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Merck
CN

189138

Tetrabutylphosphonium bromide

greener alternative

98%, solid

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

Key Documents

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Product Name

Tetrabutylphosphonium bromide, 98%

reaction suitability

core: phosphonium

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

mp

100-103 °C (lit.)

greener alternative category

, Aligned

InChI key

RKHXQBLJXBGEKF-UHFFFAOYSA-M

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

SMILES string

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

assay

98%

form

solid

Quality Level

200

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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

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

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF7137V
WXBF5405V
WXBF4958V
WXBF2574V
WXBF4294V

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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)
Ainul F Kamarudin et al.
Molecules (Basel, Switzerland), 25(21) (2020-11-07)
Deep eutectic solvents (DESs) are green solvents developed as an alternative to conventional organic solvents and ionic liquids to extract nitrogen compounds from fuel oil. DESs based on p-toluenesulfonic acid (PTSA) are a new solvent class still under investigation for
Ethylene glycol from synthesis gas via ruthenium melt catalysis
Knifton JF
Journal of the American Chemical Society, 103(13), 3959-3961 (1981)
Yunqing Kang et al.
ACS nano (2020-12-15)
Amorphous bimetallic borides are an emerging class of catalytic nanomaterial that has demonstrated excellent catalytic performance due to its glass-like structure, abundant unsaturated active sites, and synergistic electronic effects. However, the creation of mesoporous Earth-abundant bimetallic metal borides with tunable
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