Skip to Content
Merck
All Photos(1)

Documents

674249

Sigma-Aldrich

11-Mercapto-1-undecanol

99%

Synonym(s):

11-Hydroxy-1-undecanethiol, 11-Hydroxy-1-undecanthiol, 11-Hydroxyundecane-1-thiol, 11-Mercaptoundecanol, MUD

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
HS(CH2)11OH
CAS Number:
Molecular Weight:
204.37
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23

Assay

99%

form

solid

mp

33-37 °C (lit.)

storage temp.

2-8°C

SMILES string

OCCCCCCCCCCCS

InChI

1S/C11H24OS/c12-10-8-6-4-2-1-3-5-7-9-11-13/h12-13H,1-11H2

InChI key

ULGGZAVAARQJCS-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

Oxidation to the corresponding disulfide by N-phenyltriazolinedione (Aldrich Catalog No. 280992) without the need for hydroxyl protection. This compound is used to produce hydrophilic SAMs. The resulting monolayers which are terminated with alcohols can be further functionalized with various groups even when attached to gold nanoparticles.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

>235.4 °F - closed cup

Flash Point(C)

> 113 °C - closed cup

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Jinda Fan, J.; Chen, S.; Gao, Y.
Colloids and Surfaces, B: Biointerfaces, 28, 199-207 (2003)
N-Phenyltriazolinedione as an efficient, selective, and reusable reagent for the oxidation of thiols to disulfides
Angelos C, et al.
Tetrahedron Letters, 47, 9211-9211 (2006)
Chapman, R. G.; et al.
Journal of the American Chemical Society, 122, 8303-8303 (2000)
Rui R Costa et al.
Biomacromolecules, 19(8), 3401-3411 (2018-07-04)
We introduce elastin-like recombinamers (ELRs) as polypeptides with precise amino acid positioning to generate polypeptide coatings with tunable rigidity. Two ELRs are used: V84-ELR, a hydrophobic monoblock, and EI-ELR, an amphiphilic diblock. Both were modified with the amine-reactive tetrakis (hydroxymethyl)
M Alles et al.
Biofouling, 31(5), 469-480 (2015-07-15)
Fouling release (FR) coatings are increasingly applied as an environmentally benign alternative for controlling marine biofouling. As the technology relies on removing fouling by water currents created by the motion of ships, weakening of adhesion of adherent organisms is the

Articles

Recent research highlights tunable properties of inorganic nanoparticles, driving interest in optoelectronics.

Self-assembled monolayers (SAMs) have diverse applications; article compares benefits of alkylthiolates on gold SAM systems.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service