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
More
Less

(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)
More
Less

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
More
Less

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.

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
497401
Product name
(R)-(+)-2-Methyl-2-propanesulfinamide
Purity
98%
Packaging
1g
Price
$69.82
Updated
2025/07/31
Sigma-Aldrich
Product number
497401
Product name
(R)-(+)-2-Methyl-2-propanesulfinamide
Purity
98%
Packaging
5g
Price
$141.07
Updated
2025/07/31
TCI Chemical
Product number
B2907
Product name
(R)-(+)-tert-Butylsulfinamide
Purity
>98.0%(GC)
Packaging
1g
Price
$59
Updated
2025/07/31
TCI Chemical
Product number
B2907
Product name
(R)-(+)-tert-Butylsulfinamide
Purity
>98.0%(GC)
Packaging
5g
Price
$175
Updated
2025/07/31
Strem Chemicals
Product number
16-0380
Product name
(R)-(+)-t-Butylsulfinamide, min. 97%
Packaging
1g
Price
$112
Updated
2024/03/01
More
Less

(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%

Synthesis

67734-35-4

196929-78-9

In step 3, 150 mL of cyclopentyl methyl ether (CPME) was added to the reaction flask and the temperature of the reaction system was controlled at -50 °C to -70 °C. Liquid ammonia (30.3 g, 1.78 mol) was slowly added dropwise followed by 2.5 M n-butyllithium (n-BuLi) solution 396 mL (0.99 mol). White solid formation was observed during the dropwise addition and the reaction was maintained at this temperature for 0.5 hr. Next, a mixed solution of (R)-tert-butyl thiobutyl tert-butyl tert-butyl tert-butyl sulfite (160.9 g, 0.83 mmol, 96.2% ee) and 2-chloropropane (86.4 g, 1.1 mmol) dissolved in cyclopentyl methyl ether was added dropwise (this solution was the reaction product of step 2). After the dropwise addition, the reaction was kept at a low temperature and continued to stir for 1 h. The completion of the reaction was monitored by TLC. At the end of the reaction, the reaction solution was concentrated under reduced pressure to remove the solvent, 1500 mL of methyl tert-butyl ether (MTBE) was added and filtered through diatomaceous earth. After the filtrate was concentrated under reduced pressure, 140 mL of cyclohexane was added, and the crystals were precipitated with stirring from -10 °C to 0 °C to obtain 79.5 g of white fine needle-like crystals of (R)-(+)-tert-butylsulfinamide in 79% yield. The product was analyzed by HPLC: purity 99.1%, enantiomeric excess value (ee) 99.8%.

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.

(R)-(+)-2-Methyl-2-propanesulfinamide Preparation Products And Raw materials

Raw materials

Vanadyl acetylacetonate 2-Chloro-2-methylpropane Hydrogen peroxide Sodium sulfate (S)-TERT-LEUCINOL 3,5-Di-tert-butylsalicylaldehyde Sulfur dioxide Potassium carbonate Ferric nitrate Triethylamine (R)-(+)-1-Phenylethylamine Palladium Di-tert-butyl disulfide L-1-Phenylethylamine Tetrahydrofuran Diethyl ether Ammonium chloride Ethyl acetate Hydrochloric acid Dichloromethane Methanol Thionyl chloride PETROLEUM ETHER Magnesium Lithium Sulfuric acid Ammonia

