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Merck
CN

52270

1-Hexadecanethiol

≥95.0% (GC)

Synonym(s):

Cetyl mercaptan, Hexadecyl mercaptan, Mercaptan C16

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About This Item

Linear Formula:
CH3(CH2)15SH
CAS Number:
Molecular Weight:
258.51
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
220-846-6
Beilstein/REAXYS Number:
1748495
MDL number:
Assay:
≥95.0% (GC)
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assay

≥95.0% (GC)

refractive index

n20/D 1.462 (lit.), n20/D 1.464

bp

184-191 °C/7 mmHg (lit.)

mp

18-20 °C (lit.)

transition temp

solidification point 15-18 °C(lit.)

density

0.84 g/mL at 25 °C (lit.)

functional group

thiol

SMILES string

CCCCCCCCCCCCCCCCS

InChI

1S/C16H34S/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17/h17H,2-16H2,1H3

InChI key

ORTRWBYBJVGVQC-UHFFFAOYSA-N

General description

1-Hexadecanethiol (HDT) readily forms self-assembled monolayer (SAMs) on gold surfaces. Phase separation characteristics of binary SAMs [made up of HDT and 3-mercaptopropionic acid] on the surface of Au(111) have been investigated. Interaction between gold surface and SAM of HDT has been investigated by atomic force microscopy (AFM).

Application

1-Hexadecanethiol has been used in the preparation of cholesterol-PIE12-trimer and alkyl-PIE12-trimer (PIE12-trimer = protease-resistant trimeric D-peptide inhibitor). It may be used for the functionalization of silver nanowires.


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Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

215.6 °F - closed cup

flash_point_c

102 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter



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Phase separation of binary self-assembled thiol monolayers composed of 1-hexadecanethiol and 3-mercaptopropionic acid on Au (111) studied by scanning tunneling microscopy and cyclic voltammetry.
Hobara D, et al.
Journal of Electroanalytical Chemistry, 444(1), 113-119 (1998)
Langmuir-Blodgett silver nanowire monolayers for molecular sensing using surface-enhanced Raman spectroscopy.
Tao A, et al.
Nano Letters, 3(9), 1229-1233 (2003)
Stable colloidal solutions of high-temperature-annealed L10 FePt nanoparticles.
Anastasia Delattre et al.
Small (Weinheim an der Bergstrasse, Germany), 6(8), 932-936 (2010-03-10)



Global Trade Item Number

SKUGTIN
540455-25G04061832100739
52270-100ML04061837248597
52270-500ML04061837248603