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Merck

261696

Sigma-Aldrich

Methyl phenyl sulfoxide

≥97%

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About This Item

Fórmula lineal:
CH3SOC6H5
Número de CAS:
Peso molecular:
140.20
Beilstein/REAXYS Number:
1904976
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level

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[1].

Application

Methyl phenyl sulfoxide has been used in the synthesis of:
  • isotopically labelled 1, 3-dithiane, a useful labeled synthon[2]
  • nelfinavir, potent HIV-protease inhibitor[3]
  • sulfoximines[4] and in studies on solvent-water partitioning[5]

pictograms

CorrosionExclamation mark

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

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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Los clientes también vieron

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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
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
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
Aldrichimica Acta, 18, 3-3 (1985)
Rodolfo A Martinez et al.
Journal of labelled compounds & radiopharmaceuticals, 57(5), 338-341 (2014-05-28)
The 1,3-dithiane is a protected formaldehyde anion equivalent that could serve as a useful labeled synthon. We report a facile synthesis of 1,3-[2-(13)C]- and 1,3-[2-(13)C, 2-(2)H2]dithiane in two steps from [(13)C]- or [(13) C, (2)H3 ]methyl phenyl sulfoxide. We have

Questions

  1. MethylPhenylsulfoxide is racemic or enantiomer

    1 answer
    1. The stereochemistry for Product 261696 is not defined. This product is not sold as a R or S isomer. The HPLC analysis note on the Product Detail Page for this product implies there may R or S isomers present in this product:
      https://www.sigmaaldrich.com/technical-documents/chromatograms/hplc/hplc-astec-chirobiotic-tag/supelco/g004407
      Therefore, it is possible stereoisomers may be present in this product.

      Helpful?

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