7-Methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene TCI M1443

Chemical Identity

Other names: MTBD
CAS No.: 84030-20-6
PubChem: CID 123583·SID 125307354
Formula: C8H15N3
Molecular weight: 153.22 g/mol
Purity: >95.0%(GC)(T)
Reference databases: ChemSpider·ECHA·Wikipedia

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: 1-methyl-2,3,4,6,7,8-hexahydropyrimido[1,2-a]pyrimidine
SMILES: CN1CCCN2C1=NCCC2
InChIKey: OEBXWWBYZJNKRK-UHFFFAOYSA-N

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TCI M1443 7-Methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene, commonly abbreviated as MTBD, is a bicyclic guanidine base belonging to the family of organic superbases. The compound is the N-methyl derivative of TBD and is widely used in laboratories both as a strong base and as an organocatalyst. Its role is to supply very high basicity without introducing metal ions into the reaction system, which makes it well suited to transformations that require metal-free conditions. Because the guanidine nitrogen has been methylated, the compound no longer carries a reactive N-H group, and this structural difference strongly influences its behaviour in catalytic reactions.

The property that leads researchers to select MTBD is the combination of high basicity with low nucleophilic character. Conventional strong bases often attack electrophilic centres themselves and generate side products, whereas MTBD acts predominantly as a proton acceptor, so reactions proceed more cleanly. The absence of an N-H group also means that MTBD does not form hydrogen bonds as strongly as TBD does, a distinction that polymer researchers frequently exploit to control the mechanism and the rate of ring-opening polymerisation. The compound dissolves readily in a wide range of organic solvents.

In Indonesian laboratories, MTBD is typically encountered in synthetic organic chemistry groups, polymer research units, and university research facilities where metal-free catalysis is required. It is normally handled at the bench in small quantities, weighed or transferred under conditions that limit exposure to atmospheric moisture, and used in solution with common organic solvents. Institutions carrying out method development and reaction optimisation generally keep it alongside other organic superbases so that basicity and nucleophilicity can be compared directly.

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Dopants for Organic Electronics Research 2025-06-06 · p. 2

Related TCI products

Metal-free organocatalysis: MTBD delivers very high basicity without introducing metal ions, making it appropriate for reactions in which metal contamination of the product must be avoided entirely.
Ring-opening polymerisation: polymer researchers use MTBD because the absence of an N-H group changes its hydrogen-bonding behaviour compared with TBD, allowing the polymerisation mechanism and rate to be controlled.
Deprotonation of weakly acidic substrates: the compound acts as a strong proton acceptor, enabling the generation of anionic intermediates under conditions where metal-containing bases are unsuitable.
Clean base-mediated synthesis: because MTBD has low nucleophilic character, it is far less likely than conventional strong bases to attack electrophilic centres and produce unwanted side products.
Comparative basicity studies: MTBD serves as a reference N-methyl guanidine superbase when researchers evaluate how methylation of the guanidine nitrogen alters basicity and reaction outcome relative to TBD.

Brand	TCI
CAS number	84030-20-6
Molecular formula	—
Purity	—
Category	Chemistry > Synthetic Reagents > Acids, Bases [Synthetic Reagents]
Pack sizes	available in the standard TCI catalogue pack sizes; please confirm the current options when ordering
Physical form	—
Storage	keep in a tightly closed container, protected from atmospheric moisture

Chemical family: bicyclic guanidine organic superbase, the N-methyl derivative of TBD
Solubility: soluble in a wide range of common organic solvents

Store MTBD in a tightly closed original container in a cool, dry, well-ventilated area, away from moisture and from incompatible materials such as acids and strong oxidising agents. Because the compound is a strong organic base, containers should be chemically resistant and kept firmly sealed to limit contact with atmospheric moisture and carbon dioxide. Handle it inside a fume hood, wearing chemical-resistant gloves, safety goggles, and a laboratory coat, and avoid contact with skin and eyes as well as inhalation of any vapour. Transfer and weighing should be carried out promptly so that the container spends as little time open as possible. Consult the manufacturer's safety data sheet before use and follow your institution's chemical waste procedures for disposal.

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