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B32602

Sigma-Aldrich

Benzyltrimethylammonium hydroxide solution

40 wt. % in methanol

Synonym(s):

N,N,N-Trimethyl-N-benzylammonium hydroxide, N,N,N-trimethyl-1-phenylmethanaminium hydroxide, N,N,N-trimethylbenzenemethanaminium hydroxide, Triton B

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About This Item

Linear Formula:
C6H5CH2N(OH)(CH3)3
CAS Number:
100-85-6
Molecular Weight:
167.25
Beilstein:
3917256
MDL number:
MFCD00008281
UNSPSC Code:
12352005
PubChem Substance ID:
24891693
NACRES:
NA.22

form

liquid

Quality Level

200

concentration

40 wt. % in methanol

density

0.92 g/mL at 25 °C

SMILES string

[OH-].C[N+](C)(C)Cc1ccccc1

InChI

1S/C10H16N.H2O/c1-11(2,3)9-10-7-5-4-6-8-10;/h4-8H,9H2,1-3H3;1H2/q+1;/p-1

InChI key

NDKBVBUGCNGSJJ-UHFFFAOYSA-M

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General description

Benzyltrimethylammonium hydroxide solution is a quaternary ammonium compound that is commonly used as a base in organic synthesis. It is also used as a base catalyst in some polymerization reactions.

Application

Benzyltrimethylammonium hydroxide solution can be used as:     
  • A catalyst in the nitroaldol condensation reaction      
  • A structure-directing agent in the synthesis of high-silica aluminosilicate zeolite chabazite type zeolite by hydrothermal method      
  • A ionic liquid precursor for the fabrication of nanostructured ZnO particles

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1A - STOT SE 1

Target Organs

Eyes,Central nervous system

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

51.8 °F - closed cup

Flash Point(C)

11 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCT8608
MKCQ7163
MKCP1402
MKCL3441
MKCJ0581

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Weisheng Lin et al.
Analytica chimica acta, 583(1), 98-102 (2007-03-28)
The importance of benzyltriethyl ammonium chloride (BTEAC) in industrial applications has stimulated the development of a number of methods for its determination. In this paper, a high performance capillary electrophoresis (CE) method, coupled with an extraction technique for determining BTEAC
Purushothaman Gopinath et al.
The Journal of organic chemistry, 74(16), 6291-6294 (2009-07-22)
An efficient protocol is reported for the synthesis of thioesters from carboxylic acids with use of acyloxy phosphonium salts as intermediates and benzyltriethylammonium tetrathiomolybdate as the sulfur transfer reagent.
J M Sanders et al.
Xenobiotica; the fate of foreign compounds in biological systems, 25(3), 303-313 (1995-03-01)
1. Benzyltrimethylammonium chloride (BTMAC)-derived radioactivity was rapidly eliminated from the F344 rat and the B6C3F1 mouse following p.o. administration of 0.63-63 mg/kg of [ring-U-14C] BTMAC. Greater than 90% of the radioactivity was excreted in urine and faeces within 24-h post-dosing.
Li Zaijun et al.
Journal of AOAC International, 90(4), 1191-1196 (2007-09-01)
The ionic liquid 1-butyl-3-trimethylsilylimidazolium hexafluorophosphate, abbreviated as [C4tmsim][PF6], was developed as a novel medium for liquid-liquid extraction of lead(II) in water, in which dithizone was used as a metal chelator to form a neutral lead-dithizone complex. Under optimal conditions, the
S Spiegel et al.
Zeitschrift fur Naturforschung. C, Journal of biosciences, 56(11-12), 1057-1066 (2002-02-12)
Distinct concentration ranges of selected quaternary ammonium and phosphonium salts were elaborated to induce stimulatory or inhibitory effects, respectively, on photosynthetic reactions. By means of fluorescence induction measurements 3 different effects of alkylbenzyldimethylammonium chloride (ABDAC; zephirol) in chloroplast preparations from
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