What Is (1,4-Dioxa-spiro[4.5]dec-8-yl)-acetic Acid?

(1,4-Dioxa-spiro[4.5]dec-8-yl)-acetic acid (Aladdin SKU D728239) is an organic compound featuring a spirocyclic framework in which a 1,3-dioxolane ring shares a single spiro carbon with a cyclohexane ring. An acetic acid (–CH₂COOH) group is appended at the C-8 position of the cyclohexane ring, giving the molecule two distinct reactive handles: a cyclic ketal and a carboxylic acid.

The ketal moiety effectively masks an underlying cyclohexanone carbonyl. This protected-ketone strategy is widely exploited in multi-step synthesis to preserve carbonyl reactivity until needed, after which the ketal can be removed under mild aqueous acid conditions to regenerate the ketone. The carboxylic acid terminus allows straightforward coupling to amines, alcohols, or other nucleophiles via standard amide- or ester-bond-forming reactions.

Chemical Properties and Handling

The compound is a solid at room temperature with a molecular formula of C₁₀H₁₆O₄ and a molecular weight of approximately 200.23 g/mol. It is moderately polar due to the two ether oxygens of the dioxolane ring and the carboxylic acid group, and it is generally soluble in common polar organic solvents such as methanol, ethanol, dimethyl sulfoxide (DMSO), and ethyl acetate.

Storage: Store in a cool, dry place away from strong acids, which can hydrolyze the ketal. Keep the container tightly sealed to prevent moisture uptake by the hygroscopic carboxylic acid terminus.

Handling: Use appropriate personal protective equipment (PPE) including lab coat, gloves, and safety glasses. Consult the Safety Data Sheet (SDS) before use. Avoid prolonged exposure and ensure adequate ventilation.

Applications in Synthesis and Research

(1,4-Dioxa-spiro[4.5]dec-8-yl)-acetic acid finds utility across several areas of chemical research:

• Protected-ketone synthons: The ketal group serves as a masked cyclohexanone. Researchers introduce this building block early in a synthesis to prevent unwanted reactions at the ketone, then unmask it at a later stage with dilute aqueous acid.
• Amide and ester coupling: The free carboxylic acid can be activated (e.g., with EDC/HOBt or DCC) for coupling to amines or alcohols, enabling rapid construction of structurally diverse analogs for structure–activity relationship (SAR) studies.
• Drug discovery intermediates: Spirocyclic scaffolds are valued in medicinal chemistry for their three-dimensional shape, which can improve selectivity and metabolic stability compared with flat aromatic systems.
• Fragment-based and combinatorial chemistry: The dual functionality (acid + masked ketone) makes it a productive fragment for library synthesis.

Ordering and Availability at Aladdin Scientific

(1,4-Dioxa-spiro[4.5]dec-8-yl)-acetic acid is available from Aladdin Scientific under catalog number D728239. To place an order:

1. Search for SKU D728239 on the Aladdin Scientific website.
2. Select the required pack size and purity grade.
3. Add to cart and proceed through the standard checkout process.
4. For bulk quantities or custom specifications, contact Aladdin Scientific customer service directly.

For questions regarding pricing, promotions, or shipping timelines, please refer to the relevant FAQ sections on the Aladdin Scientific website or contact the support team.