3,4-Dihydrospiro[1-benzopyran-2,1'-cyclopentane]-4-one FAQs
3,4-Dihydrospiro[1-benzopyran-2,1'-cyclopentane]-4-one FAQs
3,4-Dihydrospiro[1-benzopyran-2,1'-cyclopentane]-4-one is a spiro-fused bicyclic compound combining a chroman-4-one (benzopyranone) scaffold with a cyclopentane ring, making it a versatile intermediate in medicinal and synthetic organic chemistry research.
- Chemical Name
- 3,4-Dihydrospiro[1-benzopyran-2,1'-cyclopentane]-4-one
- SKU / Product Code
- D726840
- Core Scaffold
- Chroman-4-one (benzopyranone) spiro-fused with cyclopentane
- Compound Class
- Spiro heterocyclic ketone
- Primary Application
- Synthetic intermediate in medicinal and organic chemistry
- Supplier
- Aladdin Scientific
What Is 3,4-Dihydrospiro[1-benzopyran-2,1'-cyclopentane]-4-one?
3,4-Dihydrospiro[1-benzopyran-2,1'-cyclopentane]-4-one is a spiro bicyclic organic compound in which the C-2 position of the chroman-4-one (3,4-dihydro-2H-1-benzopyran-4-one) ring system is covalently joined to the C-1 position of a cyclopentane ring through a single quaternary spiro carbon atom. The chroman-4-one moiety provides an oxygen-containing six-membered ring fused to a benzene ring, while the spiro-linked cyclopentane introduces three-dimensional rigidity and conformational constraint into the molecular architecture.
This structural combination places the compound within the class of spiro heterocyclic ketones, which are of broad interest in drug discovery because spiro centers can improve selectivity, metabolic stability, and three-dimensional shape diversity relative to purely flat aromatic scaffolds. The compound is catalogued by Aladdin Scientific under SKU D726840 and is supplied for use as a research reagent and synthetic building block.
Physical and Chemical Properties
3,4-Dihydrospiro[1-benzopyran-2,1'-cyclopentane]-4-one is a solid organic compound at ambient temperature. Its molecular formula is C13H14O2, giving a molecular weight of approximately 202.25 g/mol. The molecule contains a carbonyl group (ketone) at the 4-position of the benzopyran ring, which is reflected in a characteristic infrared absorption in the C=O stretching region (typically around 1670–1700 cm-1 for conjugated aryl ketones), and an aromatic ring contributing to UV absorbance.
The spiro quaternary carbon renders the molecule achiral in its parent form, though the cyclopentane ring can bear substituents that introduce chirality. Solubility is expected in common organic solvents such as dichloromethane, ethyl acetate, acetone, and DMSO, with limited solubility in water, consistent with its largely hydrophobic character. Specific melting point, exact purity grade, and spectroscopic data should be confirmed from the current Aladdin Scientific Certificate of Analysis (CoA) for lot D726840.
Handling, Storage, and Safety
As with all fine chemical reagents, 3,4-Dihydrospiro[1-benzopyran-2,1'-cyclopentane]-4-one should be handled following standard laboratory safety practices. Use appropriate personal protective equipment (PPE) including gloves, eye protection, and a laboratory coat. Manipulations that may generate dust or aerosols should be performed in a fume hood or under local exhaust ventilation.
For storage, the compound should be kept in a tightly sealed container, away from moisture and direct light, at cool room temperature or as specified on the product label and CoA provided by Aladdin Scientific. Specific hazard classifications, GHS pictograms, and first-aid measures are detailed in the Safety Data Sheet (SDS) available from Aladdin Scientific for SKU D726840; researchers should consult the SDS before first use. Incompatibilities with strong oxidizers or strong bases should be assumed until the SDS is reviewed.
