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TCI

CAS 2186-24-5

2-[(p-Tolyloxy)methyl]oxirane TCI C0797

2-[(p-Tolyloxy)methyl]oxirane TCI C0797

Chemical Identity

Other names
2-[(4-Methylphenoxy)methyl]oxirane · p-Cresyl Glycidyl Ether · 1-p-(Tolyloxy)-2,3-epoxypropane
CAS No.
2186-24-5
PubChem
CID 16606
Formula
C10H12O2
Molecular weight
164.20 g/mol
Purity
>95%(GC)(qNMR)
Reference databases
ECHA
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
2-[(4-methylphenoxy)methyl]oxirane
SMILES
CC1=CC=C(C=C1)OCC2CO2
InChIKey
CUFXMPWHOWYNSO-UHFFFAOYSA-N
MDL
MDL00046991
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2-[(p-Tolyloxy)methyl]oxirane from TCI, also known as glycidyl p-tolyl ether, is an epoxide made of a three-membered oxirane ring and a p-tolyl group joined through a methylene ether bridge. TCI lists it under Asymmetric Synthesis > Chiral Building Blocks. The product name has no (R) or (S) configuration descriptor, so buyers should check the stereochemical form on the label or certificate of analysis. In the laboratory, the compound is used as a substrate for epoxide ring-opening reactions that build aryloxypropanol frameworks.

The main appeal of this material is its strained epoxide ring, which reacts readily with nucleophiles. Amines, alcohols, thiols, or azides can open the ring regioselectively, usually at the less hindered carbon atom, to give β-substituted alcohols. Reaction with amines gives the aryloxypropanolamine pattern, an important structural motif in medicinal chemistry. The stereogenic centre sits on the oxirane ring, so glycidyl aryl ethers like this one are also common model substrates in kinetic resolution and asymmetric catalysis studies. This lets researchers test new catalysts and methods on a well-understood scaffold.

In Indonesian laboratories, this material is relevant to university organic chemistry research groups, pharmaceutical and medicinal chemistry laboratories, and research institutes that work on synthetic methods. Graduate students and researchers can use it to explore nucleophilic ring-opening chemistry, prepare aryloxypropanol and aryloxypropanolamine intermediates, or compare catalytic systems in asymmetric synthesis projects. Because the configuration is not stated in the product name, laboratories should confirm the stereochemical form from the supplied documentation before starting stereoselective work.

TCI brochures (PDF)

  • Epoxide ring-opening studies: the strained oxirane ring reacts readily with nucleophiles, which makes this compound a convenient substrate for studying regioselective ring opening at the less hindered carbon.
  • Synthesis of aryloxypropanol frameworks: ring opening with alcohols, thiols, or azides gives β-substituted alcohols that carry the p-tolyloxy group, which are useful building blocks for further synthetic steps.
  • Preparation of aryloxypropanolamines: reaction with amines produces the aryloxypropanolamine pattern, an important structural motif in medicinal chemistry, so the compound suits exploratory work in pharmaceutical research laboratories.
  • Kinetic resolution research: the stereogenic centre on the oxirane ring makes glycidyl aryl ethers common model substrates for testing kinetic resolution methods and comparing how selective different catalysts are.
  • Asymmetric catalysis method development: as a chiral building block with a well-understood reactivity profile, it lets researchers benchmark new asymmetric catalysts against an established class of epoxide substrates.

Brand TCI (product code C0797)
CAS number 2186-24-5
Molecular formula —
Purity —
Category Chemistry > Asymmetric Synthesis > Chiral Building Blocks
Pack sizes confirm available pack sizes with AMI Scientific before ordering
Physical form see the TCI label or certificate of analysis; stereochemical form (R, S, or racemic) should also be confirmed there
Storage follow the storage conditions on the TCI label and safety data sheet

Store 2-[(p-Tolyloxy)methyl]oxirane in its original tightly closed container in a cool, dry, well-ventilated area, as directed on the TCI label and safety data sheet. Keep it away from moisture, heat sources, strong acids, strong bases, and oxidizing agents, because epoxides can react with these materials. Handle the compound in a fume hood and wear chemical-resistant gloves, safety glasses, and a laboratory coat. Avoid skin contact and inhaling vapours. Read the safety data sheet before use, and dispose of residues and contaminated materials according to institutional and local chemical waste regulations.

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