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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:
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

Signal Word

Danger

Hazard Statements

H314

Precautionary Statements

P280 - P305 + P351 + P338 - P310

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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
Daniel J Spade et al.
Toxicology letters, 290, 55-61 (2018-03-25)
In utero exposure to certain phthalate esters results in testicular toxicity, characterized at the tissue level by induction of multinucleated germ cells (MNGs) in rat, mouse, and human fetal testis. Phthalate exposures also result in a decrease in testicular testosterone
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
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