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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
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Quality Level

200

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.[1]

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.[2] It is also used to prepare TOAB-capped gold nanoparticles, which shows well-defined plasmon absorption compared to thiol-capped nanoparticles.[3]

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCK5141
BCCG0539
BCCC8078
BCBW9358
BCBP8933V

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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)
Surface binding properties of tetraoctylammonium bromide-capped gold nanoparticles.
Thomas K G, et al.
Langmuir, 18(9), 3722-3727 (2002)
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
View All Related Papers

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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