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Description
TCI D3792 N,N'-Dicyclohexyl-4-morpholinecarboxamidine (CAS 4975-73-9) is an organic base reagent belonging to the substituted guanidine family, combining an amidine core with two cyclohexyl groups and one morpholine ring. Because it contains a morpholine ring, the compound is classified as a heterocyclic building block, although its primary role in the laboratory is as a strong, non-nucleophilic organic base. It is widely used to neutralise acid generated during reactions, to form amidinium salts of acidic compounds so that they are easier to purify, and to facilitate alkylation and condensation reactions that require a controlled basic environment.
The property that makes this reagent a preferred choice is its high amidine basicity combined with the substantial steric hindrance contributed by the two cyclohexyl groups. That combination makes it effective at abstracting protons while leaving it reluctant to attack electrophilic centres, so side reactions caused by nucleophilic attack from the base itself can be suppressed to a meaningful degree. The morpholine ring contributes an ether oxygen atom that improves solubility in solvents of moderate polarity and slightly moderates the basic character of the molecule, giving chemists a more predictable base for sensitive transformations.
In Indonesian laboratories this reagent is typically used in synthetic organic chemistry groups at universities, research institutes and industrial R&D units that carry out multi-step preparations. It is normally handled at the bench scale, weighed out in a fume hood and introduced into reactions in organic solvent, either as a stoichiometric acid scavenger or as a base for salt formation. Because it is supplied as a catalogue research chemical, it suits method development, teaching-laboratory synthesis exercises and small-scale process trials rather than bulk production.
Laboratory Applications
- Acid scavenging in organic synthesis: it neutralises acid liberated during a reaction so the medium stays basic and acid-sensitive substrates or products are not degraded as the reaction proceeds.
- Amidinium salt formation for purification: it converts acidic compounds, including carboxylic acids, into crystalline amidinium salts that are considerably easier to isolate, wash and purify than the free acids.
- Alkylation reactions requiring a controlled basic environment: its high basicity deprotonates the substrate efficiently while its steric bulk keeps the base itself from competing with the intended alkylation partner.
- Condensation reactions: it supplies the basic conditions such couplings need and, being reluctant to attack electrophilic centres, it limits the side products that less hindered bases commonly generate.
- Heterocyclic building block work: the morpholine ring in the structure makes it a candidate starting material or intermediate for chemists constructing more elaborate heterocyclic and guanidine-type molecular frameworks.
Specifications
- Brand: TCI (Tokyo Chemical Industry)
- CAS number: 4975-73-9
- Catalogue number: D3792
- Category: Chemistry > Building Blocks > Heterocyclic Building Blocks
- Pack sizes: supplied in the standard TCI research pack sizes; please refer to the current listing for the sizes available
- Storage: keep in a cool, dry place in a tightly closed original container, away from acids and moisture
Handling and Storage
Store the reagent in its original tightly closed container in a cool, dry, well-ventilated chemical store, away from acids, moisture and incompatible oxidising materials, since amidine bases readily take up atmospheric moisture and carbon dioxide. Use only clean, dry glass or chemically compatible plastic containers when transferring or preparing solutions, and close the container promptly after each use. Weigh and dispense inside a fume hood while wearing safety glasses, chemical-resistant gloves and a laboratory coat, and avoid skin, eye and inhalation contact, as strong organic bases can be corrosive and irritating. Keep away from sources of ignition, label all secondary containers clearly, and consult the manufacturer's safety data sheet before first use and before disposal, following institutional chemical waste procedures.
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