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Sigma-Aldrich

Tributylhexadecylphosphonium bromide

97%

Synonym(s):

Hexadecyltributylphosphonium bromide, TBHDPB

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About This Item

Linear Formula:
CH3(CH2)15P+[(CH2)3CH3]3Br-
CAS Number:
14937-45-2
Molecular Weight:
507.65
Beilstein:
4167404
EC Number:
239-014-9
MDL number:
MFCD00011775
UNSPSC Code:
12352001
PubChem Substance ID:
24856693
NACRES:
NA.22

Assay

97%

form

solid

mp

56-58 °C (lit.)

SMILES string

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

InChI

1S/C28H60P.BrH/c1-5-9-13-14-15-16-17-18-19-20-21-22-23-24-28-29(25-10-6-2,26-11-7-3)27-12-8-4;/h5-28H2,1-4H3;1H/q+1;/p-1

InChI key

RYVBINGWVJJDPU-UHFFFAOYSA-M

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General description

Tributylhexadecylphosphonium bromide (Tri-n-butylhexadecylphosphonium Bromid) has a long hydrocarbon chain attached to the phosphorus atom. It is commonly used as a phase-transfer catalyst in various chemical reactions. In addition, it is also used as a cationic surfactant.

Application

Tributylhexadecylphosphonium bromide can be used as a phase transfer catalyst in the alkaline hydrolysis of PET (polyethylene terephthalate).

Storage Class Code

11 - Combustible Solids

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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Tri-n-butylhexadecylphosphonium Bromide
Makosza M, et al
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2001)
Qiang Li et al.
Carbohydrate polymers, 256, 117592-117592 (2021-01-24)
Historical monuments are increasingly being threatened by unexpected microbial colonizers, leading to their subsequent deterioration. Here, two tetraalkylphosphonium polyoxometalate ionic liquids (Q14-IL and Q16-IL) were successfully synthesized, which showed excellent antibacterial activity against four bacteria colonising wall paintings. Notably, Q14-IL
Maitri Sanghavi et al.
Chemico-biological interactions, 240, 268-277 (2015-09-12)
High fructose diet (HFrD)-induced insulin resistance (IR) has been reported to be associated with an increase in albuminuria, glomerular hypertrophy and inflammation in kidney. However, the molecular mechanisms associated with high fructose-induced IR and renal dysfunction are still unclear. In
Tributylhexadecylphosphonium Modification Strategy to Construct Gold Nanoprobes for the Detection of Aqueous Cr (III)--Organic Complexes
Chen N and Pan B
Analytical Chemistry, 1811-1817, 93(3)-93(3) (2020)
A shrinking core model for the alkaline hydrolysis of PET assisted by tributylhexadecylphosphonium bromide
L'opez-Fonseca R, et al.
Chemical Engineering Journal, 146(2), 287-294 (2009)
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