3-bromooxolan-2-one

• ChemBase ID: 68807
• Molecular Formular: C4H5BrO2
• Molecular Mass: 164.9853
• Monoisotopic Mass: 163.9472914
• SMILES: C1(=O)C(CCO1)Br
• Canonical SMILES: O=C1OCCC1Br
• InChI: InChI=1S/C4H5BrO2/c5-3-1-2-7-4(3)6/h3H,1-2H2
• InChIKey: LFJJGHGXHXXDFT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-bromooxolan-2-one
• IUPAC Traditional name: 3-bromooxolan-2-one
• Synonyms: 2-Bromo-4-hydroxybutyric acid γ-lactone; α-Bromo-γ-butyrolactone; 3-Bromo-4,5-dihydro-2(3H)-furanone; alpha-Bromo-gamma-butyrolactone; 3-Bromodihydro-2(3H)-furanone; 2-Bromo-4-hydroxybutyric Acid-γ-lactone; 3-Bromotetrahydrofuran-2-one; NSC 11726; NSC 56959; α-Bromo-γ-butyrolactone; alpha-Bromo-gamma-butyrolactone; 3-Bromodihydrofuran-2(3H)-one; 2-Bromo-4-butanolide; 2-溴-4-羟丁酸-γ-内酯; α-溴-γ-丁内酯; α-溴-γ-丁内酮

Database IDs

• CAS Number: 5061-21-2
• EC Number: 225-764-4
• MDL Number: MFCD00005387
• Beilstein Number: 107800
• PubChem SID: 162034537; 24891884
• PubChem CID: 95463

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 0.7457785
• LogD (pH = 7.4): 0.7457785
• Log P: 0.7457785
• Molar Refractivity: 27.7912 cm^3
• Polarizability: 11.202383 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Ethyl Acetate; Methanol
• Apperance: Pale Yellow Liquid
• Boiling Point: 137-139°C/6mm; 138 °C/6 mmHg(lit.); 138°C/6mm; 138°C at 6mm Hg
• Flash Point: >110°C; >110°C(230°F); 113 °C; 235.4 °F
• Density: 1.786; 1.786 g/mL at 25 °C(lit.); 1.994
• Refractive Index: 1.508; 1.5080; n20/D 1.508(lit.)

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: IRRITANT; Irritant/Keep Cold/Lachrymatory/Moisture Sensitive; Moisture Sensitive
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: false; 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: 95+%; 97%
• Empirical Formula (Hill Notation): C4H5BrO2

DETAILS

Sigma Aldrich - B59608

Packaging
25, 100 g in glass bottle

Toronto Research Chemicals - B682070

Lactams inhibit type Q arylesterase activity of human serum paraoxonase PON1.

REFERENCES

• Aldridge, W., et al.: Biochem. J., 53, 110 (1953)
• Antikainen, M., et al.: J. Clin. Invest., 98, 883 (1953)
• Aviram, M., et al.: J. Clin. Invest., 101, 1581 (1953)
• Biggadike, K., et al.: J. Med. Chem., 43, 19 (1953)