Chemical Property of 2-Methylpropane-2-sulfinamide
Chemical Property:
- Appearance/Colour:white to light yellow crystal powder
- Melting Point:103-107 °C(lit.)
- Refractive Index:4 ° (C=1, CHCl3)
- Boiling Point:219.957 °C at 760 mmHg
- PKA:10.11±0.50(Predicted)
- Flash Point:86.827 °C
- PSA：62.30000
- Density:1.124 g/cm3
- LogP:1.97330
- Storage Temp.:Keep Cold
- Solubility.:Soluble in chloroform, methanol, tetrahydrofuran, dichloromethan
- XLogP3:0
- Hydrogen Bond Donor Count:1
- Hydrogen Bond Acceptor Count:3
- Rotatable Bond Count:1
- Exact Mass:121.05613515
- Heavy Atom Count:7
- Complexity:84.2
- Purity/Quality:
-
99% *data from raw suppliers
(R)-tert-Butylsulfinamide *data from reagent suppliers
Safty Information:
- Pictogram(s):
Xi
- Hazard Codes:Xi,Xn,F
- Statements:
11-19-36/37-40-36/37/38
- Safety Statements:
22-24/25-36/37-26-16-36/37/39
- MSDS Files:
-
SDS file from LookChem
Useful:
- Canonical SMILES:CC(C)(C)S(=O)N
-
General Description
(R)-(+)-2-Methyl-2-propanesulfinamide, also known as (R)-tert-butanesulfinamide, is a valuable chiral auxiliary widely used in asymmetric synthesis. It is efficiently synthesized via catalytic asymmetric oxidation of di-tert-butyl disulfide using a cost-effective chiral Schiff base ligand and H2O2 as the oxidant, yielding the intermediate tert-butyl tert-butanethiosulfinate with high enantioselectivity (91% ee). Subsequent nucleophilic displacement with LiNH2 provides the sulfinamide in high yield (91%), which can be further purified to enantiomeric purity by recrystallization. This scalable method enables large-scale production, making (R)-(+)-2-Methyl-2-propanesulfinamide a practical reagent for stereoselective transformations, including the synthesis of sulfoxides, sulfinamides, and sulfinimines.
