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87301

Tetraheptylammonium bromide

≥99.0% (AT), flakes

Synonym(s):

THPAB

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About This Item

Linear Formula:
[CH3(CH2)6]4N(Br)
CAS Number:
4368-51-8
Molecular Weight:
490.69
NACRES:
NA.22
PubChem Substance ID:
57653235
UNSPSC Code:
12352116
EC Number:
224-459-3
MDL number:
MFCD00011861
Beilstein/REAXYS Number:
3763391
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Product Name

Tetraheptylammonium bromide, ≥99.0% (AT)

Quality Level

100

assay

≥99.0% (AT)

form

flakes

reaction suitability

core: ammonium

mp

87-89 °C (lit.)

SMILES string

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

InChI

1S/C28H60N.BrH/c1-5-9-13-17-21-25-29(26-22-18-14-10-6-2,27-23-19-15-11-7-3)28-24-20-16-12-8-4;/h5-28H2,1-4H3;1H/q+1;/p-1

InChI key

YQIVQBMEBZGFBY-UHFFFAOYSA-M

General description

Tetraheptylammonium bromide is a quaternary ammonium compound (QAC) mainly used as a phase-transfer agent. It is used as a catalyst for the Suzuki-Miyaura coupling reactions.

Application

Tetraheptylammonium bromide can be used as:
  • An alkylation reagent to synthesize benzothiazoles by using iodoanilines and sulfur.
  • A solvent in the Pd-catalyzed Suzuki and Stille coupling reactions of aryl halides.
  • A catalyst for carboxylative cyclization of propargylic amines to synthesize oxazolidinones.

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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

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
BCCN8674
BCCL7703
BCCK1709
BCCH1035
0000136535

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Robust silver (I) catalyst for the carboxylative cyclization of propargylic alcohols with carbon dioxide under ambient conditions
Song QW and He LN
Advanced Synthesis & Catalysis, 358, 1251-1258 (2016)
Pd nanoparticles as efficient catalysts for Suzuki and Stille coupling reactions of aryl halides in ionic liquids
Calo V, et al.
The Journal of Organic Chemistry, 70, 6040-6044 (2005)
Carbon-carbon cross coupling reactions in ionic liquids catalysed by palladium metal nanoparticles
Prechtl M, et al.
Molecules (Basel), 15, 3441-3461 (2010)
View All Related Papers

Global Trade Item Number

SKUGTIN
87301-10G04061835358847
87301-50G04061835358854