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Sigma-Aldrich

2,2,2-Trifluoroethanethiol

95%

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About This Item

Linear Formula:
CF3CH2SH
CAS Number:
1544-53-2
Molecular Weight:
116.11
MDL number:
MFCD00134386
UNSPSC Code:
12352100
PubChem Substance ID:
24863272
NACRES:
NA.22

vapor pressure

7.85 psi ( 20 °C)

Assay

95%

form

liquid

refractive index

n20/D 1.352 (lit.)

bp

34-35 °C (lit.)

density

1.305 g/mL at 25 °C (lit.)

SMILES string

FC(F)(F)CS

InChI

1S/C2H3F3S/c3-2(4,5)1-6/h6H,1H2

InChI key

RYRLLAOLJVDVNN-UHFFFAOYSA-N

General description

2,2,2-Trifluoroethanethiol is a fluorinated thiol. The microwave spectrum of 2,2,2-trifluoroethanethiol, and its deuterated species, CF3CH2SD has been studied. The gas phase acidity and basicity of 2,2,2-trifluoroethanethiol (TFET) has been investigated by Fourier transform ion cyclotron resonance spectroscopy. Reaction of 2,2,2-trifluoroethanethiol on Mo(110) surface was studied using temperature-programmed section, Auger electron and infrared spectroscopies.
2,2,2-Trifluoroethanethiol is basic in nature and forms charge transfer complexes with molecular iodine.

Application


  • Advancements in Peptide Synthesis: A novel synthesis of β-thiol phenylalanine showcases the use of 2,2,2-Trifluoroethanethiol in facilitating one-pot ligation-desulfurization chemistry. This technique is pivotal for developing new peptide-based pharmaceuticals, enhancing both the efficiency and versatility of peptide synthesis (Malins et al., 2015).

accessory

Product No.
Description
Pricing

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Flam. Liq. 1 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

-11.2 °F - closed cup

Flash Point(C)

-24 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Harald Møllendal
The journal of physical chemistry. A, 112(32), 7481-7487 (2008-07-22)
The microwave spectrum of 2,2,2-trifluoroethanethiol, CF3CH2SH, and of one deuterated species, CF3CH2SD, has been investigated in the 7-80 GHz spectral interval. The microwave spectra of the ground and three vibrationally excited states belonging to three different normal modes of one
Intrinsic acidity and basicity of 2, 2, 2-trifluoroethanethiol. The first experimental and theoretical study.
Molina MT, et al.
The Journal of Organic Chemistry, 61(16), 5485-5491 (1996)
Intrinsic (gas-phase) basicities and stability of charge-transfer complexes in solution.
Bouab W, et al.
Journal of Physical Organic Chemistry, 10(5), 343-346 (1997)
Dong Min Sim et al.
ACS nano, 9(12), 12115-12123 (2015-10-28)
MoS2 is considered a promising two-dimensional active channel material for future nanoelectronics. However, the development of a facile, reliable, and controllable doping methodology is still critical for extending the applicability of MoS2. Here, we report surface charge transfer doping via
Effect of Fluorination on Thiol Reactivity: Reaction of 2, 2, 2-Trifluoroethanethiol on Mo (110).
Napier ME and Friend CM.
The Journal of Physical Chemistry, 99(21), 8750-8757 (1995)
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