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261696

Sigma-Aldrich

Methyl phenyl sulfoxide

≥97%

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About This Item

Linear Formula:
CH3SOC6H5
CAS Number:
1193-82-4
Molecular Weight:
140.20
Beilstein:
1904976
EC Number:
214-781-2
MDL number:
MFCD00002088
UNSPSC Code:
12352100
PubChem Substance ID:
24855831
NACRES:
NA.22

Quality Level

200

Assay

≥97%

form

crystals

refractive index

n20/D 1.5775 (lit.)

bp

139-140 °C/14 mmHg (lit.)

mp

26-29 °C (lit.)

storage temp.

2-8°C

SMILES string

CS(=O)c1ccccc1

InChI

1S/C7H8OS/c1-9(8)7-5-3-2-4-6-7/h2-6H,1H3

InChI key

JXTGICXCHWMCPM-UHFFFAOYSA-N

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General description

(R)-methyl phenyl sulfoxide is an important pharmaceutical intermediate.

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

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H315,H318,H335

Hazard Classifications

Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

186.8 °F - closed cup

Flash Point(C)

86 °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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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
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Chromatograms

application for HPLC

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