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CAS 5779-98-6

4-Methoxy-3-(methoxymethoxy)benzaldehyde TCI M3066

4-Methoxy-3-(methoxymethoxy)benzaldehyde TCI M3066

Chemical Identity

CAS No.
5779-98-6
Formula
C10H12O4
Molecular weight
196.20 g/mol
Purity
>96.0%(GC)
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
4-methoxy-3-(methoxymethoxy)benzaldehyde
SMILES
COCOC1=C(C=CC(=C1)C=O)OC
InChIKey
XALCXORBYJTCRY-UHFFFAOYSA-N
PubChem
CID 640152
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TCI M3066 is 4-Methoxy-3-(methoxymethoxy)benzaldehyde, CAS number 5779-98-6, a non-heterocyclic building block that is essentially a doubly functionalised benzaldehyde derivative. The molecule carries an aldehyde group as its reactive centre, a methoxy group as an electron donor, and a methoxymethyl (MOM) ether group protecting the phenolic hydroxyl. In organic synthesis laboratories, compounds designed this way are highly valued because they save steps: researchers do not need to carry out the phenol protection themselves, and can instead move directly to reaction chemistry at the aldehyde group.

The characteristic that makes this material a preferred choice is the orthogonal protection strategy built into it. The MOM ether is stable towards basic conditions, nucleophiles, and many organometallic reagents, yet it can be removed in a controlled manner under acidic conditions at a late stage of a synthesis. This means researchers can run Wittig reactions, aldol condensations, reductive aminations, or Grignard reagent additions at the aldehyde group without worrying that a free phenol will interfere with the course of the reaction. The methoxy and ring-oxygen substitution pattern also resembles motifs commonly encountered in natural product chemistry.

In Indonesian laboratories, this building block is typically used in university and institutional organic synthesis groups, in natural product and medicinal chemistry research, and in method development work where a reliably protected benzaldehyde intermediate is needed. Because the protecting group is already installed, research teams working with limited reagent inventories and tight project timelines can shorten their synthetic route and reduce the number of purification steps required before reaching the target scaffold.

  • Wittig and related olefination reactions: the aldehyde group reacts cleanly with phosphorus ylides while the MOM-protected phenol remains untouched under the basic conditions these reactions require.
  • Aldol condensation chemistry: the benzaldehyde centre serves as the electrophilic partner, and the protected phenolic oxygen prevents unwanted side reactions that a free hydroxyl would otherwise cause.
  • Grignard and organometallic additions: organomagnesium and related reagents add to the aldehyde carbonyl without being consumed by an acidic phenolic proton, improving the efficiency of the addition step.
  • Reductive amination toward amine intermediates: the aldehyde is condensed with amines and reduced, giving benzylamine-type products while the MOM group survives intact for later acidic removal.
  • Natural product and medicinal chemistry scaffold construction: the methoxy and ring-oxygen substitution pattern mirrors motifs found in natural products, making this a convenient entry point for target-oriented synthesis.

Brand TCI (Tokyo Chemical Industry)
CAS number 5779-98-6
Molecular formula —
Purity —
Category Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Pack sizes available in standard research-scale packaging; please confirm the available pack size when ordering
Physical form —
Storage keep in a cool, dry place in the tightly closed original container
  • Chemical name: 4-Methoxy-3-(methoxymethoxy)benzaldehyde

Store the container tightly closed in a cool, dry, well-ventilated area away from direct sunlight, heat sources, and strong acids, since acidic conditions are precisely what cleave the MOM protecting group. Keep the material in its original supplier container or in a compatible tightly sealed glass container, clearly labelled. Handle inside a fume hood using safety glasses, gloves, and a laboratory coat, and avoid generating dust, inhaling vapour, or allowing contact with skin and eyes. Weigh out only the quantity needed, reseal promptly to limit moisture uptake, and dispose of residues and contaminated materials through the laboratory's chemical waste procedure. Always consult the manufacturer's safety data sheet before first use.

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