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Sigma-Aldrich

Benzyltrimethylammonium hydroxide solution

40 wt. % in H2O

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Synonym(s):
N,N,N-Trimethyl-N-benzylammonium hydroxide, N,N,N-trimethyl-1-phenylmethanaminium hydroxide, N,N,N-trimethylbenzenemethanaminium hydroxide, Triton B
Linear Formula:
C6H5CH2N(OH)(CH3)3
CAS Number:
Molecular Weight:
167.25
Beilstein/REAXYS Number:
3917256
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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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1 of 4

This Item
B32602178780439231
Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

density

1.059 g/mL at 25 °C

density

0.92 g/mL at 25 °C

density

0.99 g/mL at 25 °C

density

0.988 g/mL at 25 °C

refractive index

n20/D 1.43

refractive index

-

refractive index

n20/D 1.405

refractive index

n20/D 1.351

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

signalword

Danger

hcodes

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


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Metal-Free Synthesis of Activated Ynesulfonamides and Teritary Enesulfonamides
Andna L and Miesch L
Organic & Biomolecular Chemistry (2019)
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)
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)
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)
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

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