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189138

Sigma-Aldrich

Tetrabutylphosphonium bromide

greener alternative

98%

Synonym(s):

Tetra-n-butylphosphonium bromide

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About This Item

Linear Formula:
(CH3CH2CH2CH2)4P(Br)
CAS Number:
Molecular Weight:
339.33
Beilstein:
4160474
EC Number:
MDL number:
UNSPSC Code:
12352001
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

form

solid

greener alternative product characteristics

Catalysis
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sustainability

Greener Alternative Product

mp

100-103 °C (lit.)

greener alternative category

SMILES string

[Br-].CCCC[P+](CCCC)(CCCC)CCCC

InChI

1S/C16H36P.BrH/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;/h5-16H2,1-4H3;1H/q+1;/p-1

InChI key

RKHXQBLJXBGEKF-UHFFFAOYSA-M

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General description

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalytic efficiency. Click here for more information.

Application

Tetrabutylphosphonium bromide (TBPB) is a quaternary salt which can be used:
  • As a medium to disperse ruthenium catalyst for the synthesis of ethylene glycol from synthesis gas via ruthenium melt catalysis.
  • As a catalyst supported on silica or alumina for the halogen exchange reaction to synthesize alkyl bromide from alkyl chloride.
  • To synthesize various ionic liquids on mixing with different proportions of 1,3-dimethylurea for capturing NO gas.
  • As a hydrogen-bond acceptor along with levulinic acid as a hydrogen-bond donor for the preparation of deep eutectic solvents to separate toluene from toluene/n-hexane mixtures.
  • To prepare ionic semiclathrate hydrates.

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Dam. 1 - Met. Corr. 1 - Repr. 2 - Skin Sens. 1B

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 1

Flash Point(F)

554.0 °F - closed cup

Flash Point(C)

290 °C - closed cup

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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Thermodynamic properties of ionic semiclathrate hydrate formed with tetrabutylphosphonium bromide
Suginaka T
Fluid Phase Equilibria, 317(1), 25-28 (2012)
Yoshiro Yasaka et al.
Chemphyschem : a European journal of chemical physics and physical chemistry, 19(13), 1674-1682 (2018-04-25)
The mechanism of CO2 absorption by a formate ionic liquid, [P4444 ]HCOO, was studied by Raman spectroscopy. The band area for the symmetric CO2 stretching of the formate anion linearly decreases with the CO2 loading. From the slope of the
1, 3-Dimethylurea tetrabutylphosphonium bromide ionic liquids for NO efficient and reversible capture
Jiang B, et al.
Energy and Fuels, 30(1), 735-739 (2016)
Facile continuous process for gas phase halogen exchange over supported alkyl phosphonium salts
Sharma P and Sasson Y
Royal Society of Chemistry Advances, 8(5), 2824-2828 (2018)
Robert Biczak et al.
Environmental science and pollution research international, 27(27), 34182-34198 (2020-06-20)
This paper presents the influence of two bromides, tetrabutylammonium and tetrabutylphosphonium, on the growth and development of cucumber seedlings. The tests were performed at two dates, i.e. 10 and 20 days, after the introduction of increasing amounts of ionic liquids (ILs)

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