Description

3-Bromooxolan-2-one (CAS 5061-21-2) is a high-purity brominated lactone compound with the molecular formula C₄H₅BrO₂. This versatile heterocyclic organic intermediate is widely utilized in synthetic organic chemistry, pharmaceutical research, and material science applications. The compound features a reactive bromine substituent at the 3-position of the γ-butyrolactone ring, making it particularly valuable for nucleophilic substitution reactions and ring-opening transformations. Our product is rigorously quality-controlled to ensure optimal purity (>98%) and consistency, meeting the stringent requirements of research laboratories and industrial applications. Proper handling precautions should be observed due to its potential reactivity.

Properties

• CAS Number: 5061-21-2
• Complexity: 91.7
• IUPAC Name: 3-bromotetrahydrofuran-2-one
• InChI: InChI=1S/C4H5BrO2/c5-3-1-2-7-4(3)6/h3H,1-2H2
• InChI Key: LFJJGHGXHXXDFT-UHFFFAOYSA-N
• Exact Mass: 163.94729
• Molecular Formula: C4H5BrO2
• Molecular Weight: 164.99
• SMILES: C1COC(=O)C1Br
• Topological: 26.3
• Monoisotopic Mass: 163.94729
• Physical Description: Colorless liquid;
• Synonyms: 2-Bromo-4-butanolide, alpha-Bromo-gamma-butyrolactone, 2-Bromobutyrolactone, 2(3H)-Furanone, 3-bromodihydro-, 3-Bromo-2-furanone, NSC 11726, NSC 56959, 2-Bromo-4-butyrolactone, EINECS 225-764-4, alpha-Bromobutyric acid, gamma-lactone, DTXSID20884127, 2Bromo4butanolide, 2Bromobutyrolactone, 2(3H)Furanone, 3bromodihydro, DTXCID001023596, alphaBromobutyric acid, gammalactone, 225-764-4, 5061-21-2, 3-bromooxolan-2-one, 3-bromodihydrofuran-2(3H)-one, bromobutyrolactone, 2-Bromo-gamma-butyrolactone, .alpha.-Bromo-.gamma.-butyrolactone, MFCD00005387, .alpha.-Bromobutyrolactone, 3-Bromo-2-oxotetrahydrofuran, 2-Bromo-.gamma.-butyrolactone, 3-Bromodihydro-2(3H)-furanone, a-Bromo-?-butyrolactone, .alpha.-Bromobutyric acid, .gamma.-lactone, 2(3H)-Furanone, bromodihydro-, 3-bromo-3,4,5-trihydrofuran-2-one, 2-Bromo-4-hydroxybutyric acid gamma-lactone, 3-bromo-4,5-dihydro-2(3H)-furanone, 3-bromo-2-oxooxolane, alpha-Bromobutyrolactone, -Bromo- -butyrolactone, 3-bromodihydrofuran-2-one, bromo-dihydro-furan-2-one, 3-Bromodihydro-2-furanone, 3-bromo-dihydrofuran-2-one, 3-bromotetrahydrofuran-2-one, 3-bromo-dihydro-furan-2-one, SCHEMBL136614, SCHEMBL2038186, SCHEMBL2044238, 3-bromo-dihydrofuran-2(3H)-one, 3-bromo-dihydrofuran-2(3 H)-one, alpha -Bromo- gamma -butyrolactone, NSC11726, NSC56959, NSC-11726, NSC-56959, SBB083094, STL195547, AKOS000119556, AKOS016041972, AKOS040764361, alpha-Bromo-gamma-butyrolactone, 97%, (+/-)-alpha-bromo-gamma-butyrolactone, CS-W001104, PB47847, 2-Bromo-4-hydroxybutyric acid -lactone, AC-18401, DS-12622, SY001762, DB-014050, B1228, NS00045318, ST51039976, EN300-20496, H10671, Butyric acid, 2-bromo-4-hydroxy-, gamma-lactone, F0001-1320

Application

3-Bromooxolan-2-one serves as a key building block in the synthesis of various heterocyclic compounds and pharmaceutical intermediates. Researchers employ this bromolactone in the development of GABA analogs and other bioactive molecules. The compound finds application in materials science for modifying polymer properties through ring-opening polymerization. Its reactive bromine moiety makes it valuable for cross-coupling reactions in medicinal chemistry programs.

Safety and Hazards

GHS Hazard Statements

• H315 (97.9%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (97.9%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (95.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (97.9%)
• Eye Irrit. 2A (97.9%)
• STOT SE 3 (95.7%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.