(S)-(-)-Methyl p-tolyl sulfoxide

Base Information

• Chemical Name: (S)-(-)-Methyl p-tolyl sulfoxide
• CAS No.: 5056-07-5
• Molecular Formula: C8H10OS
• Molecular Weight: 154.233
• Hs Code.: 2930909090
• European Community (EC) Number: 814-330-5
• Mol file: 5056-07-5.mol

Synonyms:(S)-(-)-Methyl p-tolyl sulfoxide;5056-07-5;(S)-methyl p-tolyl sulfoxide;1-Methyl-4-[(S)-methylsulfinyl]benzene;SCHEMBL254471;FEVALTJSQBFLEU-JTQLQIEISA-N;MFCD00151503;AKOS017343879;(S)-1-methyl-4-(methylsulfinyl)benzene;(S)-(-)-Methyl p-tolyl sulfoxide, 99%

Chemical Property of (S)-(-)-Methyl p-tolyl sulfoxide

Chemical Property:

• Vapor Pressure: 0.006mmHg at 25°C
• Melting Point: 75-77 °C(lit.)
• Refractive Index: 1.59
• Boiling Point: 282.403°C at 760 mmHg
• Flash Point: 124.593°C
• PSA: 36.28000
• Density: 1.16g/cm³
• LogP: 2.59810
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 154.04523611
• Heavy Atom Count: 10
• Complexity: 125

Purity/Quality:

99% ^*data from raw suppliers

(S)-(?)-Methyl p-tolyl sulfoxide 99% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)C
• Isomeric SMILES: CC1=CC=C(C=C1)[S@@](=O)C
• Uses: (S)-(-)-Methyl p-tolyl sulfoxide can be used as a nucleophilic reagent to synthesize: Optically active β-disulfoxides by reacting with arenesulfinic esters via formation of α-sulfinylcarbanion. α-substituted N-hydroxylamines by treating with nitrones via preparation of (S)-(-)-methyl p-tolyl sulfoxide anion. 2-O-benzyl-3,4-O-isopropylidene-L-erythrose by one-carbon homologation of 2,3-O-isopropylidene-L-glyceraldehyde.

Technology Process of (S)-(-)-Methyl p-tolyl sulfoxide

There total 71 articles about (S)-(-)-Methyl p-tolyl 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: 100.0%

(R)-chloromethyl p-tolyl sulfoxide (31350-91-1) → (S)-methyl p-tolyl sulfoxide (5056-07-5)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; Heating;

DOI:10.1016/S0040-4039(00)97686-X

Reference yield: 97.0%

4-methylphenyl methylsulfide (623-13-2) → (S)-methyl p-tolyl sulfoxide (5056-07-5)

Guidance literature:

4-methylphenyl methylsulfide; With iron(III) trifluoromethanesulfonate; C₅₉H₈₈N₄O₄; In tetrahydrofuran; at 35 ℃; for 0.5h; Inert atmosphere;

With dihydrogen peroxide; In tetrahydrofuran; water; at 0 ℃; for 12h; enantioselective reaction; Inert atmosphere;

DOI:10.1039/d0cc00434k

Reference yield: 96.0%

(R)-imino(methyl)(p-tolyl)-λ6-sulfanone (52720-03-3) → (S)-methyl p-tolyl sulfoxide (5056-07-5)

Guidance literature:

With sulfuric acid; sodium nitrite; In water; at 20 ℃;

DOI:10.1016/S0040-4039(00)87432-8

upstream raw materials:

methyl magnesium iodide

(R)-p-tolylsulfinylacetophenone

4-methylphenyl methylsulfide

methylmagnesium bromide

Downstream raw materials:

(S)-(-)-1-fluoro-3-<(4-methylphenyl)sulphinyl>propan-2-one

5-Methyl-1-((R)-toluene-4-sulfinyl)-hexan-2-one

(-)-(S)-5-Methyl-1-(p-tolylsulfinyl)-5-hexen-2-one

(S)-(-)-1-chloro-1,1-difluoro-3-<(4-methylphenyl)sulphinyl>propan-2-one