Research Applications and Synthetic Utility
The chroman-4-one scaffold is a privileged structure in medicinal chemistry, appearing in numerous bioactive natural products and pharmaceutical candidates with diverse biological activities. By incorporating a spiro-cyclopentane at C-2, 3,4-Dihydrospiro[1-benzopyran-2,1'-cyclopentane]-4-one offers a constrained, three-dimensionally rich variant of this scaffold that can be exploited in fragment-based drug discovery, lead optimization, and structure–activity relationship (SAR) studies.
From a synthetic standpoint, the ketone functionality at C-4 provides a handle for further elaboration, including reductive amination, condensation reactions, Wittig olefination, and nucleophilic addition. The aromatic ring can undergo electrophilic aromatic substitution to introduce diverse substituents. These versatile reactive sites make the compound a useful building block for the preparation of spiro compound libraries intended for biological screening. Researchers in agrochemistry, materials science, and total synthesis may also find applications for this scaffold.
Ordering and Quality Information from Aladdin Scientific
3,4-Dihydrospiro[1-benzopyran-2,1'-cyclopentane]-4-one is available from Aladdin Scientific under SKU D726840. To place an order, researchers and procurement personnel can visit the Aladdin Scientific website, contact regional sales representatives, or submit a purchase order through established institutional procurement channels.
Each lot is accompanied by a Certificate of Analysis (CoA) confirming identity and purity, typically verified by techniques such as NMR, HPLC, or GC as appropriate. For custom quantities, bulk orders, or questions regarding purity specifications and analytical data, customers are encouraged to contact Aladdin Scientific's technical support team directly. Returns, refunds, and shipping inquiries are handled according to Aladdin Scientific's standard commercial policies; relevant details are available on the company website or through customer service.
Frequently asked questions
What is the molecular formula and molecular weight of 3,4-Dihydrospiro[1-benzopyran-2,1'-cyclopentane]-4-one?
The molecular formula is C13H14O2 and the molecular weight is approximately 202.25 g/mol. These values should be confirmed against the Certificate of Analysis provided with each lot from Aladdin Scientific (SKU D726840).
What solvents are suitable for dissolving 3,4-Dihydrospiro[1-benzopyran-2,1'-cyclopentane]-4-one?
Based on its predominantly hydrophobic structure, the compound is expected to dissolve readily in common organic solvents such as dichloromethane, ethyl acetate, acetone, and DMSO. Aqueous solubility is expected to be low. Researchers should perform a small-scale solubility test and consult the CoA or SDS for confirmed data.
How should 3,4-Dihydrospiro[1-benzopyran-2,1'-cyclopentane]-4-one be stored to maintain stability?
The compound should be stored in a tightly sealed container, protected from moisture and light, at cool room temperature or as specified on the product label and Certificate of Analysis. Always consult the Aladdin Scientific SDS for SKU D726840 for the most accurate and up-to-date storage guidance.
What are the main research applications of this spiro chromanone compound?
3,4-Dihydrospiro[1-benzopyran-2,1'-cyclopentane]-4-one serves primarily as a synthetic intermediate and building block in medicinal chemistry, particularly for the construction of spiro compound libraries for biological screening and SAR studies. Its reactive ketone and aromatic ring also make it amenable to diverse further functionalization in total synthesis and materials research.
How can I obtain the Safety Data Sheet (SDS) and Certificate of Analysis (CoA) for SKU D726840?
The SDS and CoA for SKU D726840 are available from Aladdin Scientific. You can download them directly from the product page on the Aladdin Scientific website or request them from customer service or your regional sales representative. Always use the lot-specific CoA to verify purity and identity data for your particular shipment.
References
- Aladdin Scientific product listing for 3,4-Dihydrospiro[1-benzopyran-2,1'-cyclopentane]-4-one, SKU D726840.
- March, J. Advanced Organic Chemistry: Reactions, Mechanisms, and Structure. Wiley-Interscience. General reference for ketone reactivity and spiro compound chemistry.
- Comprehensive textbook-level reference for chroman-4-one (benzopyranone) as a privileged scaffold in medicinal chemistry. Specific literature citation to be identified by reviewer.
Products are supplied for research and development use only. Not for use in humans, animals, diagnosis, or therapy.
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