2-(Cyclohexyloxy)acetic Acid: Properties, Uses & Safety

2-(Cyclohexyloxy)acetic Acid is a versatile ether-carboxylic acid building block widely employed in organic synthesis as an acylation reagent and intermediate for the preparation of esters, amides, and other functionalized derivatives.

Chemical Name

2-(Cyclohexyloxy)acetic Acid

Molecular Formula

C8H14O3

Molecular Weight

158.19 g/mol

Functional Groups

Ether (–O–) and carboxylic acid (–COOH)

CAS Number

13224-34-5 (verify)

Aladdin SKU

C346854

Santa Cruz Reference

sc-326706

Chemical Identity and Structure

2-(Cyclohexyloxy)acetic Acid (SKU: C346854) is an aliphatic ether acid consisting of a cyclohexyl ring connected via an ether oxygen to a two-carbon acetic acid chain. Its molecular formula is C₈H₁₄O₃ with a molecular weight of approximately 158.19 g/mol. The compound contains two key functional groups: an ether linkage that confers moderate lipophilicity and resistance to hydrolysis under mild conditions, and a terminal carboxylic acid group that provides a reactive handle for a wide range of synthetic transformations including esterification, amidation, and acyl chloride formation.

The cyclohexyl moiety contributes conformational rigidity and enhances the hydrophobic character of the molecule, making it useful as a building block where controlled lipophilicity is desired in drug discovery and specialty chemical synthesis.

Laboratory Applications and Synthesis Utility

2-(Cyclohexyloxy)acetic Acid serves as a versatile synthetic intermediate in preparative organic chemistry. Its primary applications include:

• Esterification: Reaction with alcohols under acid catalysis or DCC-mediated coupling yields cyclohexyloxy acetate esters useful as fragrance ingredients, plasticizers, or further synthetic intermediates.
• Amide Bond Formation: Coupling with amines using standard peptide coupling reagents (e.g., EDC·HCl, HATU) furnishes amides employed in medicinal chemistry programs targeting ether-containing pharmacophores.
• Acyl Chloride Preparation: Treatment with oxalyl chloride or thionyl chloride converts the acid to its reactive acyl chloride for Friedel–Crafts acylation or further derivatization.
• Building Block in Drug Discovery: The combination of the lipophilic cyclohexyl ether and the acidic handle makes this compound attractive in fragment-based and lead optimization campaigns.

Researchers should confirm suitability for specific applications by consulting the product specification sheet available from Aladdin Scientific.

Handling, Storage, and Safety Guidelines

As a carboxylic acid derivative, 2-(Cyclohexyloxy)acetic Acid should be handled with standard laboratory precautions appropriate for organic acids:

• Personal Protective Equipment (PPE): Wear chemical-resistant gloves, a laboratory coat, and safety goggles when handling the compound. Use a fume hood when working with concentrated solutions or when performing reactions that generate volatile byproducts.
• Storage: Store in a tightly sealed container in a cool, dry, well-ventilated area away from strong oxidizers and bases. Typical storage temperature is room temperature (15–25 °C) unless the product specification sheet states otherwise.
• Disposal: Dispose of waste material in accordance with local, national, and institutional regulations for organic chemical waste. Do not pour down the drain.
• First Aid: In case of skin or eye contact, flush immediately with copious water and seek medical advice. If inhaled, move to fresh air.

Always consult the current Safety Data Sheet (SDS) provided by Aladdin Scientific before use. The SDS contains authoritative hazard classifications, exposure limits, and emergency response information specific to this product.

Sourcing, Purity, and Quality Assurance

Aladdin Scientific offers 2-(Cyclohexyloxy)acetic Acid under catalog number C346854, cross-referenced to Santa Cruz catalog number sc-326706. When selecting a lot for critical research applications, researchers and procurement specialists should request:

• Certificate of Analysis (CoA): Confirms purity (typically assessed by GC, HPLC, or NMR), appearance, and compliance with specification.
• Safety Data Sheet (SDS): Required documentation for laboratory safety management and institutional chemical inventory.
• Lot-specific purity data: Essential for stoichiometric accuracy in synthetic protocols and for reproducibility across experiments.

Contact Aladdin Scientific's technical support team for bulk pricing, custom pack sizes, or additional analytical documentation. Ensure reagent-grade material is selected for synthesis applications and that purity requirements are confirmed against your specific protocol needs.

Frequently asked questions

What is the molecular weight of 2-(Cyclohexyloxy)acetic Acid?

The molecular formula of 2-(Cyclohexyloxy)acetic Acid is C8H14O3, giving a molecular weight of approximately 158.19 g/mol. Always verify against the lot-specific Certificate of Analysis supplied by Aladdin Scientific.

What are the recommended storage conditions for 2-(Cyclohexyloxy)acetic Acid?

The compound should be stored in a tightly sealed container in a cool, dry, and well-ventilated location at room temperature (15–25 °C), away from strong oxidizers and bases. Refer to the product SDS and CoA from Aladdin Scientific for authoritative storage guidance.

How can I use 2-(Cyclohexyloxy)acetic Acid in amide coupling reactions?

2-(Cyclohexyloxy)acetic Acid can be activated using standard coupling reagents such as EDC·HCl with HOBt, or HATU with a base such as DIPEA, followed by reaction with a primary or secondary amine to furnish the corresponding amide. Optimize reaction conditions including solvent (e.g., DMF or DCM), temperature, and equivalents according to your specific substrate and target.

Is a Safety Data Sheet (SDS) available for Aladdin SKU C346854?

Yes. Aladdin Scientific provides an SDS for all catalog products including C346854. Contact Aladdin Scientific customer service or visit the product page to download the current SDS before handling the compound in the laboratory.

What is the Santa Cruz cross-reference number for this compound?

2-(Cyclohexyloxy)acetic Acid listed under Aladdin SKU C346854 is cross-referenced to Santa Cruz catalog number sc-326706. Researchers can use either number when searching for the compound or when cross-referencing with published literature.

References

1. Aladdin Scientific product page for 2-(Cyclohexyloxy)acetic Acid, SKU C346854.
2. Santa Cruz Biotechnology catalog entry sc-326706 for 2-(Cyclohexyloxy)acetic Acid.
3. March, J. Advanced Organic Chemistry: Reactions, Mechanisms, and Structure. Wiley-Interscience. (General reference for carboxylic acid reactivity and esterification/amidation methodology.)

Products are supplied for research and development use only. Not for use in humans, animals, diagnosis, or therapy.