ChemicalBook CAS DataBase List 5350-41-4

5350-41-4

Name	Benzyltrimethylammonium bromide
CAS	5350-41-4
EINECS(EC#)	226-320-2
Molecular Formula	C10H16BrN
MDL Number	MFCD00011780
Molecular Weight	230.14
MOL File	5350-41-4.mol

Synonyms

BENZYLTRIMETHYLAMMONIUM BROMIDE TRIMETHYLAMMONIUM BROMIDE TRIMETHYLBENZYLAMMONIUM BROMIDE (Benzyltrimethyl)ammonium bromide(btm) Ammonium, (benzyltrimethyl)-, bromide Benzenemethanaminium, N,N,N-trimethyl-, bromide Benzyltrimenthylammoniumbromi benzyltrimethyl-ammoniubromide benzyltrimethylammoniumbromide(btm) n,n,n-trimethyl-benzenemethanaminiubromide N-Benzyl-N,N,N-trimethylammonium bromide n-benzyl-n,n,n-trimethylammoniumbromide WV 562 wv562 Benzyl trimethylammonimum bromide Benzyltrimethylammonium bromide, 98+% Benzyltrimethylazanium bromide Benzyltrimethylaminium·bromide N,N,N-Trimethylbenzenemethanaminium·bromide

Chemical Properties

Appearance	white to light yellow crystal powde
Melting point	230-232 °C (lit.)
storage temp.	Inert atmosphere,Room Temperature
Water Solubility	Soluble in water
form	Crystalline Powder
color	White to off-white
Sensitive	Hygroscopic
BRN	3917251
InChI	InChI=1S/C10H16N.BrH/c1-11(2,3)9-10-7-5-4-6-8-10;/h4-8H,9H2,1-3H3;1H/q+1;/p-1
InChIKey	UUZYBYIOAZTMGC-UHFFFAOYSA-M
SMILES	C1(=CC=CC=C1)C[N+](C)(C)C.[Br-]
CAS DataBase Reference	5350-41-4(CAS DataBase Reference)
NIST Chemistry Reference	Benzyltrimethylammonium bromide(5350-41-4)

Safety Data

Hazard Codes	Xi
Risk Statements	R36/37/38:Irritating to eyes, respiratory system and skin . less more
Safety Statements	S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36:Wear suitable protective clothing . S37/39:Wear suitable gloves and eye/face protection . less more
RIDADR	UN 2811
WGK Germany	3
RTECS	BO8392000
F	3
Hazard Note	Irritant
HS Code	29239000
Storage Class	11 - Combustible Solids
Hazard Classifications	Eye Irrit. 2 Skin Irrit. 2 STOT SE 3
Toxicity	LD50 subcutaneous in mouse: 45mg/kg less more

Hazard Information

Chemical Properties

white to light yellow crystal powde

Uses

Benzyltrimethylammonium bromide (BTMAB) can be used as a starting material for the synthesis of benzyltrimethylammonium fluorochromate (BTMAFC) by treating with an aqueous solution of CrO₃ and HF. BTMAFC can be utilized as an efficient oxidizing reagent for the selective oxidation of oximes into ketones or aldehydes, and primary, secondary, allylic as well as benzylic alcohols to their corresponding carbonyl compounds.

BTMAB can be also used as:??????

An oxidizing reagent for the conversion of monosubstituted benzylamines into corresponding aldimines in the presence of DMSO.??????
A benzylating reagent for the benzylation of aryl amide C-H bond using Ni catalyst.

Synthesis

100-39-0

75-50-3

5350-41-4

GENERAL METHOD: Benzyl halide 9 (1 eq.) was dissolved in THF (50 ml/g benzyl halide) with reference to the method described in the literature 4, followed by the addition of 1.5 eq. of trimethylamine 10 (33 wt% ethanol solution). The reaction mixture was stirred at room temperature for 24 h. The product precipitated as a white solid during the reaction. The suspension was cooled to 0 °C, filtered, washed with pre-cooled ether and finally dried under vacuum to afford the target product benzyltrimethylammonium bromide 6 in a yield consistent with literature reports.

References

[1] Synlett, 2016, vol. 27, # 13, p. 1963 - 1968
[2] Journal of the American Chemical Society, 2015, vol. 137, # 27, p. 8730 - 8737
[3] Patent: KR2018/8481, 2018, A. Location in patent: Paragraph 0290-0292
[4] B.Ph.P., 1907, vol. 9, p. 477

Material Safety Data Sheet(MSDS)

Spectrum Detail

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