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276200

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

Quality Level

100

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCBM9578V
BCBD1242V
BCBB3690
1251788
02005JE

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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)
Tri-n-butylhexadecylphosphonium Bromide
Makosza M, et al
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2001)
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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