TCI D3808 with CAS number 644958-86-1 is (1R,2R)-N,N'-Dimethyl-N,N'-bis(3,3-dimethylbutyl)cyclohexane-1,2-diamine, a chiral diamine ligand built on a cyclohexane framework carrying two stereogenic centers of R,R configuration. The compound belongs to the family of bidentate nitrogen-donor ligands designed to bind transition metals and present an asymmetric environment around the metal center. In the laboratory, its role is to act as the stereochemistry-controlling component of a catalytic reaction — the part that determines which face of a substrate reacts more readily, so that the product forms with a preference for one enantiomer.
The principal characteristic that leads researchers to select this ligand is the rigidity of the trans-cyclohexane-1,2-diamine backbone, which keeps the distance and bite angle between the two nitrogen atoms consistent. The N-methyl and N-(3,3-dimethylbutyl) substitution adds bulky yet flexible steric hindrance around the coordination center, so spatial selectivity can be improved without blocking substrate approach entirely. This combination of alkyl groups also raises solubility in nonpolar to semipolar organic solvents, which makes the preparation of homogeneous catalyst solutions more straightforward.
In Indonesian laboratories, this ligand is typically used in university and institutional research settings where asymmetric synthesis is studied on a bench scale. It is generally handled in small quantities as part of catalyst screening work, in which several ligands are compared to identify which one gives the best enantiomeric preference for a given substrate. Work of this kind is normally carried out with standard organic synthesis equipment and inert-atmosphere technique, since the metal–ligand complexes involved are prepared in solution before the reaction is run.
- Asymmetric catalysis development — the R,R-configured diamine backbone provides a defined chiral environment around a bound transition metal, allowing researchers to steer product formation toward one enantiomer.
- Chiral ligand screening studies — because it is a discrete, well-defined bidentate ligand, it can be compared side by side with other diamines to establish which framework gives better stereochemical control.
- Transition metal complex preparation — the two nitrogen donor atoms coordinate metals in a bidentate fashion, giving complexes with a consistent bite angle suitable for reproducible catalyst synthesis.
- Enantioselective reaction optimization — the bulky but flexible N-alkyl substituents let researchers tune steric hindrance around the metal without preventing substrates from approaching the active site.
- Homogeneous catalysis in organic solvents — the methyl and 3,3-dimethylbutyl groups improve solubility in nonpolar to semipolar solvents, simplifying the preparation of clear, single-phase catalyst solutions.
| Brand | TCI |
|---|---|
| CAS number | 644958-86-1 |
| Molecular formula | — |
| Purity | — |
| Category | Chemistry > Asymmetric Synthesis > Chiral Catalysts, Chiral Ligands, Chiral Reagents |
| Pack sizes | available in laboratory research pack sizes; please confirm the currently offered packaging when ordering |
| Physical form | — |
| Storage | store as indicated on the manufacturer's label and accompanying safety data sheet |
- Catalog Number: D3808
- Chemical Name: (1R,2R)-N,N'-Dimethyl-N,N'-bis(3,3-dimethylbutyl)cyclohexane-1,2-diamine
Store the container tightly closed in a cool, dry, well-ventilated area away from heat sources, direct sunlight, and incompatible chemicals, following the storage conditions stated on the manufacturer's label and safety data sheet. Keep the material in its original supplier container, or transfer it only to clean, chemically compatible and clearly labelled glassware. As an amine-type compound, it should be kept away from strong acids and strong oxidizing agents. Handle it inside a fume hood using safety glasses, gloves, and a laboratory coat, and avoid contact with skin, eyes, and clothing as well as inhalation of any vapour. Because the ligand is normally used in metal-complex preparation, transfers are best carried out under inert atmosphere with dry solvents and dry, clean apparatus. Close the container immediately after use, record each withdrawal, and dispose of residues and contaminated consumables through the laboratory's designated chemical waste route in line with the safety data sheet.
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