(R)-tert-Butanethiosulfinate
- Product Name
- (R)-tert-Butanethiosulfinate
- CAS No.
- 67734-35-4
- Chemical Name
- (R)-tert-Butanethiosulfinate
- Synonyms
- (R)-tert-Butanethiosulfinate;tert-butane (R)-tert-butylthiosulfinate;2-(tert-butylsulfinylthio)-2-methylpropane;(R)-(+)-TERT-BUTYL TERT-BUTANETHIOSULFINATE;R - (+) - tert butyl sulfite thiobutyl ester;(R)-S-TERT-BUTYL 2-METHYLPROPANE-2-SULFINOTHIOATE;2-[(R)-tert-Butylsulfinyl]sulfanyl-2-methyl-propane;1,1-Dimethylethyl [S(R)]-2-methyl-2-propane sulfinothioate;2-Propanesulfinothioic acid, 2-methyl-, 1,1-dimethylethyl ester, [S(R)]-
- CBNumber
- CB5242807
- Molecular Formula
- C8H18OS2
- Formula Weight
- 194.36
- MOL File
- 67734-35-4.mol
(R)-tert-Butanethiosulfinate Property
- Melting point:
- 78.5-81.2 °C
- Boiling point:
- 72 °C(Press: 0.30 Torr)
- Density
- 1.055±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- CAS DataBase Reference
- 67734-35-4(CAS DataBase Reference)
Safety
- HS Code
- 2930909899
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
N-Bromosuccinimide Price
- Product number
- B814355
- Product name
- (R)-S-tert-Butyl2-methylpropane-2-sulfinothioate
- Packaging
- 50mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- B814355
- Product name
- (R)-S-tert-Butyl2-methylpropane-2-sulfinothioate
- Packaging
- 500mg
- Price
- $310
- Updated
- 2021/12/16
- Product number
- 090005
- Product name
- (R)-S-tert-Butyl 2-methylpropane-2-sulfinothioate
- Purity
- 95+%
- Packaging
- 250mg
- Price
- $341
- Updated
- 2021/12/16
- Product number
- FB140903
- Product name
- (R)-S-tert-Butyl 2-methylpropane-2-sulfinothioate
- Packaging
- 1g
- Price
- $393.75
- Updated
- 2021/12/16
- Product number
- FB140903
- Product name
- (R)-S-tert-Butyl 2-methylpropane-2-sulfinothioate
- Packaging
- 100mg
- Price
- $65
- Updated
- 2021/12/16
(R)-tert-Butanethiosulfinate Chemical Properties,Usage,Production
Synthesis
110-06-5
67734-35-4
The general procedure for the synthesis of (R)-tert-butyl sulfinic acid thio-tert-butyl ester from tert-butyl disulfide was as follows: first, ligand L1 was prepared by reacting an equal amount of (1S,2R)-serpentinic acid trimethylsilyl ether with 3,5-dimethylsalicylaldehyde (for details of the preparation, see: Org. Synth. 2005, 82, 157). Subsequently, ligand L1 (5.0 mmol) was dissolved with VO(acac)2 (1.27 g, 4.8 mmol) in acetone and the reaction was stirred for 1 hour. After the color of the system darkened, the progress of the reaction was monitored by TLC. Next, tert-butyl disulfide (171.2 g, 0.96 mol) was dissolved in 190 mL of acetone and the reaction temperature was controlled at -5°C to 0°C. At this temperature, 25% hydrogen peroxide (1.0 mol) was added slowly dropwise, and the dropwise process took about 20-22 hours. After completion of the reaction, the reaction temperature was maintained until the ratio of feedstock to product reached 90:1, which was taken as the end point of the reaction. Throughout the process, the reaction temperature should not exceed 35°C. At the end of the reaction, the solvent was removed by distillation under reduced pressure. To the residue was added 350 mL of 2-methyltetrahydrofuran, the organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and the solution was tested by filtration. The yield of (R)-tert-butylsulfinyl tert-butyl thioester was 93% (173.5 g, 0.89 mol) with an ee value of 96.2%.
References
[1] Patent: CN106478471, 2017, A. Location in patent: Paragraph 0016; 0017; 0020; 0021
[2] Journal of the American Chemical Society, 1998, vol. 120, # 32, p. 8011 - 8019
[3] Journal of the American Chemical Society, 1998, vol. 120, # 32, p. 8011 - 8019
[4] Patent: WO2017/51326, 2017, A1. Location in patent: Page/Page column 44
(R)-tert-Butanethiosulfinate Preparation Products And Raw materials
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