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13954

Sigma-Aldrich

Benzyltributylammonium bromide

≥99.0%

Synonym(s):

Benzyltri-n-butylammonium bromide, Tributylbenzylammonium bromide

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About This Item

Linear Formula:
C6H5CH2N(Br)(CH2CH2CH2CH3)3
CAS Number:
25316-59-0
Molecular Weight:
356.38
Beilstein:
3776294
EC Number:
246-819-9
MDL number:
MFCD00011848
UNSPSC Code:
12352116
PubChem Substance ID:
57647124
NACRES:
NA.22

Quality Level

200

Assay

≥99.0%

form

solid

mp

169-175 °C

SMILES string

[Br-].CCCC[N+](CCCC)(CCCC)Cc1ccccc1

InChI

1S/C19H34N.BrH/c1-4-7-15-20(16-8-5-2,17-9-6-3)18-19-13-11-10-12-14-19;/h10-14H,4-9,15-18H2,1-3H3;1H/q+1;/p-1

InChI key

UDYGXWPMSJPFDG-UHFFFAOYSA-M

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Application

Benzyltributylammonium bromide can be used:
  • As a phase transfer catalyst in the isomerization reactions of cis-4-formyl-2-azetidinones.
  • As a hydrogen-bond acceptor in the preparation of deep eutectic solvents, which are used in the isolation of lysozyme from the chicken egg white.
  • In the phase transfer glycosylation of novobiocin to yield glucosyl-novobiocin.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Sigma-Aldrich

H5882

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Development of deep eutectic solvent-based aqueous biphasic system for the extraction of lysozyme
Xu P, et al.
Talanta, 202(11), 1-10 (2019)
Regioselective glycosylation of novobiocin alters activity
Sun G, et al.
Carbohydrate Research, 452(11), 116-121 (2017)
Base-Promoted Isomerization of cis-4-Formyl-2-azetidinones: Chemoselective C 4-Epimerization vs Rearrangement to Cyclic Enaminones
Alcaide B, et al.
The Journal of Organic Chemistry, 65(11), 3453-3459 (2000)
Harish Babu Balaraman et al.
International journal of biological macromolecules, 146, 253-262 (2020-01-10)
The present research investigates on task-specific deep eutectic solvents (TDES) based aqueous two-phase extraction and purification of immunoglobulins by chromatography from quail egg. The synthesis of TDES was accomplished with quaternary ammonium salt as hydrogen bond acceptor (HBA) and glycerol
F G Riddell et al.
Journal of inorganic biochemistry, 55(4), 279-293 (1994-09-01)
One major problem in using NMR to study halide ions in biological and model biological systems has been to find a contrast reagent to differentiate between halide ions in different compartments. Mn2+ is shown to be a very efficient NMR

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