Diisopropyl sulfoxide

Base Information

• Chemical Name: Diisopropyl sulfoxide
• CAS No.: 2211-89-4
• Molecular Formula: C6H14 O S
• Molecular Weight: 134.243
• Hs Code.: 2930909090
• NSC Number: 60709
• UNII: Q5J9UGY5HH
• DSSTox Substance ID: DTXSID50176628
• Nikkaji Number: J41.108F
• Wikidata: Q83046938
• Mol file: 2211-89-4.mol

Synonyms:Diisopropyl sulfoxide;2-propan-2-ylsulfinylpropane;2211-89-4;ISOPROPYL SULFOXIDE;Sulfoxide, diisopropyl;Diisopropyl sulphoxide;2,2'-Sulfinylbispropane;Q5J9UGY5HH;Propane,2-[(1-methylethyl)sulfinyl]-;Propane, 2,2'-sulfinylbis-;NSC 60709;NSC-60709;BRN 1742291;Propane,2'-sulfinylbis-;UNII-Q5J9UGY5HH;SCHEMBL709441;[(CH3)2CH]2SO;2-(Propane-2-sulfinyl)-propane;DTXSID50176628;WLN: 1Y1&SO&Y1&1;NSC60709;2-(PROPANE-2-SULFINYL)PROPANE;LS-85267;2-((1-METHYLETHYL)SULFINYL)PROPANE;PROPANE, 2-((1-METHYLETHYL)SULFINYL)-

Chemical Property of Diisopropyl sulfoxide

Chemical Property:

• Vapor Pressure: 0.114mmHg at 25°C
• Boiling Point: 227.9°Cat760mmHg
• Flash Point: 91.7°C
• PSA: 36.28000
• Density: 0.973g/cm³
• LogP: 2.41760
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 134.07653624
• Heavy Atom Count: 8
• Complexity: 76.5

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)S(=O)C(C)C

Technology Process of Diisopropyl sulfoxide

There total 8 articles about Diisopropyl sulfoxide 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: 82.0%

diisopropylsulfide (625-80-9) → diisopropyl sulfoxide (2211-89-4) + diisopropyl sulfone (595-50-6)

Guidance literature:

With dihydrogen peroxide; In acetonitrile; at 25 ℃; for 0.000588889h;

DOI:10.1039/b802502a

Reference yield: 81.0%

isopropylmagnesium chloride (1068-55-9) + benzyl (2S,4S,5R)-4-methyl-5-phenyl-1,2,3-oxathiazolidine-2-oxide-3-carboxylate (499140-11-3) → diisopropyl sulfoxide (2211-89-4) + (1R,2S)-2-{[(benzyloxy)carbonyl]amino}-1-phenylpropyl (S)-propane-2-sulfinate

Guidance literature:

In dichloromethane; at -78 ℃;

DOI:10.1021/ol027232i

Reference yield: 81.0%

isopropylmagnesium chloride (1068-55-9) + benzyl (2R,4S,5R)-4-methyl-5-phenyl-1,2,3-oxathiazolidine-2-oxide-3-carboxilate (499140-12-4) → diisopropyl sulfoxide (2211-89-4) + (1R,2S)-2-{[(benzyloxy)carbonyl]amino}-1-phenylpropyl (S)-propane-2-sulfinate

Guidance literature:

In dichloromethane; at -78 ℃;

DOI:10.1021/ol027232i

upstream raw materials:

diisopropylsulfide

N-chloroacetamide

acetone

Methyl p-tolyl sulfoxide

Downstream raw materials:

2-Methyl-1,1-diphenyl-2-(propane-2-sulfinyl)-propan-1-ol

diisopropylsulfide

S,S-Diisopropyl-N-(p-toluolsulfonyl)sulfoximine

N-(4-nitrobenzenesulfonyl) di(isopropyl) sulfoximine

Refernces

• 1、 Noguchi, Takuya,Hirai, Yoshiro,Kirihara, Masayuki. "Highly selective 30% hydrogen peroxide oxidation of sulfides to sulfoxides using micromixing". scheme or table. p. 3040 - 3042. Retrieved 2009/02/04.
• 2、 Miotti, Umberto. "Oxygen Exchange between Sulphoxides and Sulphides. Part 3. The HCl-Catalysed Reduction of Aryl Methyl Sulphoxides by Dialkyl Sulphides in Aqueous Methanol". . p. 617 - 622. Retrieved 2007/10/02.