reflux;

2,5-bis(pyridine-4-yl)thiazolo[5,4-d]thiazole (97193-46-9) + 3-bromo-N,N,N-trimethyl-1-propanaminium bromide (3779-42-8) → 4,4’-(thiazolo[5,4-d]thiazole-2,5-di-yl)bis(1-(3-(trimethylammonio)propyl)pyridin-1-ium)tetrabromide

Conditions	Yield
In N,N-dimethyl-formamide at 100℃; for 72h; Schlenk technique; Inert atmosphere;	81%
In N,N-dimethyl-formamide at 100℃; for 72h; Schlenk technique;	81%

Upstream product

• 109-64-8 1,3-dibromo-propane 
• 75-50-3 trimethylamine 
• 5930-60-9 3-hydroxypropyltrimethylammonium iodide 
• 3179-63-3 3-Dimethylamino-1-propanol 
• 28525-32-8 1-(3-phenoxypropyl)trimethylammonium bromide 
• 6701-82-2 N,N′,N″-trimethyl-3-hydroxypropylammonium chloride 

Downstream Products

• 23251-46-9 C₁₆H₂₉N₅O₄⁽²⁺⁾*2Br^(1-) 
• 28728-55-4 N-(3-trimethylammoniumpropyl)hexadecylammonium dibromide 
• 28728-55-4 N-(3-trimethylammoniumpropyl)octadecylammonium dibromide 
• 108228-37-1 1,1'-bis[3-(trimethylammonium)propyl]-4,4'-bipyridinium tetrachloride 

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