252581
2-Phenylethanethiol
98%
Synonym(s):
2-Phenylethyl mercaptan, Phenethyl mercaptan
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About This Item
Linear Formula:
C6H5CH2CH2SH
CAS Number:
Molecular Weight:
138.23
Beilstein:
1446618
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
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 Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
194.0 °F - closed cup
Flash Point(C)
90 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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
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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
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