| Identification | More | [Name]
Benzyltrimethylammonium bromide | [CAS]
5350-41-4 | [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 | [EINECS(EC#)]
226-320-2 | [Molecular Formula]
C10H16BrN | [MDL Number]
MFCD00011780 | [Molecular Weight]
230.14 | [MOL File]
5350-41-4.mol |
| Chemical Properties | Back Directory | [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 | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [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 . | [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 |
| Hazard Information | Back Directory | [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]
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 |
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