ChemicalBook > CAS DataBase List > (R)-(+)-2-Methyl-2-propanesulfinamide

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

Product Name
(R)-(+)-2-Methyl-2-propanesulfinamide
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
Formula Weight
121.2
MOL File
196929-78-9.mol
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(R)-(+)-2-Methyl-2-propanesulfinamide Property

Melting point:
103-107 °C(lit.)
alpha 
4 º (c=1, CHCl3 + amylenes)
Boiling point:
220.0±23.0 °C(Predicted)
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.
pka
10.11±0.50(Predicted)
form 
Powder
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)
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Safety

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H225Highly Flammable liquid and vapour

H302Harmful if swallowed

H319Causes serious eye irritation

H335May cause respiratory irritation

H351Suspected of causing cancer

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P370+P378In case of fire: Use … for extinction.

P403+P235Store in a well-ventilated place. Keep cool.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
497401
Product name
(R)-(+)-2-Methyl-2-propanesulfinamide
Purity
98%
Packaging
1g
Price
$85
Updated
2024/03/01
Sigma-Aldrich
Product number
497401
Product name
(R)-(+)-2-Methyl-2-propanesulfinamide
Purity
98%
Packaging
5g
Price
$172
Updated
2024/03/01
TCI Chemical
Product number
B2907
Product name
(R)-(+)-tert-Butylsulfinamide
Purity
>98.0%(GC)
Packaging
1g
Price
$59
Updated
2024/03/01
TCI Chemical
Product number
B2907
Product name
(R)-(+)-tert-Butylsulfinamide
Purity
>98.0%(GC)
Packaging
5g
Price
$175
Updated
2024/03/01
Alfa Aesar
Product number
H27724
Product name
(R)-(+)-2-Methyl-2-propanesulfinamide, 98%
Packaging
1g
Price
$60.65
Updated
2024/03/01
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(R)-(+)-2-Methyl-2-propanesulfinamide Chemical Properties,Usage,Production

Chemical Properties

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

Uses

suzuki reaction, useful reagent for synthesizing chiral amines.

Uses

Chiral ligand used in pharmaceutical compositions

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%

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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View Lastest Price from (R)-(+)-2-Methyl-2-propanesulfinamide manufacturers

Shanghai UCHEM Inc.
Product
(R)-(+)-2-Methyl-2-propane sulfinamide 196929-78-9
Price
US $10.00-90.00/g
Min. Order
5g
Purity
0.98
Supply Ability
25kg
Release date
2023-12-11
Kindchem(Nanjing)Co.,Ltd
Product
(R)-(+)-2-Methyl-2-propanesulfinamide 196929-78-9
Price
US $0.00-0.00/G
Min. Order
10G
Purity
0.98
Supply Ability
500kg
Release date
2024-01-17
Hebei Mojin Biotechnology Co., Ltd
Product
(R)-(+)-2-Methyl-2-propanesulfinamide 196929-78-9
Price
US $50.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20tons
Release date
2023-07-28

196929-78-9, (R)-(+)-2-Methyl-2-propanesulfinamideRelated Search:


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  • 196929-78-9
  • 1969-78-9
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  • C6H19NOS
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  • Chiral Auxiliaries
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  • Sulfur-Based
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  • chiral
  • Heterocyclic Compounds