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701335

Sigma-Aldrich

11-Bromo-1-undecanethiol

99%

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About This Item

Linear Formula:
Br(CH2)10CH2SH
CAS Number:
Molecular Weight:
267.27
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23

Quality Level

Assay

99%

form

liquid

refractive index

n20/D 1.501

density

1.128 g/mL at 25 °C

storage temp.

−20°C

SMILES string

SCCCCCCCCCCCBr

InChI

1S/C11H23BrS/c12-10-8-6-4-2-1-3-5-7-9-11-13/h13H,1-11H2

InChI key

IKVISLWYYHGTTN-UHFFFAOYSA-N

General description

11-Bromo-1-undecanethiol (BrUDT) is a bromo-terminated alkanethiol that forms a self-assembled monolayer(SAM) on a variety of surfaces. It can modify the surface characteristics by forming a bond between the sulfur groups and surface atoms.

Application

BrUDT forms a protective SAM on gold nanoparticles, which can be potentially used in biomedical applications for the fabrication of in vivo sensors. It can also be mixed with dodecanethiol, which can be coated on gold nanoparticles for the synthesis of gasotransmitters.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Aquatic Chronic 4 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

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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Remarkable high-yielding chemical modification of gold nanoparticles using uncatalyzed click-type 1, 3-dipolar cycloaddition chemistry and hyperbaric conditions.
Ismaili H, et al.
Canadian Journal of Chemistry, 87(12), 1708-1715 (2009)
Georgios Stratis et al.
The Journal of chemical physics, 154(3), 034704-034704 (2021-01-28)
The breaking of molecular bonds during exposure to ionizing radiation and electron beams creates irreversible damage in the molecular structure. In some cases, such as lithography, controlled damage of a molecular resist is a desirable process and is the basis
Delivering nitric oxide with nanoparticles.
Quinn JF, et al.
Journal of Controlled Release : Official Journal of the Controlled Release Society, 205(26), 190-205 (2015)
Detecting secondary structure and surface orientation of helical peptide monolayers from resonant hybridization signals.
Alici KB and Gallardo IF
Scientific reports, 3(12), 2956-2956 (2013)
Synthesis of nitric oxide-releasing gold nanoparticles.
Rothrock AR, et al.
Journal of the American Chemical Society, 127(26), 9362-9363 (2005)

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