(S)-(+)-3,3-Dimethyl-2-butylamine, CAS No. 22526-47-2

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22526-47-2

Catalog No. EBD3315720

CAS 22526-47-2

Name (S)-(+)-3,3-Dimethyl-2-butylamine

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Basic Information

Synonyms: (S)-(+)-3,3-Dimethyl-2-butylamine (S)-3,3-Dimethyl-2-butylamine (S)-2-Amino-3,3-dimethylbutane (S)-3,3-Dimethyl-2-aminobutane (2S)-3,3-dimethylbutan-2-amine

Molecular Formula: C6H15N

Molecular Weight: 101.19

Categories: Synthetic Chemistry > Organic Building Blocks > Amines Synthetic Chemistry > Catalysts and Ligands > Chiral Ligands

Product Description:

(S)-(+)-3,3-Dimethyl-2-butylamine is a chiral primary amine characterized by a bulky tert-butyl group adjacent to the amino group. This structural feature imparts significant steric hindrance and makes it a valuable chiral building block and ligand in asymmetric synthesis. Its primary application lies in organic synthesis, where it serves as a precursor for the preparation of various chiral auxiliaries and ligands. For instance, it is a key starting material for the synthesis of chiral oxazaborolidine catalysts, which are highly effective in the enantioselective reduction of prochiral ketones (e.g., the Corey-Bakshi-Shibata reduction). The sterically demanding nature of the amine is crucial for inducing high enantioselectivity in these catalytic processes. This compound is a specialty chemical of significant interest in academic and industrial research focused on developing new asymmetric methodologies. It is typically handled under inert atmosphere due to the sensitivity of primary amines, and standard safety protocols for basic, flammable organic compounds should be observed.

Physical Properties

Melting Point: -4 °C

Boiling Point: 103 °C

Flash Point: 2 °C

Density: 0.743 g/mL at 25 °C

Refractivity: n20/D 1.413

Safety Information

Packing Level: II

Hazard Category: 8(3)

Transport Codes: 2733PSN1