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

(1,4-Dioxa-spiro[4.5]dec-8-yl)-acetic acid is an organic compound belonging to the class of spirocyclic ketal derivatives. Its structure consists of a cyclohexane ring in which the C-1 carbon is incorporated into a 1,3-dioxolane ring, forming a characteristic spiro junction. A methylene acetic acid (–CH₂COOH) group is attached at the C-8 position of the cyclohexane ring.

The ketal moiety serves as a protecting group for a cyclohexanone carbonyl. Once the ketal is hydrolyzed under mild acidic aqueous conditions, the free ketone is revealed, making this compound a versatile masked-ketone building block. The free carboxylic acid group enables straightforward coupling reactions, amide bond formation, esterification, and further functionalization in complex molecule synthesis.

Purity, Grade, and Analytical Specifications

Aladdin Scientific supplies (1,4-Dioxa-spiro[4.5]dec-8-yl)-acetic acid (SKU: D728239) as a research-grade reagent. Researchers should consult the Certificate of Analysis (CoA) provided with each lot for confirmed purity values, appearance, and analytical data such as NMR and HPLC profiles.

When evaluating purity for synthetic applications, key parameters to verify include: identity confirmation by ¹H NMR (characteristic spiroketal and CH₂COOH signals), purity by HPLC, and water content by Karl Fischer titration if moisture-sensitive downstream reactions are planned. Contact Aladdin Scientific technical support or refer to the product page for the most current lot-specific CoA.

Storage, Handling, and Stability

As a carboxylic acid-containing spiroketal, (1,4-Dioxa-spiro[4.5]dec-8-yl)-acetic acid should be stored in a tightly sealed container away from moisture and strong bases, which could deprotonate the carboxylic acid or promote ketal hydrolysis. Storage at cool, dry conditions (typically 2–8 °C or room temperature as specified on the product label) is recommended to maintain long-term stability.

The ketal protecting group is susceptible to hydrolysis under acidic aqueous conditions; therefore, avoid prolonged exposure to protic, acidic environments during handling. Standard laboratory PPE including gloves, safety glasses, and a lab coat should be worn. Consult the Safety Data Sheet (SDS) available on the Aladdin Scientific product page for complete hazard information.

Synthetic Applications and Reactivity

(1,4-Dioxa-spiro[4.5]dec-8-yl)-acetic acid is valued in multi-step synthesis as a bifunctional building block. The carboxylic acid terminus can participate in:

• Amide coupling – reaction with amines using standard coupling reagents (e.g., EDC/HOBt, HATU) to give amides bearing a masked cyclohexanone.
• Esterification – Fischer esterification or activation followed by alcohol addition.
• Reduction – conversion of the acid to an alcohol or aldehyde for further elaboration.

Upon completion of the desired transformations, the ketal can be removed by treatment with dilute aqueous acid (e.g., p-TsOH, HCl in water/acetone) to unmask the cyclohexanone, enabling subsequent aldol, reductive amination, Wittig, or other carbonyl-directed reactions.

Ordering and Product Support

(1,4-Dioxa-spiro[4.5]dec-8-yl)-acetic acid is available from Aladdin Scientific under SKU D728239. To place an order, visit the Aladdin Scientific website, search by SKU or product name, select the required pack size, and proceed through the standard checkout. Bulk quantities or custom packaging inquiries can be submitted via the Aladdin Scientific sales team.

For technical questions regarding purity, analytical data, or application-specific guidance, contact Aladdin Scientific technical support with the lot number from your CoA. Returns, refunds, and shipping queries are handled according to Aladdin Scientific's standard policies detailed in the Help Center.