Methylsulfonylacetone

Base Information

• Chemical Name: Methylsulfonylacetone
• CAS No.: 5000-46-4
• Molecular Formula: C4H8O3S
• Molecular Weight: 136.172
• Hs Code.: 29302000
• European Community (EC) Number: 225-665-6
• NSC Number: 35395
• UNII: 3R8R8J4V2L
• DSSTox Substance ID: DTXSID00198178
• Nikkaji Number: J203.234A
• Wikidata: Q83070960
• Mol file: 5000-46-4.mol

Synonyms:METHYLSULFONYLACETONE;5000-46-4;1-(Methylsulfonyl)propan-2-one;Methanesulfonylacetone;1-methylsulfonylpropan-2-one;1-(Methylsulphonyl)acetone;1-methanesulfonylpropan-2-one;2-Propanone, 1-(methylsulfonyl)-;methanesulphonylacetone;EINECS 225-665-6;NSC-35395;1-(methylsulfonyl)acetone;Methylsulfonylaceton;NSC35395;methylsulphonylacetone;1-Mesyl-2-propanone;(Methylsulfonyl)acetone;1-methylsulfonyl-2-propanone;SCHEMBL455088;1-methanesulfonyl-propan-2-one;3R8R8J4V2L;1-(Methylsulfonyl)-2-propanone;DTXSID00198178;MFCD00014745;NSC 35395;AKOS005206988;CS-0106965;FT-0628296;EN300-75076;D97758;A827927

Chemical Property of Methylsulfonylacetone

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 0.0011mmHg at 25°C
• Melting Point: 48-52 °C(lit.)
• Refractive Index: 1.436
• Boiling Point: 300.8 °C at 760 mmHg
• Flash Point: 179.4 °C
• PSA: 59.59000
• Density: 1.208 g/cm³
• LogP: 0.70080
• Storage Temp.: 2-8°C
• Water Solubility.: Insoluble in water.
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 136.01941529
• Heavy Atom Count: 8
• Complexity: 172

Purity/Quality:

99% ^*data from raw suppliers

Methylsulfonylacetone ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)CS(=O)(=O)C
• Uses: Methylsulfonylacetone is used as reactant for Stereoselective preparation of chiral cyclic ketones. It is used in the Preparation of poly-substituted pyridines. It aids for Gold-catalyzed Friedlander cyclocondensation reaction. It is used as reactant in Radical homoallylation reactions, multicomponent cyclocondensation with aldehydes and aminoazoles.

Technology Process of Methylsulfonylacetone

There total 8 articles about Methylsulfonylacetone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

methylsulfanyl-acetone (14109-72-9) → 1-methanesulfonyl-propan-2-one (5000-46-4)

Guidance literature:

With sodium tungstate (VI) dihydrate; dihydrogen peroxide; In methanol; water; at 40 ℃;

DOI:10.1039/b912521n

Reference yield: 95.0%

sodium methansulfinate (20277-69-4) + 1-bromoacetone (598-31-2) → 1-methanesulfonyl-propan-2-one (5000-46-4)

Guidance literature:

With PEG-400; at 20 ℃; for 0.166667h;

DOI:10.1016/j.tetlet.2006.03.181

Reference yield: 73.0%

sodium methansulfinate (20277-69-4) + chloroacetone (78-95-5) → 1-methanesulfonyl-propan-2-one (5000-46-4)

Guidance literature:

In ethanol; for 2h; Reflux;

DOI:10.3987/COM-07-S(U)19

upstream raw materials:

methylsulfanyl-acetone

methyl methanesulfinate

chloroacetone

3-methanesulfonyl-pentane-2,4-dione

Downstream raw materials:

2,6-dimethyl-3-carbomethoxy-5-methylsulphonyl-4-(2-trifluoromethylphenyl)-1,4-dihydro-pyridine

2,6-Dimethyl-3-carbotert.-butoxy-4-(2-nitrophenyl)-5-methylsulphonyl-1,4-dihydro pyridine

methyl 1,4-dihydro-2,6-dimethyl-5-methylsulphonyl-4-(2-nitrophenyl)pyridine-3-carboxylate

2,6-Dimethyl-3-(2-dimethylamino)-carboethoxy-4-(2-nitrophenyl)-5methylsulphonyl-1,4-dihydropyridine

Refernces

• 1、 Safrygin, Alexander,Dar'in, Dmitry,Kantin, Grigory,Krasavin, Mikhail. "α-Diazo-β-oxosulfones as Partners in the Wolff 1,2,3-Triazole Synthesis and the Wolff Rearrangement in the Presence of Aromatic Amines". supporting information. p. 4721 - 4724. Retrieved 2019/08/01.
• 2、 Yang, Chuanbo,Jin, Qingping,Zhang, Hua,Liao, Jian,Zhu, Jin,Yu, Bin,Deng, Jingen. "Tetra-(tetraalkylammonium)octamolybdate catalysts for selective oxidation of sulfides to sulfoxides with hydrogen peroxide". supporting information; experimental part. p. 1401 - 1405. Retrieved 2010/05/02.