Description
Rel-(1R,2S)-cyclobutane-1,2-diamine (CAS No. 35953-65-2) is a high-purity chiral diamine compound with the molecular formula C4H10N2. This stereospecific building block is widely utilized in asymmetric synthesis, catalysis, and pharmaceutical research due to its rigid cyclobutane backbone and bifunctional amine groups. The compound is characterized by its cis-configuration, ensuring optimal spatial orientation for chelation and molecular recognition. Available in >98% purity (HPLC/GC), it is supplied as a clear to pale yellow liquid or solid, stored under inert conditions to maintain stability. Ideal for researchers requiring enantiomerically pure ligands or intermediates in medicinal chemistry and materials science applications.
Properties
- CAS Number: 35953-65-2
- Complexity: 45.5
- IUPAC Name: (1S,2R)-cyclobutane-1,2-diamine
- InChI: InChI=1S/C4H10N2/c5-3-1-2-4(3)6/h3-4H,1-2,5-6H2/t3-,4+
- InChI Key: VHCQWQAYVBRQQC-ZXZARUISSA-N
- Exact Mass: 86.084398327
- Molecular Formula: C4H10N2
- Molecular Weight: 86.14
- SMILES: C1C[C@@H]([C@@H]1N)N
- Topological: 52
- Monoisotopic Mass: 86.084398327
- Synonyms: Rel-(1R,2S)-cyclobutane-1,2-diamine, cis-cyclobutane-1,2-diamine, 35953-65-2, starbld0042834, SCHEMBL11363285, VHCQWQAYVBRQQC-ZXZARUISSA-N, (1R,2S)-cyclobutane-1,2-diamine, AKOS006339498, EN300-7572105
Rel-(1R,2S)-cyclobutane-1,2-diamine serves as a versatile chiral scaffold in asymmetric hydrogenation and C-C bond formation reactions. Its rigid structure enhances stereocontrol in transition-metal catalysis, particularly for synthesizing biologically active compounds. The diamine is also employed in the preparation of chiral auxiliaries and metal-organic frameworks (MOFs). Researchers value its utility in peptidomimetics and as a ligand for enantioselective transformations.
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