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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:
Molecular Weight:
167.25
Beilstein:
3917256
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

concentration

40 wt. % in H2O

refractive index

n20/D 1.43

density

1.059 g/mL at 25 °C

functional group

amine
phenyl

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

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1A

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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)
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)
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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