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246034

Sigma-Aldrich

Benzyltrimethylammonium hydroxide solution

40 wt. % in H2O

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/REAXYS Number:
3917256
MDL number:
MFCD00008281
UNSPSC Code:
12352005
PubChem Substance ID:
24854772
NACRES:
NA.22

Quality Level

200

concentration

40 wt. % in H2O

refractive index

n20/D 1.43

density

1.059 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 used as a phase transfer catalyst. It can assist in situ transesterificaion to synthesize biodiesel.

Application

Benzyltrimethylammonium hydroxide can be used:
  • As a base in the synthesis of activated ynesulfonamides and tertiary enesulfonamides.
  • In the synthesis of 3-indolyl-3-hydroxy oxindoles by treating isatin with indole.
  • As a precursor for the preparation of quaternary ammonium acetate, benzyltrimethylammonium acetate (NBz111AcO). NBz111AcO solution in DMSO can be used to dissolve cellulose.

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1A

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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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Triton B-Assisted, Efficient, and Convenient Synthesis of 3-Indolyl-3-hydroxy Oxindoles in Aqueous Medium
Meshram HM, et al.
Synthetic Communications, 40(1), 39-45 (2009)
Metal-Free Synthesis of Activated Ynesulfonamides and Teritary Enesulfonamides
Andna L and Miesch L
Organic & Biomolecular Chemistry (2019)
Dependence of cellulose dissolution in quaternary ammonium-based ionic liquids/DMSO on the molecular structure of the electrolyte
Kostag M and El Seoud OA
Carbohydrate Polymers, 205(1), 524-532 (2019)
Parametric study and optimization of in situ transesterification of Jatropha curcas L assisted by benzyltrimethylammonium hydroxide as a phase transfer catalyst via response surface methodology
Hailegiorgis SM, et al.
Biomass and Bioenergy, 63-73}-63-73} (2013)
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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