3,4,5-Trimethoxybenzaldehyde TCI T0059

Chemical Identity

CAS No.: 86-81-7
PubChem: CID 6858·SID 87576078
Formula: C10H12O4
Molecular weight: 196.20 g/mol
Purity: >98.0%(GC)
Reference databases: ChemSpider·ECHA·Wikipedia

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: 3,4,5-trimethoxybenzaldehyde
SMILES: COC1=CC(=CC(=C1OC)OC)C=O
InChIKey: OPHQOIGEOHXOGX-UHFFFAOYSA-N

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TCI T0059 3,4,5-Trimethoxybenzaldehyde is an aromatic aldehyde with three methoxy groups at the 3, 4, and 5 positions of the benzene ring. It is a non-heterocyclic building block widely used in organic synthesis and medicinal chemistry. The trimethoxyphenyl motif appears in many bioactive compounds, including the antibacterial drug trimethoprim and a range of natural product analogues such as the combretastatins. Because its aldehyde group is reactive, the compound is a practical starting point for building more complex molecules in the research laboratory.

Chemists choose this compound because it pairs a versatile aldehyde group with an electron-rich aromatic ring. The aldehyde can take part in aldol and Knoevenagel condensations, Wittig reactions, reductive amination, and imine formation, which opens many routes to new carbon–carbon and carbon–nitrogen bonds. The three methoxy groups give the molecule distinctive electronic and steric properties and match the substitution pattern found in many natural products. For this reason the scaffold is often used in structure–activity relationship studies. Reactions with the compound are also easy to follow with routine analytical techniques such as thin-layer chromatography (TLC) and spectroscopy.

In Indonesia, this material suits organic chemistry, pharmacy, and natural product chemistry laboratories at universities and research institutions. Researchers working on synthetic analogues of bioactive natural products, students carrying out final-year or graduate synthesis projects, and teams exploring new drug candidates can all use it as a dependable intermediate. Because it is a well-characterised TCI reagent, it supports reproducible results in teaching laboratories as well as in more advanced research programmes focused on medicinal and synthetic chemistry.

Related TCI products

Medicinal chemistry synthesis: the trimethoxyphenyl motif found in trimethoprim and combretastatin analogues makes this aldehyde a logical starting material for building new bioactive candidate molecules.
Condensation reactions: the reactive aldehyde group readily undergoes aldol and Knoevenagel condensations, so it can extend carbon frameworks into chalcones, cinnamic derivatives, and related conjugated products.
Wittig olefination: the aldehyde reacts well with phosphonium ylides to form substituted stilbenes and alkenes, which are key structures in combretastatin-type natural product analogue research.
Reductive amination and imine formation: the carbonyl group reacts with primary and secondary amines, giving a simple route to benzylamines, Schiff bases, and nitrogen-containing intermediates for further synthesis.
Structure–activity relationship studies: the distinctive electronic and steric profile of the three methoxy groups lets researchers compare substitution patterns and see how they affect biological activity.

Brand	TCI (product code T0059)
CAS number	86-81-7
Molecular formula	—
Purity	—
Category	Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Pack sizes	available in the pack sizes offered by TCI; please contact AMI Scientific for current options
Physical form	see the TCI product specification and Certificate of Analysis
Storage	keep tightly closed in a cool, dry, well-ventilated place, following the TCI label and SDS

Store 3,4,5-Trimethoxybenzaldehyde in its original, tightly sealed container in a cool, dry, well-ventilated area, away from direct sunlight, heat sources, and strong oxidising agents. Aldehydes can slowly oxidise in air, so close the container right after use and limit how long it stays open. Always follow the storage conditions on the TCI label and in the Safety Data Sheet. Handle the compound in a fume hood or well-ventilated area. Wear standard personal protective equipment, including safety glasses, a lab coat, and chemical-resistant gloves. Avoid creating dust, breathing it in, or letting it touch your skin or eyes. Use clean, dry tools to prevent contamination, label any secondary containers clearly, and dispose of waste according to institutional and local chemical waste rules.

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