Product Name

  • Name

    Phenyltrimethylammonium bromide

  • EINECS 240-202-8
  • CAS No. 16056-11-4
  • Density 1.2
  • Solubility almost transparency in Water
  • Melting Point 215 °C (dec.)(lit.)
  • Formula C9H14BrN
  • Boiling Point
  • Molecular Weight 216.121
  • Flash Point
  • Transport Information UN 2811
  • Appearance white to blue crystalline powder or chunks
  • Safety 26-37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 16056-11-4 (Phenyltrimethylammonium bromide)
  • Hazard Symbols IrritantXi
  • Synonyms Ammonium,trimethylphenyl-, bromide (8CI);Benzenaminium, N,N,N-trimethyl-, bromide(9CI);Trimethylphenylammonium bromide (6CI,7CI);N,N,N-Trimethylaniliniumbromide;
  • PSA 0.00000
  • LogP -1.11270

Synthetic route

methanol
67-56-1

methanol

N,N-dimethyl-aniline
121-69-7

N,N-dimethyl-aniline

N,N,N-trimethylanilinium bromide
16056-11-4

N,N,N-trimethylanilinium bromide

Conditions
ConditionsYield
at 120 - 130℃; beim Erhitzen von feuchtem bromwasserstoffsauren Dimethylanilin im Druckrohr;
methyl bromide
74-83-9

methyl bromide

N,N-dimethyl-aniline
121-69-7

N,N-dimethyl-aniline

N,N,N-trimethylanilinium bromide
16056-11-4

N,N,N-trimethylanilinium bromide

bromocyane
506-68-3

bromocyane

N,N-dimethyl-aniline
121-69-7

N,N-dimethyl-aniline

A

methyl(phenyl)cyanamide
18773-77-8

methyl(phenyl)cyanamide

B

N,N,N-trimethylanilinium bromide
16056-11-4

N,N,N-trimethylanilinium bromide

Acetyl bromide
506-96-7

Acetyl bromide

N,N-dimethyl-aniline
121-69-7

N,N-dimethyl-aniline

A

N-acetyl-N-methylaniline
579-10-2

N-acetyl-N-methylaniline

B

N,N,N-trimethylanilinium bromide
16056-11-4

N,N,N-trimethylanilinium bromide

N,N-dimethyl-aniline
121-69-7

N,N-dimethyl-aniline

α-bromoacetophenone
70-11-1

α-bromoacetophenone

A

N-methyl-N-phenacylaniline
32119-53-2

N-methyl-N-phenacylaniline

B

N,N,N-trimethylanilinium bromide
16056-11-4

N,N,N-trimethylanilinium bromide

N,N-dimethyl-aniline
121-69-7

N,N-dimethyl-aniline

i-pentyl bromide
107-82-4

i-pentyl bromide

A

N-isopentyl-N-methylaniline
91935-09-0

N-isopentyl-N-methylaniline

B

N,N,N-trimethylanilinium bromide
16056-11-4

N,N,N-trimethylanilinium bromide

Conditions
ConditionsYield
at 150 - 160℃;
N,N-dimethyl-aniline
121-69-7

N,N-dimethyl-aniline

Ethyl 2-bromopropionate
535-11-5, 41978-69-2

Ethyl 2-bromopropionate

A

2-(methyl-phenyl-amino)-propionic acid ethyl ester
214709-69-0

2-(methyl-phenyl-amino)-propionic acid ethyl ester

B

N,N,N-trimethylanilinium bromide
16056-11-4

N,N,N-trimethylanilinium bromide

Conditions
ConditionsYield
at 125 - 130℃;
N,N-dimethyl-aniline
121-69-7

N,N-dimethyl-aniline

cyanomethyl bromide
590-17-0

cyanomethyl bromide

N,N,N-trimethylanilinium bromide
16056-11-4

N,N,N-trimethylanilinium bromide

methanol
67-56-1

methanol

aniline
62-53-3

aniline

A

N,N,N-trimethylanilinium bromide
16056-11-4

N,N,N-trimethylanilinium bromide

B

N,N-dimethyl-aniline
121-69-7

N,N-dimethyl-aniline

Conditions
ConditionsYield
at 120 - 130℃; beim Erhitzen von bromwasserstoffsaurem Anilin;
phenyltrimethylammonium tribromide
4207-56-1

