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252581

Sigma-Aldrich

2-Phenylethanethiol

98%

Sinónimos:

2-Phenylethyl mercaptan, Phenethyl mercaptan

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About This Item

Fórmula lineal:
C6H5CH2CH2SH
Número de CAS:
4410-99-5
Peso molecular:
138.23
Beilstein/REAXYS Number:
1446618
EC Number:
224-563-9
MDL number:
MFCD00004891
UNSPSC Code:
12352100
PubChem Substance ID:
24855222
NACRES:
NA.22

Quality Level

100

assay

98%

refractive index

n20/D 1.560 (lit.)

bp

217-218 °C (lit.)

density

1.032 g/mL at 25 °C (lit.)

functional group

phenyl
thiol

SMILES string

SCCc1ccccc1

InChI

1S/C8H10S/c9-7-6-8-4-2-1-3-5-8/h1-5,9H,6-7H2

InChI key

ZMRFRBHYXOQLDK-UHFFFAOYSA-N

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General description

2-Phenylethanethiol serves as a building block in organic synthesis to incorporate a thiol functional group into molecules. Structures of 2-phenylethanethiol and its 1:1 water clusters have been studied using resonant two-photon ionization spectroscopy.

Application

2-Phenylethanethiol has been used:
  • in preparation of biicosahedral Au (25) clusters protected with various types of thiol ligands
  • as derivatization reagent for phosphorylated sequences of peptides, for enhancing ionization efficiency in matrix-assisted laser desorption/ionization mass spectrometry

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

194.0 °F - closed cup

flash_point_c

90 °C - closed cup

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

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Certificados de análisis (COA)

Lot/Batch Number
SHBR9845
MKBG7495V
MKBD5588
00302CE
04614MD

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Danielle E Martin et al.
The Journal of chemical physics, 128(16), 164301-164301 (2008-05-02)
The structures of 2-phenylethanethiol (PET, PhCH(2)CH(2)SH) and its 1:1 water clusters have been studied using resonant two-photon ionization spectroscopy including band contour analysis and UV-UV holeburning, combined with extensive ab initio calculations on ground and excited states. The most populated
Differential reactivity of the inner and outer positions of Au 25 (SCH 2 CH 2 Ph) 18 dimeric staples under place exchange conditions
P Pengo, et al.
Chemical Communications (Cambridge, England), 51, 3204-3207 (2015)
Clementine Klemm et al.
Rapid communications in mass spectrometry : RCM, 18(22), 2697-2705 (2004-10-16)
The identification of phosphorylation sites is essential for a full understanding of the cellular functions of proteins. However, mass spectrometric analysis is often hampered by the low abundance of phosphoproteins, the difficulty of obtaining full sequence coverage by specific proteolysis
SunYoung Park et al.
Langmuir : the ACS journal of surfaces and colloids, 28(17), 7049-7054 (2012-04-12)
The synthesis and electrochemical and spectroscopic characterization of biicosahedral Au(25) clusters with a composition of [Au(25)(PPh(3))(10)(thiolate)(5)Cl(2)](2+) are described. The biicosahedral Au(25) clusters protected with various types of thiol ligands including alkanethiols, 2-phenylethanethiol, 11-mercaptoundecanoic acid, and 11-mercapto-1-undecanol were synthesized in high
Sanghwa Lee et al.
Journal of the American Chemical Society, 142(32), 13974-13981 (2020-07-17)
Atomically precise coinage metal (Au, Ag, and Cu) nanoclusters (NCs) have been the subject of immense interest for their intriguing structural, photophysical, and catalytic properties. However, the synthesis of Cu NCs is highly challenging because of low reduction potential and
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Photopatterning Self-Assembled Monolayers

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

Photopatterning Self-Assembled Monolayers

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

Photopatterning Self-Assembled Monolayers

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

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