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(R)-(+)-2-Methyl-2-propanesulfinamide

(R)-(+)-2-Methyl-2-propanesulfinamide Structure
CAS No.
196929-78-9
Chemical Name:
(R)-(+)-2-Methyl-2-propanesulfinamide
Synonyms
(R)-2-METHYLPROPANE-2-SULFINAMIDE;(R)-TERT-BUTANESULFINAMIDE;(R)-2-METHYL-2-PROPANESULFINAMIDE;Trityl glycidyl ether;(R)-N-tert-Butanesulfinamide;DASO-002;Borax LR;R-(+)-TBSA;-2-propanesuL;Nicotinamide Impurity 18
CBNumber:
CB2765464
Molecular Formula:
C4H11NOS
Molecular Weight:
121.2
MOL File:
196929-78-9.mol
MSDS File:
SDS
Modify Date:
2024/7/2 9:43:24

(R)-(+)-2-Methyl-2-propanesulfinamide Properties

Melting point 103-107 °C(lit.)
Boiling point 220.0±23.0 °C(Predicted)
alpha 4 º (c=1, CHCl3 + amylenes)
Density 0.903 g/mL at 25 °C
refractive index 4 ° (C=1, CHCl3)
Flash point -17℃
storage temp. 2-8°C
solubility Soluble in chloroform, methanol, tetrahydrofuran, dichloromethane, dimethyl sulfoxide and most organic solvents.
form Powder
pka 10.11±0.50(Predicted)
color White, light pink, light yellow to brown
optical activity [α]22/D +1.0°, c = 0.5% in chloroform
Stability store cold
InChIKey CESUXLKAADQNTB-SSDOTTSWSA-N
CAS DataBase Reference 196929-78-9(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS02,GHS07,GHS08
Signal word  Danger
Hazard statements  H225-H302-H319-H335-H351
Precautionary statements  P210-P280-P301+P312+P330-P305+P351+P338-P370+P378-P403+P235
Hazard Codes  Xi,Xn,F
Risk Statements  11-19-36/37-40-36/37/38
Safety Statements  22-24/25-36/37-26-16-36/37/39
RIDADR  UN 2056 3 / PGII
WGK Germany  3
Hazard Note  Irritant/Keep Cold
TSCA  No
HS Code  29309090
NFPA 704
1
2 0

(R)-(+)-2-Methyl-2-propanesulfinamide price More Price(7)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 737941 (R)-(+)-2-Methyl-2-propanesulfinamide solution 1?M in THF, contains BHT as inhibitor 196929-78-9 10ML ₹1569.4 2022-06-14 Buy
Sigma-Aldrich(India) 737941 (R)-(+)-2-Methyl-2-propanesulfinamide solution 1?M in THF, contains BHT as inhibitor 196929-78-9 50ML ₹3896.9 2022-06-14 Buy
Sigma-Aldrich(India) 497401 (R)-(+)-2-Methyl-2-propanesulfinamide 98% 196929-78-9 1G ₹5564.05 2022-06-14 Buy
Sigma-Aldrich(India) 497401 (R)-(+)-2-Methyl-2-propanesulfinamide 98% 196929-78-9 5G ₹12665.25 2022-06-14 Buy
Sigma-Aldrich(India) 497401 (R)-(+)-2-Methyl-2-propanesulfinamide 98% 196929-78-9 25G ₹47597.53 2022-06-14 Buy
Product number Packaging Price Buy
737941 10ML ₹1569.4 Buy
737941 50ML ₹3896.9 Buy
497401 1G ₹5564.05 Buy
497401 5G ₹12665.25 Buy
497401 25G ₹47597.53 Buy

(R)-(+)-2-Methyl-2-propanesulfinamide Chemical Properties,Uses,Production

Chemical Properties

(R)-(+)-2-Methyl-2-propanesulfinamide is white to light yellow crystal powde

Uses

(R)-(+)-2-Methyl-2-propanesulfinamide is a chiral ligand, which is used in pharmaceutical compositions. Further, it is used in the preparation of beta-chloro sulfinamides in the synthesis of chiral azridines. It is involved in the preparation of organocatalyst for enantioselective reduction of imines. It serves as a reagent for synthesizing chiral amines. In addition to this, it is converted into P,N-sulfinyl imine ligands through condensation with aldehydes and ketones which undergoes iridium-catalyzed asymmetric hydrogenation of olefins.

Preparation

Acetic acid (70 g), R-tert-butylsulfinylhydrazine (42 g), zinc powder (60.5 g) and dichloromethane (150 mL) were added to the reaction flask. The temperature was slowly heated to 35-42 °C . After 16 hours, the filtrate was poured into 70 mL water. Dichloromethane (75 g×5) was added for extraction. Collected the organic phase, added 48% NaOH to adjust ρΗ (7-8). Then added NaCl, the layers were separated and the organic phase was washed with 15 g saturated aqueous solution of sodium chloride. The solution was dried over magnesium sulfate. After filterED, filtrate was concentrated under reduced pressure at 25-30 °C until no slipping. N-heptane was replaced, 28 g mixed solvent of N-heptane and toluene (N-heptane: toluene = 6:1) were added to perform beating at low temperature, filtered to obtain (R)-(+)-2-Methyl-2-propanesulfinamide. Yield=83%
(R)-( )-2-Methyl-2-propanesulfinamide

References

[1] Qian X, et al. A stereoselective synthesis of (S)-2-(((3-fluoro-4-methylphenoxy)carbonyl)(1-(4-((5-methyl-2-phenyloxazol-4-yl)methoxy)phenyl)ethyl)amino)acetic acid, a highly potent PPAR α/γ dual agonist. Tetrahedron, 2015; 71: 9408-9414.

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