phenyltrimethylammonium tribromide

acetone
67-64-1

acetone

N,N,N-trimethylanilinium bromide
16056-11-4

N,N,N-trimethylanilinium bromide

Conditions
ConditionsYield
beim gelinden Erwaermen;
tri-N-methyl-anilinium; dibromo iodate(I)
52045-06-4

tri-N-methyl-anilinium; dibromo iodate(I)

acetone
67-64-1

acetone

N,N,N-trimethylanilinium bromide
16056-11-4

N,N,N-trimethylanilinium bromide

tri-N-methyl-anilinium; bromochloro iodate(I)

tri-N-methyl-anilinium; bromochloro iodate(I)

acetone
67-64-1

acetone

N,N,N-trimethylanilinium bromide
16056-11-4

N,N,N-trimethylanilinium bromide

N,N-dimethyl-aniline
121-69-7

N,N-dimethyl-aniline

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide
572-09-8

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

N,N,N-trimethylanilinium bromide
16056-11-4

N,N,N-trimethylanilinium bromide

Conditions
ConditionsYield
at 25℃;
N-methyl-N-phenacylaniline
32119-53-2

N-methyl-N-phenacylaniline

N,N-dimethyl-aniline
121-69-7

N,N-dimethyl-aniline

α-bromoacetophenone
70-11-1

α-bromoacetophenone

A

N,N,N-trimethylanilinium bromide
16056-11-4

N,N,N-trimethylanilinium bromide

B

diphenylacyl-aniline

diphenylacyl-aniline

N,N-dimethyl-aniline
121-69-7

N,N-dimethyl-aniline

A

N,N,N-trimethylanilinium bromide
16056-11-4

N,N,N-trimethylanilinium bromide

B

hydrobromide of monomethylaniline

hydrobromide of monomethylaniline

Conditions
ConditionsYield
at 150℃; beim Erhitzen von bromwasserstoffsaurem Dimethylanilin;
N,N-dimethyl-aniline
121-69-7

N,N-dimethyl-aniline

α-bromoacetophenone
70-11-1

α-bromoacetophenone

A

N,N,N-trimethylanilinium bromide
16056-11-4

N,N,N-trimethylanilinium bromide

B

N-methyl-N-phenacyl-aniline

N-methyl-N-phenacyl-aniline

N,N-dimethyl-aniline
121-69-7

N,N-dimethyl-aniline

α-bromoacetophenone
70-11-1

α-bromoacetophenone

A

N,N-diphenacylaniline
41120-12-1

N,N-diphenacylaniline

B

N,N,N-trimethylanilinium bromide
16056-11-4

N,N,N-trimethylanilinium bromide

C

N-methyl-N-phenacyl-aniline

N-methyl-N-phenacyl-aniline

water
7732-18-5

water

phenyltrimethylammonium tribromide
4207-56-1

phenyltrimethylammonium tribromide

N,N,N-trimethylanilinium bromide
16056-11-4

N,N,N-trimethylanilinium bromide

Conditions
ConditionsYield
beim Kochen;
methanol
67-56-1

methanol

hydrobromide of dimethylaniline

hydrobromide of dimethylaniline

N,N,N-trimethylanilinium bromide
16056-11-4

N,N,N-trimethylanilinium bromide

N,N-dimethyl-aniline
121-69-7

N,N-dimethyl-aniline

α-bromoacetophenone
70-11-1

α-bromoacetophenone

A

N,N,N-trimethylanilinium bromide
16056-11-4

N,N,N-trimethylanilinium bromide

B

methyl-phenacyl-aniline; diphenacyl-aniline

methyl-phenacyl-aniline; diphenacyl-aniline

N,N,N-trimethylanilinium bromide
16056-11-4

N,N,N-trimethylanilinium bromide

(4-(dimethylamino)phenyl)zinc(II) chloride
93296-10-7

(4-(dimethylamino)phenyl)zinc(II) chloride

N,N-dimethyl-4-biphenylamine
1137-79-7

N,N-dimethyl-4-biphenylamine

Conditions
ConditionsYield
With C27H22Cl2N3NiP In tetrahydrofuran; 1-methyl-pyrrolidin-2-one for 12h; Inert atmosphere; Schlenk technique; Heating;98%
With bis(tricyclohexylphosphine)nickel(II) dichloride In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 90℃; for 8h; Negishi coupling reaction; Inert atmosphere;84%
N,N,N-trimethylanilinium bromide
16056-11-4

