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674249

11-Mercapto-1-undecanol

99%

Synonym(s):

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

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About This Item

Linear Formula:
HS(CH2)11OH
CAS Number:
73768-94-2
Molecular Weight:
204.37
NACRES:
NA.23
PubChem Substance ID:
329760584
UNSPSC Code:
12352103
MDL number:
MFCD00239433
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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

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.

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pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

flash_point_f

>235.4 °F - closed cup

flash_point_c

> 113 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKBG9572V
MKBG9915V
MKBF8564V
07631EH

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Articles

Photopatterning Self-Assembled Monolayers

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

Precise Nanoparticles for Optoelectronics

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

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)
View All Related Papers

Global Trade Item Number

SKUGTIN
674249-250MG04061832735610