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Merck
CN

241970

Tetrapentylammonium bromide

≥99%

Synonym(s):

Tetra-n-pentylammonium bromide

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About This Item

Linear Formula:
[CH3(CH2)4]4N(Br)
CAS Number:
866-97-7
Molecular Weight:
378.47
UNSPSC Code:
12352116
NACRES:
NA.22
PubChem Substance ID:
24854524
EC Number:
212-756-0
Beilstein/REAXYS Number:
3658171
MDL number:
MFCD00011856

Key Documents

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Product Name

Tetrapentylammonium bromide, ≥99%

InChI key

SPALIFXDWQTXKS-UHFFFAOYSA-M

InChI

1S/C20H44N.BrH/c1-5-9-13-17-21(18-14-10-6-2,19-15-11-7-3)20-16-12-8-4;/h5-20H2,1-4H3;1H/q+1;/p-1

SMILES string

[Br-].CCCCC[N+](CCCCC)(CCCCC)CCCCC

assay

≥99%

mp

100-101 °C (lit.)

Quality Level

100

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Application

Tetrapentylammonium bromide can be used:
  • As a versatile structure-directing agent for the synthesis of Zeolite-like heterobimetallic cyanide frameworks.
  • As an alkylating agent for rhodium(I)-catalyzed alkylation reaction of benzylic amines and for N-alkylation of azaheterocycles.
  • As a precursor to prepare a Cobalt-complex, {[(Pentyl)4N]3CoBr3}Cl2, which is used as a catalyst in the synthesis of multiwalled carbon nanotubes (MWCNTs).


Electrochemical synthesis of stable graphite intercalation compounds (GICs) containing tetrapentylammonium cations has been reported.

General description

Tetrapentylammonium bromide is a quaternary ammonium salt with pentyl chains and a bromide counterion, which is generally used as a phase transfer catalyst.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL6846
BCCF1802
BCCB1301
BCBR1143V
BCBM5805V

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Quaternary Ammonium Salts as Alkylating Reagents in C-H Activation Chemistry.
Spettel M, et al.
Organic Letters, 19(16), 4287-4290 (2017)
Chemical modification of polymers via phase transfer catalysis
Nishikubo T.
Handbook of Phase Transfer Catalysis, 480-509 (1997)
Quaternary ammonium salts as highly efficient and green alkylating agents for N-alkylation of azaheterocycles under microwave irradiation.
Khalafi-Nezhad A, et al.
Journal of the Iranian Chemical Society, 5(1), S40-S46 (2008)
Novel catalyst based on Co-complex to prepare MWCNT.
Alonso-Nu?ez G, et al.
Materials Letters, 109, 163-166 (2013)
The electrochemical synthesis of the graphite intercalation compounds containing tetra-n-alkylammonium cations.
Sirisaksoontorn W and Lerner MM.
Journal of Sol-Gel Science and Technology, 2(9), M28-M32 (2013)
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