N,N,N-trimethylanilinium bromide

4-methoxyphenylzinc chloride
93296-09-4

4-methoxyphenylzinc chloride

4-methoxylbiphenyl
613-37-6

4-methoxylbiphenyl

Conditions
ConditionsYield
With C27H22Cl2N3NiP In tetrahydrofuran; 1-methyl-pyrrolidin-2-one for 12h; Solvent; Inert atmosphere; Schlenk technique; Heating;98%
With C38H34Br2N4Ni2P2 In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 65℃; for 12h; Inert atmosphere; Schlenk technique;94%
With C32H26ClN2NiP In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 85℃; for 12h; Inert atmosphere;74%
N,N,N-trimethylanilinium bromide
16056-11-4

N,N,N-trimethylanilinium bromide

p-tolylzinc(II) chloride
90252-89-4

p-tolylzinc(II) chloride

4-Methylbiphenyl
644-08-6

4-Methylbiphenyl

Conditions
ConditionsYield
With C27H22Cl2N3NiP In tetrahydrofuran; 1-methyl-pyrrolidin-2-one for 12h; Inert atmosphere; Heating; Schlenk technique;90%
N-(2-methylbenzoyl)-8-aminoquinoline
1182669-71-1

N-(2-methylbenzoyl)-8-aminoquinoline

N,N,N-trimethylanilinium bromide
16056-11-4

N,N,N-trimethylanilinium bromide

2,6-dimethyl-N-(quinolin-8-yl)benzamide
1609401-42-4

2,6-dimethyl-N-(quinolin-8-yl)benzamide

Conditions
ConditionsYield
With nickel(II) triflate; sodium carbonate; triphenylphosphine In toluene at 160℃; for 14h;90%
N,N,N-trimethylanilinium bromide
16056-11-4

N,N,N-trimethylanilinium bromide

2C9H14N(1+)*Br6Te2(2-)

2C9H14N(1+)*Br6Te2(2-)

Conditions
ConditionsYield
With tellurium; bromine In acetonitrile for 24h; Heating;88%
N,N,N-trimethylanilinium bromide
16056-11-4

N,N,N-trimethylanilinium bromide

phenyltrimethylammonium hexabromoselenate

phenyltrimethylammonium hexabromoselenate

Conditions
ConditionsYield
With selenium; bromine In acetonitrile Heating;87%
N,N,N-trimethylanilinium bromide
16056-11-4

N,N,N-trimethylanilinium bromide

phenyltrimetylammonium selenocyanate

phenyltrimetylammonium selenocyanate

phenyltrimethylammonium hexabromoselenate

phenyltrimethylammonium hexabromoselenate

Conditions
ConditionsYield
With bromine In acetonitrile Ambient temperature;86%
N,N,N-trimethylanilinium bromide
16056-11-4

N,N,N-trimethylanilinium bromide

bis(pinacol)diborane
73183-34-3

bis(pinacol)diborane

2-mercaptopyridine sodium salt
13327-62-3

2-mercaptopyridine sodium salt

A

2-methylsulfanyl-pyridine
18438-38-5

2-methylsulfanyl-pyridine

B

2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole
24388-23-6

2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole

C

N,N-dimethyl-aniline
121-69-7

N,N-dimethyl-aniline

D

phenol
108-95-2

phenol

Conditions
ConditionsYield
In acetonitrile at 30 - 35℃; for 24h; Irradiation; Inert atmosphere;A 64%
B 22%
C 81%
D 6%
N,N,N-trimethylanilinium bromide
16056-11-4

N,N,N-trimethylanilinium bromide

bis(pinacol)diborane
73183-34-3

bis(pinacol)diborane

2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole
24388-23-6

2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole

Conditions
ConditionsYield
With 10H-phenothiazine; caesium carbonate In acetonitrile for 18h; Irradiation; Sealed tube; Inert atmosphere;76%
N,N,N-trimethylanilinium bromide
16056-11-4

N,N,N-trimethylanilinium bromide

4-n-methylphenylacetylene
766-97-2

4-n-methylphenylacetylene

4-(phenylethynyl)toluene
3287-02-3

4-(phenylethynyl)toluene

Conditions
ConditionsYield
With SIPr-PdCl2-Py; sodium t-butanolate In tetrahydrofuran at 45℃; for 4h; Sonogashira Cross-Coupling; Inert atmosphere;60%
disodium closo-dodecaborate

disodium closo-dodecaborate

tetrabutylammomium bromide
1643-19-2

tetrabutylammomium bromide

N,N,N-trimethylanilinium bromide
16056-11-4

N,N,N-trimethylanilinium bromide

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

A

[N(C4H9)4]2 (hydroxo)undecahydro-closo-dodecaborane

[N(C4H9)4]2 (hydroxo)undecahydro-closo-dodecaborane

B

2(CH3)3(C6H5)N(1+)*B12H11COC6H4NO2(2-) = [(CH3)3(C6H5)N]2(B12H11COC6H4NO2)

