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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:
3115-68-2
Molecular Weight:
339.33
Beilstein/REAXYS Number:
4160474
EC Number:
221-487-8
MDL number:
MFCD00011853
UNSPSC Code:
12352001
PubChem Substance ID:
24851366
NACRES:
NA.22

Quality Level

200

assay

98%

form

solid

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

mp

100-103 °C (lit.)

greener alternative category

, Aligned

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.

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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

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

wgk_germany

WGK 1

flash_point_f

554.0 °F - closed cup

flash_point_c

290 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Certificates of Analysis (COA)

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Separation of toluene from toluene/alkane mixtures with phosphonium salt based deep eutectic solvents
Hou Y et al.
Fuel Processing Technology, 135(1), 99-104 (2015)
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
Thermodynamic properties of ionic semiclathrate hydrate formed with tetrabutylphosphonium bromide
Suginaka T
Fluid Phase Equilibria, 317(1), 25-28 (2012)
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)
Ethylene glycol from synthesis gas via ruthenium melt catalysis
Knifton JF
Journal of the American Chemical Society, 103(13), 3959-3961 (1981)
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