Description

(S)-(-)-2-Methyl-2-propanesulfinamide (CAS No. 343338-28-3) is a high-purity chiral sulfinamide reagent widely utilized in asymmetric synthesis and pharmaceutical research. This compound, with the molecular formula C₄H₁₁NOS, serves as a versatile building block for the preparation of enantiomerically pure amines, alcohols, and other chiral intermediates. Its tert-butylsulfinyl group acts as an effective chiral auxiliary, enabling highly stereoselective transformations such as nucleophilic additions to imines (Ellman’s chemistry).

Available in ≥97% purity, this white to off-white crystalline powder is rigorously tested for quality assurance, ensuring optimal performance in synthetic applications. It is soluble in common organic solvents like dichloromethane, THF, and methanol, facilitating easy handling in laboratory settings. Store under inert conditions (2-8°C) to maintain stability and prevent moisture absorption.

Ideal for researchers in medicinal chemistry, catalysis, and agrochemical development, this reagent is supplied with comprehensive analytical data (HPLC, NMR, MS) to support traceability and regulatory compliance.

Properties

• CAS Number: 343338-28-3
• Complexity: 84.2
• IUPAC Name: (S)-2-methylpropane-2-sulfinamide
• InChI: InChI=1S/C4H11NOS/c1-4(2,3)7(5)6/h5H2,1-3H3/t7-/m0/s1
• InChI Key: CESUXLKAADQNTB-ZETCQYMHSA-N
• Exact Mass: 121.05613515
• Molecular Formula: C4H11NOS
• Molecular Weight: 121.20
• SMILES: CC(C)(C)[S@](=O)N
• Topological: 62.3
• Monoisotopic Mass: 121.05613515
• Synonyms: 343338-28-3, (S)-(-)-2-Methyl-2-propanesulfinamide, (s)-2-methylpropane-2-sulfinamide, (S)-(-)-tert-Butylsulfinamide, (S)-tert-butanesulfinamide, (S)-(-)-t-Butylsulfinamide, (S)-tert-butylsulfinamide, (s)-2-methyl-2-propanesulfinamide, (S)-t-butyl sulfinamide, MFCD05861480, C4H11NOS, (S)-t-butanesulfinamide, (S)-tert.-butylsulfinamide, (S)-tert butyl sulphinamide, (S)-(-)tert-Butanesulfinamide, CESUXLKAADQNTB-ZETCQYMHSA-N, (5)-2-methylpropane-2-sulfinamide, CS-B0438, STR09874, (S)-2-methyl propane-2-sulfinamide, (S)-2-methyl-2-propane-sulfinamide, (S)-2-methyl-propane-2-sulfinamide, AC-763, AKOS005137934, AKOS015897477, AC-4655, FM14877, (S)-(-)2-methyl-2-propanesulfinamide, (S)-(+)-2-methyl-2-propanesulfinamide, (S)-(-)-2-methylpropane-2-sulfinamide, (5)-(-)-2-methyl-2-propanesulfinamide, BP-20535, HY-40229, (s)-(-)-2-methyl-2-propane sulfinamide, (S)-(-)-2-methyl-2-propane-sulfinamide, (S)-2-Methyl-propane-2-sulfinic acid amide, B2908, EN300-217222, (S)-(-)-2-Methyl-2-propanesulfinamide, 97%, (s)-(-)-2-methyl-propane-2-sulfinic acid amide, A808494, Q27280560

(S)-(-)-2-Methyl-2-propanesulfinamide is a key chiral auxiliary in asymmetric synthesis, enabling the stereoselective formation of C-N and C-C bonds. It is extensively used in the preparation of enantiopure amines via sulfinimine chemistry, with applications in pharmaceutical intermediates and ligand design. The compound also serves as a precursor for catalysts in enantioselective transformations, such as ketone reductions and Michael additions. Its robustness under diverse reaction conditions makes it a staple in academic and industrial R&D.

Safety and Hazards

GHS Hazard Statements

• H302 (11.1%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (66.7%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (66.7%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (66.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (11.1%)
• Skin Irrit. 2 (66.7%)
• Eye Irrit. 2 (66.7%)
• STOT SE 3 (66.7%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.