2(CH3)3(C6H5)N(1+)*B12H11COC6H4NO2(2-) = [(CH3)3(C6H5)N]2(B12H11COC6H4NO2)

Conditions
ConditionsYield
In acetone byproducts: NaCl; stirring (-20°C, 30 min and 20°C, 20 h); pptn., drying; elem. anal.;A 1%
B 58%
N,N,N-trimethylanilinium bromide
16056-11-4

N,N,N-trimethylanilinium bromide

2-mercaptopyridine sodium salt
13327-62-3

2-mercaptopyridine sodium salt

A

2-methylsulfanyl-pyridine
18438-38-5

2-methylsulfanyl-pyridine

B

2-phenylsulfanylpyridine
3111-54-4

2-phenylsulfanylpyridine

C

N,N-dimethyl-aniline
121-69-7

N,N-dimethyl-aniline

D

phenol
108-95-2

phenol

Conditions
ConditionsYield
In acetonitrile at 30 - 35℃; for 24h; Irradiation; Inert atmosphere;A 49%
B 22%
C 37%
D 15%
N,N,N-trimethylanilinium bromide
16056-11-4

N,N,N-trimethylanilinium bromide

2-methylphenylzinc chloride
84109-17-1

2-methylphenylzinc chloride

2-methylbiphenyl
643-58-3

2-methylbiphenyl

Conditions
ConditionsYield
With C27H22Cl2N3NiP In tetrahydrofuran; 1-methyl-pyrrolidin-2-one for 12h; Inert atmosphere; Heating; Schlenk technique;46%
5-Acetyl-2-benzyloxy-N-[3,5-bis(trifluoromethyl)phenyl]benzamide
439145-80-9

5-Acetyl-2-benzyloxy-N-[3,5-bis(trifluoromethyl)phenyl]benzamide

N,N,N-trimethylanilinium bromide
16056-11-4

N,N,N-trimethylanilinium bromide

2-Benzyloxy-5-(2-bromoacetyl)-N-[3,5-bis(trifluoromethyl)phenyl]benzamide
439145-82-1

2-Benzyloxy-5-(2-bromoacetyl)-N-[3,5-bis(trifluoromethyl)phenyl]benzamide

Conditions
ConditionsYield
In tetrahydrofuran42.7%
N,N,N-trimethylanilinium bromide
16056-11-4

N,N,N-trimethylanilinium bromide

benzyltrimethylammonium hexafluorophosphate
6427-70-9

benzyltrimethylammonium hexafluorophosphate

Conditions
ConditionsYield
With ammonium hexafluorophosphate In water; acetone for 4h; Inert atmosphere; Schlenk technique;40%
N,N,N-trimethylanilinium bromide
16056-11-4

N,N,N-trimethylanilinium bromide

4-methoxyphenyl magnesium bromide
13139-86-1

4-methoxyphenyl magnesium bromide

4-methoxylbiphenyl
613-37-6

4-methoxylbiphenyl

Conditions
ConditionsYield
With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In tetrahydrofuran at 20℃; for 48h; Inert atmosphere;12%
N,N,N-trimethylanilinium bromide
16056-11-4

N,N,N-trimethylanilinium bromide

3,4-dibromo-tri-N-methyl-anilinium; bromide

3,4-dibromo-tri-N-methyl-anilinium; bromide

Conditions
ConditionsYield
With bromine; iron at 100 - 120℃;
N,N,N-trimethylanilinium bromide
16056-11-4

N,N,N-trimethylanilinium bromide

tri-N-methyl-anilinium; bromide, compound with bromine

tri-N-methyl-anilinium; bromide, compound with bromine

Conditions
ConditionsYield
With bromine; acetic acid
N,N,N-trimethylanilinium bromide
16056-11-4

N,N,N-trimethylanilinium bromide

3-bromo-tri-N-methyl-anilinium; bromide

3-bromo-tri-N-methyl-anilinium; bromide

Conditions
ConditionsYield
With bromine; iron at 70℃;
N,N,N-trimethylanilinium bromide
16056-11-4

