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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
Pricing and availability is not currently available.

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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L Sangeetha Vedula et al.
Archives of biochemistry and biophysics, 466(2), 260-266 (2007-08-07)
Trichodiene synthase is a terpenoid cyclase that catalyzes the cyclization of farnesyl diphosphate (FPP) to form the bicyclic sesquiterpene hydrocarbon trichodiene (89%), at least five sesquiterpene side products (11%), and inorganic pyrophosphate (PP(i)). Incubation of trichodiene synthase with 2-fluorofarnesyl diphosphate
Lena Edström et al.
Journal of chromatography. A, 1218(15), 1966-1973 (2010-10-05)
It has recently been demonstrated, using mathematical models, how peculiar overloaded band profiles of basic compounds are due to the local pH in the column when using low capacity buffers. In this study, overloaded peak shapes resulting after injection of
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.
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
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