4,4-Dimethyl-2-oxazoline TCI D2742

Name: TCI D2742 30093-99-3 4,4-Dimethyl-2-oxazoline
Brand: TCI
SKU: TCI2510D274223067
Price: 1918350.0 IDR
Availability: InStock

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Volume 5mL

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Description

TCI's 4,4-Dimethyl-2-oxazoline is a liquid heterocyclic building block built around a five-membered oxazoline ring containing one nitrogen atom, one oxygen atom, and two methyl groups at the 4-position. The oxazoline ring is a highly valued motif in synthetic chemistry because it performs a dual role: it acts as a protecting and directing group for carboxylic acids, and it serves as a nitrogen-donor unit in both chiral and achiral ligands. The open 2-position of this compound distinguishes it from 2-alkyloxazolines, since that site can be further functionalized through reaction with strong bases and electrophiles.

The property that makes this material a preferred choice is the stability of the oxazoline ring toward bases and nucleophiles, combined with the ease of ring opening under aqueous acidic conditions. The two methyl groups on the quaternary carbon at the 4-position prevent the protons at that site from becoming acidic and provide a steric effect that helps stabilize the ring against rearrangement and uncontrolled polymerization. As a cyclic imine, the compound is weakly basic and reasonably sensitive to moisture and acid, so it is generally handled using air-free techniques. Its liquid form makes volumetric dispensing with a syringe straightforward.

In Indonesian laboratories, this building block is typically used in synthetic organic chemistry groups at universities and research institutes, as well as in industrial R&D units developing fine chemicals and intermediates. It suits workflows where carboxylic acid functionality must be masked during a multi-step sequence, and where ligand scaffolds are assembled in-house. Because the compound is moisture and acid sensitive, it is normally used in laboratories already equipped with inert-atmosphere handling capability such as Schlenk lines or glove boxes.

Laboratory Applications

Carboxylic acid protection: the oxazoline ring masks carboxylic acid functionality during multi-step synthesis and is stable to bases and nucleophiles, then reopened under aqueous acidic conditions.
Directed functionalization: the ring acts as a directing group in synthetic sequences, allowing chemists to steer reactivity toward defined positions before the oxazoline is removed again.
Ligand synthesis: the oxazoline serves as a nitrogen-donor unit for building chiral and achiral ligand scaffolds used by coordination and catalysis research groups.
Elaboration at the 2-position: the open 2-position, unlike that of 2-alkyloxazolines, can be functionalized by treatment with strong bases followed by addition of suitable electrophiles.
Heterocyclic building block work: the liquid form allows accurate volumetric dispensing by syringe, which suits air-free reaction setups assembling more complex heterocyclic targets.

Specifications

Brand: TCI
CAS number: 30093-99-3
Category: Chemistry > Building Blocks > Heterocyclic Building Blocks
Pack sizes: please refer to the available packaging options listed for this catalogue item (TCI D2742)
Physical form: liquid
Storage note: store under conditions that protect the material from moisture and acid; handle using air-free techniques

Handling and Storage

This compound is a cyclic imine and is weakly basic, moisture sensitive, and acid sensitive, so it should be kept tightly closed in its original container and protected from atmospheric moisture. Storage under an inert atmosphere is recommended, and transfers are best carried out using air-free techniques such as syringe transfer under nitrogen or argon. Use containers and septa compatible with the liquid, and keep the material away from acids. Handle in a fume hood with gloves, safety glasses, and a laboratory coat, and consult the manufacturer's safety data sheet before use.