常见问题(FAQs)

1-(Difluoromethyl)cyclopropane-1-carboxylic Acid: FAQs

1-(difluoromethyl)cyclopropane-1-carboxylic acid is a fluorinated cyclopropane carboxylic acid building block widely used in medicinal chemistry and synthetic organic chemistry for the introduction of a gem-difluoromethyl-substituted strained ring motif into drug candidates and other target molecules.

Product Name
1-(difluoromethyl)cyclopropane-1-carboxylic acid
Aladdin SKU
C628235
Functional Groups
Carboxylic acid (–COOH) and difluoromethyl (–CHF₂) on a cyclopropane ring
Primary Application
Building block for medicinal chemistry, drug discovery, and fluorine-containing compound synthesis
Key Structural Feature
Quaternary cyclopropane carbon bearing both a carboxylic acid and a difluoromethyl group, providing conformational rigidity and metabolic stability
Storage Recommendation
Store in a cool, dry, well-ventilated area; consult SDS for detailed conditions

What Is 1-(Difluoromethyl)cyclopropane-1-carboxylic Acid?

1-(Difluoromethyl)cyclopropane-1-carboxylic acid (Aladdin SKU: C628235) is a specialty fluorinated organic compound that combines two structurally valuable motifs: a strained cyclopropane ring and a difluoromethyl (–CHF₂) group, both attached to the same quaternary carbon that also bears a carboxylic acid functionality.

The cyclopropane ring imparts conformational rigidity and can act as a bioisostere for a range of planar or sp²-hybridised groups, while the difluoromethyl group is well recognised in medicinal chemistry for modulating lipophilicity, hydrogen-bond donor capacity, and metabolic stability of drug molecules. The free carboxylic acid provides a versatile handle for amide coupling, esterification, and other downstream transformations, making this compound a valuable building block in drug discovery programmes and fluorine chemistry research.

Key Chemical Properties and Handling

As a carboxylic acid, this compound is mildly acidic and should be handled with standard laboratory precautions: wear appropriate personal protective equipment (PPE) including gloves, safety glasses, and a lab coat. Work in a well-ventilated fume hood to minimise inhalation exposure to dust or vapours.

The difluoromethyl group is chemically stable under most standard synthetic conditions, but the compound should be kept away from strong bases and strong oxidising agents. Because cyclopropane rings can be susceptible to ring-opening under harsh acidic or reductive conditions, reaction conditions should be chosen carefully when these functional group transformations are planned.

For specific melting point, boiling point, molecular weight, molecular formula, purity specification, and spectral data, please refer to the product certificate of analysis (CoA) and safety data sheet (SDS) available on the Aladdin Scientific product page for C628235, or contact our technical support team.

Applications in Medicinal Chemistry and Synthesis

This compound is primarily employed as a building block in the synthesis of biologically active molecules, particularly in lead optimisation stages of drug discovery. The combination of the cyclopropane ring and the difluoromethyl group offers researchers a powerful tool to fine-tune the physicochemical and ADMET properties of candidate compounds without substantially increasing molecular weight.

Typical synthetic transformations utilising the carboxylic acid functionality include:

  • Amide bond formation — coupling with amines using standard reagents (e.g., HATU, EDC/HOBt, T3P) to produce amide-containing drug candidates.
  • Esterification — preparation of ester prodrugs or synthetic intermediates.
  • Reduction — conversion to the corresponding alcohol for further elaboration.
  • Decarboxylation and radical reactions — in appropriate contexts, carboxylic acids can serve as radical precursors.

The difluoromethyl group itself is generally inert under standard coupling conditions, making this building block straightforward to incorporate into multi-step synthetic routes.

Storage, Stability, and Quality

To preserve compound integrity, store 1-(difluoromethyl)cyclopropane-1-carboxylic acid (C628235) according to the conditions specified in the product SDS and CoA. General best practices for small-molecule carboxylic acid building blocks include storage in a tightly sealed container in a cool, dry environment, away from light, moisture, and incompatible materials such as strong bases or oxidisers.

Aladdin Scientific conducts quality control testing on all reagent products. The purity specification and analytical data (e.g., NMR, HPLC, GC) for each lot are documented in the CoA, which is available upon request or via the product page. If you have questions about a specific lot's quality data, please contact Aladdin Scientific customer service with your order or lot number.

If the compound shows unexpected colour change, solidification, or other signs of degradation upon receipt, contact Aladdin Scientific immediately to arrange an inspection or replacement under our returns and refunds policy.

