• 3,4-Dihydro-2-methoxy-4-methyl-2H-pyran (cis- and trans- mixture) (CAS 53608-95-0) - TCI D2053 - AMI Scientific
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TCI

CAS 53608-95-0

3,4-Dihydro-2-methoxy-4-methyl-2H-pyran (cis- and trans- mixture) TCI D2053

3,4-Dihydro-2-methoxy-4-methyl-2H-pyran (cis- and trans- mixture) TCI D2053
Rp 2.539.950,00
Rp 2.539.950,00
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TCI D2053 3,4-Dihydro-2-methoxy-4-methyl-2H-pyran (CAS 53608-95-0) is a partially unsaturated pyran compound supplied as a mixture of cis and trans isomers. Its structure consists of a six-membered oxygen-containing ring bearing one enol ether double bond, a methoxy group at the acetal position, and a methyl group on the ring backbone. In the laboratory, this compound serves both as a non-heterocyclic aliphatic building block and as a versatile reagent: the combination of an enol ether and an acetal centre makes it an electron-rich species that is reactive toward electrophiles, acid catalysts, and cycloaddition partners across a wide range of modern organic synthesis schemes.

The property that makes this material a frequent choice is precisely that dual reactivity. The enol ether double bond is electron-rich, so it is readily attacked by electrophiles and can take part in cycloaddition reactions, while the methoxylated acetal centre is easily activated by acid to form cyclic oxocarbenium ions that are useful as reactive intermediates. Its liquid form makes volumetric measurement and stepwise addition to a reaction mixture straightforward. Supply as a cis and trans mixture is also a practical consideration, since many downstream transformations remove the stereochemical distinction between the two isomers, so the mixture is suitable for general synthetic use.

In Indonesian laboratories, this reagent is typically used in university and institutional synthetic organic chemistry groups, in research units developing heterocyclic and carbohydrate-like frameworks, and in method development work at pharmaceutical and fine chemical R&D laboratories. It is normally handled at bench scale in a fume hood as part of multi-step synthesis routes, where a liquid building block that can be dispensed by volume fits well with the small-scale glassware and inert-atmosphere setups commonly available.

  • Cycloaddition chemistry — the electron-rich enol ether double bond acts as a reliable dienophile or alkene partner, allowing researchers to build oxygen-containing ring systems in a single controlled step.
  • Oxocarbenium ion generation — treatment with an acid catalyst activates the methoxylated acetal centre to give a cyclic oxocarbenium intermediate that can be trapped by a range of nucleophiles.
  • Non-heterocyclic aliphatic building block use — the compound introduces a pre-formed six-membered oxygenated ring plus a methyl substituent, shortening multi-step routes toward more elaborate target molecules.
  • Electrophilic addition studies — because the enol ether alkene is inherently electron-rich, it responds predictably to electrophiles, making it useful for probing reactivity and reaction mechanism in teaching and research work.
  • Multi-step synthesis method development — its liquid form permits accurate volumetric dosing and gradual addition, which helps chemists control exotherms and optimise stoichiometry when screening new reaction conditions.

Brand TCI (Tokyo Chemical Industry)
CAS number 53608-95-0
Molecular formula —
Purity —
Category Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Pack sizes available in standard TCI catalogue pack sizes; please confirm the currently available packaging when ordering
Physical form liquid
Storage store as indicated on the manufacturer's label and safety data sheet
  • Isomer composition: supplied as a mixture of cis and trans isomers

Store the container tightly closed in a cool, dry, well-ventilated area away from heat, direct sunlight, ignition sources, and strong acids or oxidising agents, following the storage conditions stated on the manufacturer's label and safety data sheet. As an acid-sensitive enol ether and acetal, the material is best kept in its original tightly sealed glass bottle, and an inert-gas headspace is advisable for bottles that will be opened repeatedly. Handle and dispense in a fume hood using dry glassware, and wear safety glasses, chemically resistant gloves, and a laboratory coat. Keep away from moisture, transfer with clean dry syringes or pipettes, wipe up spills promptly with an inert absorbent, and consult the safety data sheet before first use and for waste disposal.

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