Description
3-Hydroxycyclobutane-1-carboxylic acid (CAS No. 194788-10-8) is a high-purity cyclic hydroxycarboxylic acid with the molecular formula C5H8O3. This compound features a cyclobutane ring substituted with both a hydroxyl group and a carboxylic acid moiety, making it a versatile building block for organic synthesis and pharmaceutical research. Its unique structure enables applications in asymmetric synthesis, chiral derivatization, and the development of novel bioactive molecules. Available in ≥98% purity (HPLC), this product is rigorously tested for consistency and stability, ensuring optimal performance in sensitive reactions. Packaged under inert gas in amber glass vials to prevent degradation. Suitable for medicinal chemistry, material science, and academic research.
Properties
- CAS Number: 194788-10-8
- Complexity: 104
- IUPAC Name: 3-hydroxycyclobutanecarboxylic acid
- InChI: InChI=1S/C5H8O3/c6-4-1-3(2-4)5(7)8/h3-4,6H,1-2H2,(H,7,8)
- InChI Key: ZSHGVMYLGGANKU-UHFFFAOYSA-N
- Exact Mass: 116.047344113
- Molecular Formula: C5H8O3
- Molecular Weight: 116.11
- SMILES: C1C(CC1O)C(=O)O
- Topological: 57.5
- Monoisotopic Mass: 116.047344113
- Synonyms: 3-Hydroxycyclobutanecarboxylic acid, 3-hydroxycyclobutane-1-carboxylic acid, DTXSID90941231, DTXCID101369674, 822-809-5, 899-332-4, cis-3-Hydroxycyclobutanecarboxylic acid, 194788-10-8, trans-3-Hydroxycyclobutanecarboxylic acid, 552849-33-9, 1268521-85-2, Cyclobutanecarboxylic acid, 3-hydroxy-, trans-, Cyclobutanecarboxylic acid, 3-hydroxy-, 3-Hydroxy-cyclobutanecarboxylic acid, MFCD08705859, MFCD12964956, MFCD17676395, cis-3-Hydroxycyclobutane-1-carboxylic acid, trans-3-Hydroxycyclobutane-1-carboxylic acid, (1r,3r)-3-hydroxycyclobutane-1-carboxylic acid, (1s,3s)-3-hydroxycyclobutane-1-carboxylic acid, SCHEMBL871716, SCHEMBL913504, SCHEMBL3894583, SCHEMBL9081638, CHEMBL4080359, ZSHGVMYLGGANKU-UHFFFAOYSA-N, DTXSID001273220, DTXSID801279191, ALBB-029104, BCP27486, TAC52185, AKOS006291292, AKOS015995236, AKOS015995238, CS-W005391, CS-W018750, CS-W019144, DS-6465, PB26416, PB34748, SB20721, trans-3-Hydroxycyclobutanecarboxylicacid, AC-25285, DS-16694, SY042433, SY042435, SY098700, TS-01602, DB-032350, (1R,3R)-3-hydroxycyclobutanecarboxylic acid, EN300-94847, EN300-105137, EN300-306026, P12186, (1S,3S)-3-HYDROXYCYCLOBUTANECARBOXYLIC ACID
Application
3-Hydroxycyclobutane-1-carboxylic acid serves as a key chiral synthon in asymmetric synthesis of cyclobutane-containing pharmaceuticals. It is used to construct constrained peptidomimetics and bioactive analogs for drug discovery. The compound’s rigid cyclic structure also facilitates studies of conformational effects in catalyst design and polymer chemistry.
Safety and Hazards
GHS Hazard Statements
- H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
- H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
- H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
- H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
Precautionary Statements
- P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501
Hazard Classes and Categories
- Skin Irrit. 2 (100%)
- Eye Irrit. 2A (100%)
- STOT SE 3 (100%)
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