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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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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.
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
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