How to Order and Technical Support

1-(Difluoromethyl)cyclopropane-1-carboxylic acid is available from Aladdin Scientific under SKU C628235. To place an order, visit the Aladdin Scientific website, search for the SKU or product name, select the required quantity and pack size, and proceed through the standard checkout process. Bulk quantities and custom pack sizes may be available — please contact our sales team for a quotation.

For technical questions regarding the compound's properties, suitable reaction conditions, analytical characterisation, or compatibility with specific assay formats, please reach out to Aladdin Scientific's technical support team via the contact details on our website. Our team can also assist with providing CoA documents, SDS files, and structural data.

For order status, shipping enquiries, payment questions, or returns, please contact Aladdin Scientific customer service directly, referencing your order number.

Frequently asked questions

What is the molecular structure of 1-(difluoromethyl)cyclopropane-1-carboxylic acid?

The compound features a cyclopropane ring with a quaternary carbon at position 1 that bears both a carboxylic acid (–COOH) group and a difluoromethyl (–CHF₂) group simultaneously. This arrangement places two electronegative substituents on the same strained ring carbon, creating a compact, conformationally rigid scaffold. For the exact molecular formula, molecular weight, and InChI/SMILES strings, please refer to the product page for SKU C628235 on the Aladdin Scientific website.

Why is the difluoromethyl group valuable in drug discovery applications?

The difluoromethyl group (–CHF₂) is a well-established bioisostere for thiol (–SH), hydroxyl (–OH), and methyl (–CH₃) groups, and it is valued for its ability to modulate compound lipophilicity, improve metabolic stability towards cytochrome P450 oxidation, and act as a hydrogen-bond donor through its C–H bond. Incorporating –CHF₂ into a cyclopropane scaffold further combines these electronic benefits with the conformational restriction and bioisosteric properties of the strained ring, making 1-(difluoromethyl)cyclopropane-1-carboxylic acid a particularly attractive building block in lead optimisation.

What coupling reagents are suitable for amide bond formation using this carboxylic acid?

Standard peptide and amide coupling reagents are generally suitable, including HATU, HBTU, EDC·HCl in combination with HOBt or HOAt, T3P (propylphosphonic anhydride), and DIC/Oxyma. The choice of reagent and base should be optimised based on the amine coupling partner and the desired reaction scale and conditions. Because the cyclopropane ring may be sensitive to strongly acidic or reductive conditions, neutral to mildly basic conditions (e.g., using DIPEA or triethylamine as base) are typically preferred.

How should I store C628235 to maintain its stability?

Store the compound in a tightly sealed container in a cool, dry, and well-ventilated location, protected from moisture and direct light. Avoid contact with strong bases, strong oxidising agents, and reactive metals. For precise storage temperature requirements and incompatibility information, always consult the current SDS and CoA provided by Aladdin Scientific for your specific lot of C628235.

Is 1-(difluoromethyl)cyclopropane-1-carboxylic acid available in bulk quantities?

Standard pack sizes for C628235 are listed on the Aladdin Scientific website. For bulk quantities, custom pack sizes, or special purity requirements beyond the standard catalogue offering, please contact Aladdin Scientific's sales team directly to discuss availability, lead times, and pricing.

References

  1. Meanwell, N. A. Fluorine and fluorinated motifs in the design and application of bioisosteres for drug design. Journal of Medicinal Chemistry, 2018.
  2. Talele, T. T. The 'cyclopropyl fragment' is a versatile player that frequently appears in preclinical/clinical drug molecules. Journal of Medicinal Chemistry, 2016.
  3. Aladdin Scientific. Product page: 1-(difluoromethyl)cyclopropane-1-carboxylic acid, SKU C628235. Aladdin Scientific website.

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

目录: 常见问题(FAQs)

Da — 若无特别说明,分子量单位默认为道尔顿。   Mw — 重均分子量。   Mn — 数均分子量。

产品仅供科研与开发使用,不用于人体、动物、诊断或治疗。

引用本文

阿拉丁科学.《1-(Difluoromethyl)cyclopropane-1-carboxylic Acid: FAQs》. 阿拉丁知识库,更新于 2026年10月9日。 https://www.aladdin-e.com/zh_cn/faqs/1-difluoromethyl-cyclopropane-1-carboxylic-acid-faqs-en.html
这篇文章对您有帮助吗? Yes No 有 2 人觉得有帮助