Preparation Products

More
Less

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

Americas 1 Belgium 1 Canada 2 China 401 Europe 3 France 1 Germany 4 India 12 Japan 2 Switzerland 1 United Kingdom 13 United States 45 Global 486
Pure Chemistry Scientific Inc.
Tel
001-857-928-2050 or 1-888-588-9418
Fax
001-617-206-9595
Email
sales@chemreagents.com
Country
United States
ProdList
10186
Advantage
62
ChemPep, Inc.
Tel
+1 (888) 615-9178 / (561) 791-8787
Fax
+1 (561) 791-8728
Email
service@chempep.com
Country
United States
ProdList
2138
Advantage
57
HBCChem, Inc.
Tel
+1-510-219-6317
Fax
+1-650-486-1361
Email
sales@hbcchem.com
Country
United States
ProdList
10648
Advantage
60
Accela ChemBio Inc.
Tel
+1(858) 699-3322
Fax
+1(858) 876-1948
Email
marketing@accelachem.com
Country
United States
ProdList
6024
Advantage
65
AbaChemScene
Tel
732-484-9848
Fax
888-484-5008
Email
sales@chemscene.com
Country
United States
ProdList
3982
Advantage
60
Accela ChemBio Inc.
Tel
+1-858-6993322
Fax
(+1)-858-876-1948
Email
info@accelachem.com
Country
United States
ProdList
21193
Advantage
58
Alchem Pharmtech,Inc.
Tel
8485655694
Email
sales@alchempharmtech.com
Country
United States
ProdList
63687
Advantage
58
Aladdin Scientific
Tel
Email
tp@aladdinsci.com
Country
United States
ProdList
57505
Advantage
58
Aceschem Inc.
Tel
+1-817863-6948 +1-（817）863-6948
Email
sales@aceschem.com
Country
United States
ProdList
19632
Advantage
58
United States Biological
Tel
--
Fax
--
Email
sales@advtechind.com
Country
United States
ProdList
6075
Advantage
58
Synthonix Inc
Tel
--
Fax
--
Email
info@synthonix.com
Country
United States
ProdList
6872
Advantage
58
Abblis Chemicals LLC
Tel
--
Fax
--
Email
info@abblis.com
Country
United States
ProdList
1272
Advantage
0
Small Molecules, Inc.
Tel
--
Fax
--
Email
sales@small-molecules.com
Country
United States
ProdList
990
Advantage
50
Strem Chemicals, Inc.
Tel
--
Fax
--
Email
info@strem.com
Country
United States
ProdList
4910
Advantage
86
Riedel-de Haen AG
Tel
--
Fax
--
Country
United States
ProdList
6773
Advantage
87
TCI America
Tel
--
Fax
--
Email
sales@tciamerica.com
Country
United States
ProdList
6909
Advantage
75
Frontier Scientific, Inc.
Tel
--
Fax
--
Email
sales@frontiersci.com
Country
United States
ProdList
6222
Advantage
86
Matrix Scientific
Tel
--
Fax
--
Email
sales@matrixscientific.com
Country
United States
ProdList
6632
Advantage
80
Richman Chemical Inc.
Tel
--
Fax
--
Email
kac@richmanchemical.com
Country
United States
ProdList
692
Advantage
67
Anvia Chemicals, LLC
Tel
--
Fax
--
Email
sales@anviachem.com
Country
United States
ProdList
3933
Advantage
0
Wilshire Chemical Company Inc.
Tel
--
Fax
--
Email
WilshrChem@AOL.COM
Country
United States
ProdList
3498
Advantage
58
Ring Specialty Chemicals Inc.
Tel
--
Fax
--
Email
info@ringchemicals.com
Country
United States
ProdList
888
Advantage
39
Alfa Aesar
Tel
--
Fax
--
Email
tech@alfa.com
Country
United States
ProdList
6814
Advantage
81
3B Scientific Corporation
Tel
--
Fax
--
Email
sales@3bsc.com
Country
United States
ProdList
6962
Advantage
56
Combi-Blocks Inc.
Tel
--
Fax
--
Email
sales@combi-blocks.com
Country
United States
ProdList
6618
Advantage
69
Chem-Impex International, Inc.
Tel
--
Fax
--
Country
United States
ProdList
6730
Advantage
64
NetQem
Tel
--
Fax
--
Email
sales@netqem.us
Country
United States
ProdList
1641
Advantage
38
Beta Pharma, Inc.
Tel
--
Fax
--
Email
sales@betapharma.com
Country
United States
ProdList
6226
Advantage
60
AstaTech, Inc
Tel
--
Fax
--
Email
sales@astatechinc.com
Country
United States
ProdList
6371
Advantage
58
Waterstone Technology, LLC
Tel
--
Fax
--
Email
sales@waterstonetech.com
Country
United States
ProdList
6786
Advantage
30
2A PharmaChem USA
Tel
--
Fax
--
Email
sales@2apharmachem.com
Country
United States
ProdList
6137
Advantage
39
3B Scientific Corporation
Tel
--
Fax
--
Email
sales@3bsc.com
Country
United States
ProdList
6718
Advantage
47
HONEST JOY HOLDINGS LIMITED
Tel
--
Fax
--
Email
sales@honestjoy.cn
Country
United States
ProdList
6675
Advantage
54
APAC Pharmaceutical, LLC
Tel
--
Fax
--
Email
sales@apacpharma.com
Country
United States
ProdList
6322
Advantage
38
Ivy Fine Chemicals
Tel
--
Fax
--
Email
sales@ivychem.com
Country
United States
ProdList
6493
Advantage
58
Synergetica, Inc.
Tel
--
Fax
--
Email
lee.dewitt@synergeticainc.com
Country
United States
ProdList
100
Advantage
51
AK Scientific, Inc.
Tel
--
Fax
--
Email
sales@aksci.com
Country
United States
ProdList
6347
Advantage
65
QVENTAS INC.
Tel
--
Fax
--
Email
mike@qventas.com
Country
United States
ProdList
383
Advantage
47
D-L Chiral Chemicals, LLC
Tel
--
Fax
--
Country
United States
ProdList
977
Advantage
42
NetChem, Inc.
Tel
--
Fax
--
Email
sales@netchem.com
Country
United States
ProdList
6960
Advantage
51
Advanced Asymmetrics, Inc.
Tel
--
Fax
--
Email
sales@advancedasymmetrics.com
Country
United States
ProdList
521
Advantage
42
Small Molecules, Inc.
Tel
--
Fax
--
Email
sales@small-molecules.com
Country
United States
ProdList
1218
Advantage
30
BOSCHE SCIENTIFIC, LLC
Tel
--
Fax
--
Email
Sales@BoscheSci.com
Country
United States
ProdList
6477
Advantage
55
ChemFocus, LLC
Tel
--
Fax
--
Email
liya_chen@chem-focus.com
Country
United States
ProdList
276
Advantage
30
Atlantic SciTech Group, Inc.
Tel
--
Fax
--
Email
sales@astginc.com
Country
United States
ProdList
2308
Advantage
43
More
Less

