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438294

Sigma-Aldrich

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
Beilstein/REAXYS Number:
4826225
MDL number:
MFCD00068456
UNSPSC Code:
12352000
PubChem Substance ID:
24867442
NACRES:
NA.22

form

liquid

concentration

40 wt. % in H2O

refractive index

n20/D 1.412

density

0.989 g/mL at 25 °C

SMILES string

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

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

InChI key

DFQPZDGUFQJANM-UHFFFAOYSA-M

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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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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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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
Cecilia Springer et al.
Environmental health perspectives, 120(12), 1711-1719 (2012-09-28)
Bis-(2-ethylhexyl) tetrabromophthalate (TBPH) is widely used as a replacement for polybrominated diphenyl ethers (PBDEs) in commercial flame retardant mixtures such as Firemaster 550. It is also used in a commercial mixture called DP 45. Mono-(2-ethyhexyl) tetrabromophthalate (TBMEHP) is a potentially
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
Jer-Cherng Chang et al.
PloS one, 12(7), e0180828-e0180828 (2017-07-08)
Mutations in TDP-43 are associated with proteinaceous inclusions in neurons and are believed to be causative in neurodegenerative diseases such as frontotemporal dementia or amyotrophic lateral sclerosis. Here we describe a Drosophila system where we have engineered the genome to
Evaluating self-buffering ionic liquids for biotechnological applications
Lee SY, et al.
ACS sustainable chemistry & engineering, 3(12), 3420-3428 (2015)
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