(1R,2S,5R)-(-)-Menthyl (S)-p-Toluenesulfinate

Base Information

• Chemical Name: (1R,2S,5R)-(-)-Menthyl (S)-p-Toluenesulfinate
• CAS No.: 1517-82-4
• Molecular Formula: C17H26O2S
• Molecular Weight: 294.458
• Hs Code.: 29309090
• Mol file: 1517-82-4.mol

Synonyms:p-Toluenesulfinic acid, (S)-,(1R,3R,4S)-p-menth-3-yl ester, (-)- (8CI);benzenesulfinic acid, 4-methyl-, (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester;

Chemical Property of (1R,2S,5R)-(-)-Menthyl (S)-p-Toluenesulfinate

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 99-104 °C
• Refractive Index: -199 ° (C=1.5, Acetone)
• Boiling Point: 402.342 °C at 760 mmHg
• Flash Point: 197.13 °C
• PSA: 45.51000
• Density: 1.09 g/cm³
• LogP: 5.36070
• Storage Temp.: −20°C
• Solubility.: Acetone (Slightly), Chloroform (Slightly)

Purity/Quality:

99%, ^*data from raw suppliers

(1R,2S,5R)-(?)-Menthyl (S)-p-toluenesulfinate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (1R,2S,5R)-(-)-Menthyl (S)-p-Toluenesulfinate is a reactant used in the synthesis of sulfoxide pincer complexes of Mg, Rh and Ir. (1R,2S,5R)-(-)-Menthyl (S)-p-toluenesulfinate can react with:metal ketimines to form enantiopure sulfiniminesp-(methylthio)benzaldehyde to form (S)-(-)-N-(4-methylthiobenzylidene)-p-toluenesulfinimine

Technology Process of (1R,2S,5R)-(-)-Menthyl (S)-p-Toluenesulfinate

There total 43 articles about (1R,2S,5R)-(-)-Menthyl (S)-p-Toluenesulfinate 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: 99.0%

p-toluene sulfinic acid (536-57-2) + (-)-menthol (2216-51-5) → (-)-menthyl p-toluenesulfinate (1517-82-4)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 25 ℃; for 16h; Temperature; Reagent/catalyst; Inert atmosphere;

DOI:10.1055/s-0037-1610254

Reference yield: 94.0%

(-)-menthol (2216-51-5) + P-toluenesulfonyl cyanide (19158-51-1) → (-)-menthyl p-toluenesulfinate (1517-82-4)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; 0 - 5 deg C to r.t.;

DOI:10.1016/S0040-4020(01)96204-0

Reference yield: 94.0%

(-)-menthol (2216-51-5) + P-toluenesulfonyl cyanide (19158-51-1) → 4-Methyl-benzenesulfinic acid (2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester (1517-82-4,13064-80-7,20752-45-8,50444-99-0,83060-18-8,83060-21-3,91177-13-8,91796-57-5,98147-48-9,124819-73-4,132829-99-3,134929-63-8)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; for 2h; Ambient temperature;

DOI:10.1016/S0040-4039(00)78791-0

upstream raw materials:

4-methylbenzenesulfinyl chloride

(-)-menthol

p-toluenesulfonyl chloride

p-toluene sulfinic acid

Downstream raw materials:

(+)-(R)-4,5-dihydro-2-<<(4-methylphenyl)sulfinyl>methyl>-3H-pyrrole

(R)-(+)-2-<(4-methylphenyl)sulfinylmethyl>pyridine

(R)-(+)-<2-thienylmethyl p-tolyl sulfoxide>

(R)-(+)-<(1-methyl-2-imidazolyl)methyl p-tolyl sulfoxide>

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