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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.)

functional group

sulfoxide

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

261696-5G:
261696-VAR:
261696-BULK:
261696-25G:

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Certificates of Analysis (COA)

Lot/Batch Number
BCCF4243
BCBQ7698V
BCBB4133V
BCBB4133
BCBB1844

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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
T Egawa et al.
The Journal of biological chemistry, 275(45), 34858-34866 (2000-08-18)
Reaction of ferric native myoglobin (Mb) with hydrogen peroxide (H(2)O(2)) was studied by the aid of stopped-flow rapid-scan spectrophotometry. In contrast to the results in previous studies where compound I was reported to be undetectable, both sperm whale and horse
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Chromatograms

application for HPLC

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