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252581

Sigma-Aldrich

2-Phenylethanethiol

98%

Synonyme(s) :

2-Phenylethyl mercaptan, Phenethyl mercaptan

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About This Item

Formule linéaire :
C6H5CH2CH2SH
Numéro CAS:
4410-99-5
Poids moléculaire :
138.23
Numéro Beilstein :
1446618
Numéro CE :
224-563-9
Numéro MDL:
MFCD00004891
Code UNSPSC :
12352100
ID de substance PubChem :
24855222
Nomenclature NACRES :
NA.22

Pureté

98%

Indice de réfraction

n20/D 1.560 (lit.)

Point d'ébullition

217-218 °C (lit.)

Densité

1.032 g/mL at 25 °C (lit.)

Chaîne SMILES 

SCCc1ccccc1

InChI

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

Clé InChI

ZMRFRBHYXOQLDK-UHFFFAOYSA-N

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Catégories apparentées

Description générale

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

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

194.0 °F - closed cup

Point d'éclair (°C)

90 °C - closed cup

Équipement de protection individuelle

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

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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
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
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
Afficher tous les articles scientifiques apparentés

Articles

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.

Photopatterning Self-Assembled Monolayers

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

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