261696
Methyl phenyl sulfoxide
≥97%
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About This Item
Linear Formula:
CH3SOC6H5
CAS Number:
Molecular Weight:
140.20
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
214-781-2
Beilstein/REAXYS Number:
1904976
MDL number:
Product Name
Methyl phenyl sulfoxide, ≥97%
InChI key
JXTGICXCHWMCPM-UHFFFAOYSA-N
InChI
1S/C7H8OS/c1-9(8)7-5-3-2-4-6-7/h2-6H,1H3
SMILES string
CS(=O)c1ccccc1
assay
≥97%
form
crystals
refractive index
n20/D 1.5775 (lit.)
bp
139-140 °C/14 mmHg (lit.)
mp
26-29 °C (lit.)
functional group
sulfoxide
storage temp.
2-8°C
Quality Level
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Application
Methyl phenyl sulfoxide has been used in the synthesis of:
- isotopically labelled 1, 3-dithiane, a useful labeled synthon
- nelfinavir, potent HIV-protease inhibitor
- sulfoximines and in studies on solvent-water partitioning
General description
(R)-methyl phenyl sulfoxide is an important pharmaceutical intermediate.
signalword
Danger
hcodes
Hazard Classifications
Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
186.8 °F - closed cup
flash_point_c
86 °C - closed cup
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Aldrichimica Acta, 18, 3-3 (1985)
M H Abraham et al.
Journal of pharmaceutical sciences, 83(8), 1085-1100 (1994-08-01)
A general linear solvation energy equation has been used to analyze published partition coefficients in the systems water-octanol (613 solutes), water-hexadecane (370 solutes), water-alkane (200 solutes), and water-cyclohexane (170 solutes). The descriptors used in the equation are R2, an excess
Sadagopan Raghavan et al.
The Journal of organic chemistry, 75(2), 498-501 (2009-12-17)
An asymmetric synthesis of nelfinavir is described starting from acrolein and (S)-methyl phenyl sulfoxide. The key features include (a) stereoselective preparation of a beta-protected amino-gamma,delta-unsaturated sulfoxide by the reaction of an alpha-sulfinyl carbanion with an unsaturated t-butyl sulfinylimine, (b) stereoselective
Nathalie Sauvonnet et al.
The Journal of cell biology, 168(1), 155-163 (2004-12-30)
Endocytosis is critical for many cellular functions. We show that endocytosis of the common gammac cytokine receptor is clathrin independent by using a dominant-negative mutant of Eps15 or RNA interference to knock down clathrin heavy chain. This pathway is synaptojanin
Giorgio Celebre et al.
Journal of the American Chemical Society, 127(33), 11736-11744 (2005-08-18)
The induction of a cholesteric phase by doping an achiral nematic liquid crystal with an enantiopure solute is a phenomenon that, as in all general supramolecular phenomena of chiral amplification, depends in a subtle way on intermolecular interactions. The micrometric
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