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TCI

CAS 6161-65-5

2-Methoxy-6-methylbenzoic Acid TCI M3208

2-Methoxy-6-methylbenzoic Acid TCI M3208

Chemical Identity

CAS No.
6161-65-5
PubChem
CID 273170·SID 468592336
Formula
C9H10O3
Molecular weight
166.17 g/mol
Purity
>98.0%(GC)(T)
Reference databases
ECHA
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
2-methoxy-6-methylbenzoic acid
SMILES
CC1=C(C(=CC=C1)OC)C(=O)O
InChIKey
MICCJGFEXKNBLU-UHFFFAOYSA-N
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TCI M3208 2-Methoxy-6-methylbenzoic Acid, bearing CAS number 6161-65-5, is a substituted benzoic acid carrying a methoxy group at position two and a methyl group at position six, that is, on both sides flanking the carboxylate group. The compound serves as an aromatic building block in organic synthesis laboratories, meaning a starting material that supplies a benzene ring skeleton with a specific substitution pattern. A double ortho substitution pattern of this kind is not easily constructed directly from simple benzene, so its availability as a ready-made material saves researchers a considerable number of working steps.

The property that makes this compound attractive is the steric hindrance surrounding the carboxylate group created by the two substituents flanking it. This condition forces the carboxylate group slightly out of the plane of the ring and produces a characteristic reactivity, which is why the compound is frequently used as a test substrate when researchers assess the strength of an acid activation method or an amide coupling method. Its methoxy group can be demethylated to a phenol to open new cyclization routes, while its methyl group can be functionalized further. This pair of substituents is also a motif commonly encountered in synthetic work.

In Indonesian laboratories, the material is typically handled within organic synthesis groups at universities and research institutes, as well as in method development work where a demanding substrate is needed to benchmark a reaction protocol. Supplied under the TCI brand within the TCI product category, it is ordinarily kept on the shelf as a standing reference compound for route scouting, coupling trials, and derivatization exercises that require a reliably characterized aromatic acid.

  • Aromatic building block in multi-step organic synthesis, supplying a pre-formed benzene ring with a specific ortho substitution pattern that would otherwise demand several additional preparative steps.
  • Benchmark substrate for amide coupling method development, since the steric hindrance around its carboxylate group makes it a demanding test of how effectively a coupling reagent performs.
  • Test substrate for carboxylic acid activation studies, where researchers evaluate whether an activation protocol can overcome the hindrance imposed by the two flanking substituents.
  • Precursor for demethylation chemistry, because the methoxy group can be converted to a phenol and thereby open new cyclization routes toward more elaborate ring systems.
  • Starting material for side-chain functionalization work, as the methyl group at position six can be functionalized further to extend the molecular framework in subsequent transformations.

Brand TCI
CAS number 6161-65-5
Molecular formula —
Purity —
Category TCI
Pack sizes available in standard TCI catalogue pack sizes; please confirm the required packing when ordering
Physical form —
Storage store according to the conditions stated on the manufacturer's label and safety data sheet
  • Chemical name: 2-Methoxy-6-methylbenzoic Acid
  • Product code: M3208

Store the container tightly closed in a cool, dry, and well-ventilated area, away from direct sunlight, moisture, and incompatible materials, following the conditions stated on the manufacturer's label and safety data sheet. Keep the material in its original supplier container, or in a clean, chemically resistant, well-sealed container that is clearly labelled with the compound name and CAS number. Handle the solid in a fume hood to avoid dust formation and inhalation, and wear suitable personal protective equipment including safety goggles, gloves, and a laboratory coat. Avoid contact with skin and eyes, and wash hands thoroughly after handling. Dispose of residues and contaminated packaging in accordance with applicable institutional and local chemical waste regulations.

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