Description
5,5-Dimethyl-1,2-oxazolidin-3-one (CAS No. 62243-00-9) is a high-purity heterocyclic organic compound with the molecular formula C5H9NO2. This white to off-white crystalline solid is widely utilized in pharmaceutical and agrochemical research due to its versatile reactivity as a building block for synthetic applications. With a molecular weight of 115.13 g/mol, it offers excellent solubility in common organic solvents such as ethanol, methanol, and dimethyl sulfoxide (DMSO). Our product is rigorously tested to ensure ≥98% purity (HPLC) and is supplied in sealed containers under inert atmosphere to guarantee stability. Ideal for use in nucleoside chemistry, peptide modifications, and as a precursor for chiral auxiliaries.
Properties
- CAS Number: 62243-00-9
- Complexity: 120
- IUPAC Name: 5,5-dimethylisoxazolidin-3-one
- InChI: InChI=1S/C5H9NO2/c1-5(2)3-4(7)6-8-5/h3H2,1-2H3,(H,6,7)
- InChI Key: LXZYXGPGJLIZKU-UHFFFAOYSA-N
- Exact Mass: 115.063328530
- Molecular Formula: C5H9NO2
- Molecular Weight: 115.13
- SMILES: CC1(CC(=O)NO1)C
- Topological: 38.3
- Monoisotopic Mass: 115.063328530
- Synonyms: 5,5-dimethyl-1,2-oxazolidin-3-one, 967-862-6, 62243-00-9, 5,5-dimethylisoxazolidin-3-one, 3-Isoxazolidinone, 5,5-dimethyl-, 5,5-dimethyl-3-isoxazolidinone, MFCD21496280, 5,5-dimethyl-isoxazolidin-3-one, SCHEMBL1412487, SCHEMBL28734661, DTXSID70474835, AC-30800, SY387734, DB-107234, CS-0067871, D73554, EN300-1709648
Application
5,5-Dimethyl-1,2-oxazolidin-3-one serves as a key intermediate in the synthesis of biologically active compounds, particularly in the development of antiviral and antibacterial agents. Its rigid oxazolidinone scaffold is valuable for constructing peptidomimetics and constrained analogs in medicinal chemistry. Researchers also employ it as a protecting group for carboxylic acids or as a chiral controller in asymmetric synthesis. The compound’s stability under acidic conditions makes it suitable for multi-step synthetic routes.
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
- Acute Tox. 4 (100%)
- Skin Irrit. 2 (100%)
- Eye Irrit. 2A (100%)
- STOT SE 3 (100%)
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