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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

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

Certificates of Analysis (COA)

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Nicola H Davies et al.
Journal of chromatography. A, 1119(1-2), 11-19 (2006-01-03)
The retention and overloading properties for eight basic solutes and two quaternary ammonium compounds were studied over the pH range 2.7-10.0 using phosphate and carbonate buffers. At low pH, a hybrid inorganic-organic silica-ODS phase (XTerra RP-18, 15 cm x 0.46
Akikazu Kakehi et al.
Chemical & pharmaceutical bulletin, 52(2), 279-281 (2004-02-06)
The bromination/dehydrobromination reactions of ethyl 3-[1-alkoxycarbonyl-2-(methylthio)indolizin-3-yl]acrylates were reinvestigated. Reactions of the title compounds with two equivalents of bromine, followed by heating of the resulting reaction mixture and then treatment with a base gave the unexpected dialkyl 7-bromothieno[2,3-b]indolizine-2,9-dicarboxylates, while similar reactions
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
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.
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
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