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Merck

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:
14518-69-5
Molecular Weight:
276.44
UNSPSC Code:
12352000
NACRES:
NA.22
PubChem Substance ID:
24867442
MDL number:
MFCD00068456
Beilstein/REAXYS Number:
4826225
Concentration:
40 wt. % in H2O
Form:
liquid

Key Documents

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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

100

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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
GHS05

signalword

Danger

hcodes

H314

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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Certificates of Analysis (COA)

Lot/Batch Number
MKDB0579
MKCW0999
MKCS5334
MKCP8313
MKCL2239

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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
Luca Lo Piccolo et al.
International journal of molecular sciences, 19(4) (2018-04-05)
Over the past decade, evidence has identified a link between protein aggregation, RNA biology, and a subset of degenerative diseases. An important feature of these disorders is the cytoplasmic or nuclear aggregation of RNA-binding proteins (RBPs). Redistribution of RBPs, such
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
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)
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
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