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Merck
CN

438294

Tetrabutylphosphonium hydroxide solution

40 wt. % in H2O

Synonym(s):

TBPH

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About This Item

Linear Formula:
(CH3CH2CH2CH2)4P(OH)
CAS Number:
Molecular Weight:
276.44
UNSPSC Code:
12352000
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
4826225
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Product Name

Tetrabutylphosphonium hydroxide solution, 40 wt. % in H2O

InChI

1S/C16H36P.H2O/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;/h5-16H2,1-4H3;1H2/q+1;/p-1

SMILES string

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

InChI key

DFQPZDGUFQJANM-UHFFFAOYSA-M

form

liquid

concentration

40 wt. % in H2O

refractive index

n20/D 1.412

density

0.989 g/mL at 25 °C

functional group

phosphine

Quality Level

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Application

Tetrabutylphosphonium hydroxide (TBPH) can be used:
  • To convert poorly water-soluble acidic APIs into TBP ionic liquids (IL).
  • As a cation source in the synthesis of Good′s buffer ionic liquids (GB-ILs) via an acid−base neutralization reaction with Good′s buffer anions.
  • To synthesize tetrabutylphosphonium acetate, which along with Cu2O-nanoparticles forms an excellent catalyst system for protodecarboxylation reactions.

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


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Kazuma Ikeda et al.
Organic & biomolecular chemistry, 17(31), 7337-7341 (2019-07-25)
Factors contributing to the different distribution behaviour of cytochrome c were investigated in a biphasic tetrabutylphosphonium 2,4,6-trimethylbenzenesulfonate and potassium phosphate buffer system, which shows a lower critical solution temperature. To change charge balance and hydrophobicity of cytochrome c, surface modification
Ryan J H West et al.
Acta neuropathologica communications, 8(1), 158-158 (2020-09-08)
A large intronic hexanucleotide repeat expansion (GGGGCC) within the C9orf72 (C9orf72-SMCR8 Complex Subunit) locus is the most prevalent genetic cause of both Frontotemporal Dementia (FTD) and Motor Neuron Disease (MND). In patients this expansion is typically hundreds to thousands of
Leila Moura et al.
Chemphyschem : a European journal of chemical physics and physical chemistry, 18(23), 3384-3389 (2017-08-30)
The use of 5-phenyltetrazole, a bioisostere of benzoic acid, as an anion source to prepare an ionic liquid is described for the first time. Tetrabutylphosphonium 5-phenyltetrazolate undergoes phase separation from water with lower critical solution temperature phase behavior, in contrast
Recyclable nanoscale copper (I) catalysts in ionic liquid media for selective decarboxylative C-C bond cleavage
Kessler MT, et al.
Catalysis Science & Technology, 3(4), 992-1001 (2013)
Zhiyuan Ma et al.
Environmental science & technology, 52(15), 8764-8773 (2018-07-10)
Long-term exposure to toxic chemicals often has deleterious effects on aquatic organisms. In order to support appropriate environmental management of chemicals, a mathematical model was developed to characterize the effects of chemicals on multigenerational population dynamics in aquatic animals. To

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