N,N,N-trimethylanilinium bromide

phenyltrimethylammonium tribromide
4207-56-1

phenyltrimethylammonium tribromide

Conditions
ConditionsYield
With bromine
N,N,N-trimethylanilinium bromide
16056-11-4

N,N,N-trimethylanilinium bromide

tri-N-methyl-anilinium; dibromo iodate(I)
52045-06-4

tri-N-methyl-anilinium; dibromo iodate(I)

Conditions
ConditionsYield
With iodine(I) bromide; acetic acid
N,N,N-trimethylanilinium bromide
16056-11-4

N,N,N-trimethylanilinium bromide

phenyltrimethylammonium dichloroiodate

phenyltrimethylammonium dichloroiodate

Conditions
ConditionsYield
With Iodine monochloride; acetic acid
With iodine trichloride; acetic acid
N,N,N-trimethylanilinium bromide
16056-11-4

N,N,N-trimethylanilinium bromide

tri-N-methyl-anilinium; bromochloro iodate(I)

tri-N-methyl-anilinium; bromochloro iodate(I)

Conditions
ConditionsYield
With Iodine monochloride; acetic acid
N,N,N-trimethylanilinium bromide
16056-11-4

N,N,N-trimethylanilinium bromide

tri-N-methyl-anilinium; dichloro bromate(I)
16091-28-4

tri-N-methyl-anilinium; dichloro bromate(I)

Conditions
ConditionsYield
With chlorine; acetic acid at 60℃;
N,N,N-trimethylanilinium bromide
16056-11-4

N,N,N-trimethylanilinium bromide

tri-N-methyl-anilinium; bromide, compound with iodine

tri-N-methyl-anilinium; bromide, compound with iodine

Conditions
ConditionsYield
With iodine; acetic acid at 100℃;
N,N,N-trimethylanilinium bromide
16056-11-4

N,N,N-trimethylanilinium bromide

A

methyl bromide
74-83-9

methyl bromide

B

N,N-dimethyl-aniline
121-69-7

N,N-dimethyl-aniline

Conditions
ConditionsYield
at 240℃;
In dimethylsulfoxide-d6 at 120℃; for 0.333333h;

Phenyltrimethylammonium bromide Chemical Properties

IUPAC Name: Benzenaminium, N,N,N-trimethyl-, bromide (1:1)
The MF of Benzenaminium, N,N,N-trimethyl-, bromide (1:1) (16056-11-4) is C9H14BrN.

                                              
The MW of Benzenaminium, N,N,N-trimethyl-, bromide (1:1) (16056-11-4) is 216.12.
Synonyms of Benzenaminium, N,N,N-trimethyl-, bromide (1:1) (16056-11-4): Trimethylphenylammonium bromide ; N,N,N-Trimethylanilinium bromide ; Phenyltrimethylammonium bromide ; N,N-Trimethyl-benzenaminiumbromide ; Phenyltrimethyl-ammoniubromide ; N-Phenyl-N,N,N-Trimethylammonium bromide
Product Categories: Ammonium Bromides (Quaternary);Quaternary Ammonium Compounds
Form: white to blue crystalline powder or chunks
Melting Point: 215 °C (dec.)(lit.)
Storage temp: Refrigerator
Density: 1.2 g/ml 
EINECS: 240-202-8

Phenyltrimethylammonium bromide Uses

  Benzenaminium, N,N,N-trimethyl-, bromide (1:1) (16056-11-4) is used as transfer catalyst and surface active agent.

Phenyltrimethylammonium bromide Toxicity Data With Reference

1.    

ivn-mus LD50:4 mg/kg

    JPETAB    Journal of Pharmacology and Experimental Therapeutics. 99 (1950),16.

Phenyltrimethylammonium bromide Consensus Reports

Reported in EPA TSCA Inventory.

Phenyltrimethylammonium bromide Safety Profile

Poison by intravenous route. When heated to decomposition it emits very toxic fumes of NOx, NH3, and Br. See also BROMIDES.
Safety information of Benzenaminium, N,N,N-trimethyl-, bromide (1:1) (16056-11-4):
Hazard Codes  Xi
Risk Statements 
36/37/38  Irritating to eyes, respiratory system and skin
Safety Statements 
26  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
37/39  Wear suitable gloves and eye/face protection
RIDADR  2811
WGK Germany  3
RTECS  BT2100000
HazardClass  6.1(b)
PackingGroup  III

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