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Merck
CN

13954

Benzyltributylammonium bromide

≥99.0%, solid

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
NACRES:
NA.22
PubChem Substance ID:
57647124
UNSPSC Code:
12352116
EC Number:
246-819-9
MDL number:
MFCD00011848
Beilstein/REAXYS Number:
3776294

Key Documents

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Product Name

Benzyltributylammonium bromide, ≥99.0%

InChI key

UDYGXWPMSJPFDG-UHFFFAOYSA-M

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

SMILES string

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

assay

≥99.0%

form

solid

mp

169-175 °C

Quality Level

200

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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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCBK8185V
1209277
47237/1
047237/1
36214/1

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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)
Development of deep eutectic solvent-based aqueous biphasic system for the extraction of lysozyme
Xu P, et al.
Talanta, 202(11), 1-10 (2019)
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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