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Benzyltrimethylammonium chloride
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  • Name Benzyltrimethylammonium chloride
  • EINECS200-300-3
  • CAS No. 56-93-9
  • Density1.08 g/mL at 25 °C
  • PSA0.00000
  • LogP-1.10320
  • Solubility800 g/L in water
  • Melting Point236 °C (Decomposes)
  • FormulaC10H16ClN
  • Boiling Point>135oC (Some decomp)
  • Molecular Weight185.697
  • Flash PointN/A
  • Transport InformationUN 2811 6.1/PG 3
  • Appearancewhite to light yellow crystal powder
  • Safety26-37/39
  • Risk Codes22-36/38-36
  • Molecular Structure
    Molecular Structure of 56-93-9 (Benzyltrimethylammonium chloride)
  • Hazard SymbolsHarmfulXn
  • SynonymsHarmfulXn
  • Article Data14

Benzyltrimethylammonium chloride Synthetic route

100-39-0

benzyl bromide

75-50-3

trimethylamine

56-93-9

benzyltrimethylammonium chloride

Conditions
ConditionsYield
In ethanol; acetone Alkylation;95%
100-44-7

benzyl chloride

75-50-3

trimethylamine

56-93-9

benzyltrimethylammonium chloride

Conditions
ConditionsYield
In diethyl ether; water Ambient temperature;94%
With methanol
With ethanol
122-08-7

benzyltrismethylammonium methoxide

56-93-9

benzyltrimethylammonium chloride

Conditions
ConditionsYield
With hydrogenchloride In methanol at 0℃; for 0.5h;73%
3459-92-5

DBC

593-81-7

trimethylamine hydrochloride

56-93-9

benzyltrimethylammonium chloride

Conditions
ConditionsYield
With 1-ethyl-3-methylimidazolium bromide at 169.84℃; for 8h;71.3%

C29H38N6O4*C10H16N(1+)*Cl(1-)

A

56-93-9

benzyltrimethylammonium chloride

B

232279-44-6

Trp-Aib-Gly-Leu-NHPh

Conditions
ConditionsYield
In chloroform-d1 at 24.84℃; Equilibrium constant; complex formation;

C31H42N6O4*C10H16N(1+)*Cl(1-)

A

56-93-9

benzyltrimethylammonium chloride

B

271770-12-8

Trp-Aib-Gly-Leu-NH-C6H3(3,5-Me2)

Conditions
ConditionsYield
In chloroform-d1 at 24.84℃; Equilibrium constant; complex formation;

trimethylbenzylammonium diiodochloride

56-93-9

benzyltrimethylammonium chloride

Conditions
ConditionsYield
In chloroform Equilibrium constant;
100-46-9

benzylamine

74-88-4

methyl iodide

A

56-93-9

benzyltrimethylammonium chloride

B

103-67-3

benzyl-methyl-amine

Conditions
ConditionsYield
Stage #1: benzylamine; methyl iodide With 1,1,1,3',3',3'-hexafluoro-propanol In d(4)-methanol at 20℃; for 1h;
Stage #2: With hydrogenchloride In water for 1h; Reagent/catalyst; Time;
100-39-0

benzyl bromide

56-93-9

benzyltrimethylammonium chloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: acetonitrile / 12 h / 50 °C
2: Dowex 22 chloride form / acetonitrile
View Scheme
5350-41-4

trimethylbenzylammonium bromide

56-93-9

benzyltrimethylammonium chloride

Conditions
ConditionsYield
With Dowex 22 chloride form In acetonitrile108 mg

Benzyltrimethylammonium chloride Chemical Properties

Molecule structure of Benzyltrimethylammonium chloride (CAS NO.56-93-9):

IUPAC Name: Benzyl(trimethyl)azanium chloride
Molecular Formula: C10H16ClN
Molecular Weight: 185.70 g/mol
EINECS: 200-300-3
Density: 1.08 g/mL at 25 °C
Melting Point: 236 °C (Decomposes)
Water Solubility: 800 g/L
Sensitive: hygroscopic
H-Bond Acceptor: 1
Rotatable Bond Count: 2
Exact Mass: 185.097127
MonoIsotopic Mass: 185.097127 
Canonical SMILES: C[N+](C)(C)CC1=CC=CC=C1.[Cl-]
InChI: InChI=1S/C10H16N.ClH/c1-11(2,3)9-10-7-5-4-6-8-10;/h4-8H,9H2,1-3H3;1H/q+1;/p-1
InChIKey: KXHPPCXNWTUNSB-UHFFFAOYSA-M
EINECS: 200-300-3
Product Categories: Pharmaceutical Intermediates;Organics;Phenyls & Phenyl-Het;Ammonium Chlorides (Quaternary);Quaternary Ammonium Compounds;Asymmetric Synthesis;Synthetic Organic Chemistry;Phenyls & Phenyl-Het;Ammonium Salts;Greener Alternatives: Catalysis;Phase Transfer Catalysts

Benzyltrimethylammonium chloride Uses

 Benzyltrimethylammonium chloride (CAS NO.56-93-9) can be used as pharmaceutical intermediate and phase transfer catalyst. It is also used for the determination of platinum, palladium and mercury and gold and used as emulsifier and inhibitor.

Benzyltrimethylammonium chloride Toxicity Data With Reference

1.    

orl-rat LDLo:250 mg/kg

     NCNSA6    National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. 5 (1953),39.
2.    

orl-mus LDLo:1600 mg/kg

     JPMSAE    Journal of Pharmaceutical Sciences. 69 (1980),327.

Benzyltrimethylammonium chloride Consensus Reports

Reported in EPA TSCA Inventory.

Benzyltrimethylammonium chloride Safety Profile

Hazard Codes: HarmfulXn
Risk Statements: 22-36/38-36 
R22:Harmful if swallowed. 
R36/38:Irritating to eyes and skin. 
R36:Irritating to eyes.
Safety Statements: 26-37/39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S37/39:Wear suitable gloves and eye/face protection.
RIDADR: UN 2811 6.1/PG 3
WGK Germany: 3
RTECS: BO8400000
F: 3
HS Code: 29239000
Poison by ingestion. Combustible. When heated to decomposition it emits very toxic fumes of NH3, NOx, and Cl−.

Benzyltrimethylammonium chloride Specification

 Benzyltrimethylammonium chloride (CAS NO.56-93-9) is also named as Ammonium, benzyltrimethyl-, chloride ; BTM ; Benzenemethanaminium, N,N,N-trimethyl-, chloride ; Benzyl trimethylammonium chloride ; CCRIS 4587 ; HSDB 4196 ; N,N,N-Trimethylbenzenemethanaminium chloride ; Tmbac . Benzyltrimethylammonium chloride (CAS NO.56-93-9) is white to light yellow crystal powder. It is soluble in water, ethanol and butanol and insoluble in ether . Benzyltrimethylammonium chloride can react with oxidizing materials. Toxic oxides of nitrogen and hydrochloric acid fumes may form in fire. Ingestion causes gastrointestinal disturbances. Contact with liquid irritates eyes and may irritate skin.

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