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294136

Sigma-Aldrich

Tetraoctylammonium bromide

98%

Synonym(s):

TOAB

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About This Item

Linear Formula:
[CH3(CH2)7]4N(Br)
CAS Number:
14866-33-2
Molecular Weight:
546.79
Beilstein:
4169176
EC Number:
238-936-9
MDL number:
MFCD00011863
UNSPSC Code:
12352107
PubChem Substance ID:
24857704
NACRES:
NA.22

Assay

98%

form

solid

mp

95-98 °C (lit.)

SMILES string

[Br-].CCCCCCCC[N+](CCCCCCCC)(CCCCCCCC)CCCCCCCC

InChI

1S/C32H68N.BrH/c1-5-9-13-17-21-25-29-33(30-26-22-18-14-10-6-2,31-27-23-19-15-11-7-3)32-28-24-20-16-12-8-4;/h5-32H2,1-4H3;1H/q+1;/p-1

InChI key

QBVXKDJEZKEASM-UHFFFAOYSA-M

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General description

Tetraoctylammonium bromide is an organic surface coating agent commonly used to control the size and shape during nanoparticle synthesis.

Application

Tetraoctylammonium bromide (TOAB) has been used as a phase transfer agent to transfer gold tetrachloroaurate from aqueous phase to organic phase in a two-phase (organic-aqueous) method of alkanethiol stabilized gold nanoparticle synthesis. It is also used to prepare TOAB-capped gold nanoparticles, which shows well-defined plasmon absorption compared to thiol-capped nanoparticles.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H315,H318

Hazard Classifications

Eye Dam. 1 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

213.8 °F - closed cup

Flash Point(C)

101 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Surface binding properties of tetraoctylammonium bromide-capped gold nanoparticles.
Thomas K G, et al.
Langmuir, 18(9), 3722-3727 (2002)
Integration of Organic Fluorophores in the Surface of Polymer?Coated Colloidal Nanoparticles for Sensing the Local Polarity of the Environment.
Amin F, et al.
ChemPhysChem, 13(4), 1030-1035 (2012)
Ying Zhang et al.
Toxicology in vitro : an international journal published in association with BIBRA, 29(4), 762-768 (2015-03-10)
Impact on health by nanomaterials has become a public concern with the great advances of nanomaterials for various applications. Surface coating agents are an integral part of nanoparticles, but not enough attention has been paid during toxicity tests of nanoparticles.
Motao Zhu et al.
ACS nano, 14(3), 3703-3717 (2020-02-15)
Engineered nanoparticles could trigger inflammatory responses and potentiate a desired innate immune response for efficient immunotherapy. Here we report size-dependent activation of innate immune signaling pathways by gold (Au) nanoparticles. The ultrasmall-size (<10 nm) Au nanoparticles preferentially activate the NLRP3
Shubo Tian et al.
Nature communications, 6, 8667-8667 (2015-10-21)
Revealing structural isomerism in nanoparticles using single-crystal X-ray crystallography remains a largely unresolved task, although it has been theoretically predicted with some experimental clues. Here we report a pair of structural isomers, Au38T and Au38Q, as evidenced using electrospray ionization
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