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

Hebei Chuanghai Biotechnology Co., Ltd
Product
(R)-(+)-2-Methyl-2-propanesulfinamide 196929-78-9
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20 mt
Release date
2024-11-21
Henan Aochuang Chemical Co.,Ltd.
Product
(R)-(+)-2-Methyl-2-propanesulfinamide 196929-78-9
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-09-27
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

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

tert-Butylbenzene 2-tert-Butylphenol 4-tert-Butylphenol METSULFURON METHYL tert-Butyl methyl ether Methyl acetate Methyl 4-tert-butylbenzoate Methylparaben Bensulfuron methyl tert-Butyl hydroperoxide tert-Butyldimethylsilyl chloride Methyl acrylate 4-tert-Butylcatechol Kresoxim-methyl TERT-BUTYLSULFONAMIDE Thiophanate-methyl Methyl Parathion-methyl

  • R- tert butyl sulfenaMide
  • (R)-(+)-TERT-BUTANESULFINAMIDE
  • (R)-TERT-BUTANESULFINAMIDE
  • (R)-(+)-T-BUTANESULFINAMIDE
  • (R)-(+)-T-BUTYLMETHYLSULFINAMIDE
  • (R)-(+)-T-BUTYLSULFINAMIDE
  • (R)-(+)-TERT-BUTYLSULFINAMIDE
  • (R)-(+)-TERT-BUTYL SULPHINAMIDE
  • (R)-2-METHYLPROPANE-2-SULFINAMIDE
  • (R)-(+)-2-METHYL-PROPANE-2-SULFINIC ACID AMIDE
  • (R)-(+)-2-METHYL-2-PROPANESULFINAMIDE
  • (R)-2-METHYL-2-PROPANESULFINAMIDE
  • (R)- (+)- 2-Methyl-2-propanesulphinaMide
  • (R)-(+)-2-Methyl-2-propanesulfinaMide / (R)-tert-ButanesulfinaMide
  • Trityl glycidyl ether
  • (R)-(+)-2-Methyl-2-propanesulfinamide solution
  • 2-Propanesulfinamide, 2-methyl-, [S(R)]-
  • (<i>R</i>)-(+)-<i>tert</i>-Butylsulfinamide
  • (R)-(+)-2-Methyl-2-propanesulfinaMide, 97+%
  • (R)-(+)-2-Methyl-2-propanesulfinamide 98%
  • (R)-(+)-2-Methyl-2-propanesulfinamide≥ 99% (HPLC, Chiral purity)
  • (R)-2-Methyl-2-propanesulfinamide,99%e.e.
  • (R)-(+)-t-Butylsulfinamide, min. 97%
  • (R)-(+)-2-methyyl-2-propanesulfinamide
  • DASO-002
  • (R)-TERT-BUTANESULFINAMIDE / (R)-(+)-2-METHYL-2-PROPANESULFINAMIDE
  • (R)-(+)-2-METHYL-2-PROPANESULFINAMIDE, 98+%
  • R-(+)-Tert-Butansulfinamide
  • (R)-(+)-t-Butylmethylsulfinamide,min.97%
  • (R)-(+)-tert-Butyl sulphinamide 98%
  • (R)-(+)-t-Butyl sulfinamide, 98% ee
  • (R)-N-tert-Butanesulfinamide
  • (R)-(+)-2-Methylpropane-2-sulphinamide
  • (R)-(+)-t-Butylmethylsulfinamide, min. 97%
  • (R)-(+)-Methyl-2-propanesulfinamide
  • (R)-(+)-2-Methylpropane-2-sulphinamide 98%
  • (R)-(+)-tert-Butylsulfinamide &gt
  • -2-propanesuL
  • (R)-(+) -tert-butylsulfonamide
  • (R)-(+)-2-Methyl-2-propanesulfinamide USP/EP/BP
  • (R)-(-)-2-Methyl-2-Propane sulfonamide
  • R-(+)-TBSA
  • RSYY（Donepezil Hydrochloride)-8
  • Borax LR
  • S-(tert-butyl) (R)-2-methylpropane-2-sulfinothioate
  • Nicotinamide Impurity 18
  • (<i>R</i>)-(+)-2-Methyl-2-propanesulfinamide
  • (<i>R</i>)-(+)-2-Methyl-2-propanesulfinamide solution
  • (R)-(+)-tert-Butylsulfimide
  • 196929-78-9
  • 1969-78-9
  • 96929-78-9
  • 3196929-78-9
  • C6H19NOS
  • C4H11OSN
  • Chiral Auxiliaries
  • Asymmetric Synthesis
  • Sulfur-Based