| Identification | More | [Name]
2-Bromo-4-butanolide | [CAS]
5061-21-2 | [Synonyms]
2-bromo-4-butanolide
2-BROMO-4-HYDROXYBUTYRIC ACID GAMMA-LACTONE
2-BROMO-4-HYDROXYBUTYRIC ACID LACTONE
2-BROMO-GAMMA-BUTYROLACTONE
2-BROMO-Y-BUTYROLACTONE
A-BROMO-GAMMA-BUTYROLACTONE
A-BROMO-G-BUTYROLACTONE
AKOS 23
ALPHA-BROMO-GAMMA-BUTYROLACETONE
ALPHA-BROMO-GAMMA-BUTYROLACTONE
BROMO(ALPHA-)-GAMMA-BUTYROLACTONE
2-Bromo-4-butyrolactone
2-Bromobutyrolactone
3-bromodihydro-2(3h)-furanon
3-Bromodihydro-2(3H)-furanone
3-Bromodihydro-2-furanone
alpha-Bromobutyric acid, gamma-lactone
alpha-Bromobutyrolactone
-Bromo-butyrolactone
__bromo-r-butyrolactone | [EINECS(EC#)]
225-764-4 | [Molecular Formula]
C4H5BrO2 | [MDL Number]
MFCD00005387 | [Molecular Weight]
164.99 | [MOL File]
5061-21-2.mol |
| Chemical Properties | Back Directory | [Appearance]
Pale Yellow Liquid | [Boiling point ]
138 °C/6 mmHg (lit.) | [density ]
1.786 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.508(lit.)
| [Fp ]
>230 °F
| [storage temp. ]
2-8°C
| [solubility ]
Acetone, Chloroform, Ethyl Acetate, Methanol | [form ]
Clear Colourless to Light Yellow Liquid | [Specific Gravity]
1.778 (20/4℃) | [Sensitive ]
Moisture Sensitive/Lachrymatory | [Usage]
Lactams inhibit type Q arylesterase activity of human serum paraoxonase PON1. | [BRN ]
107800 | [InChI]
InChI=1S/C4H5BrO2/c5-3-1-2-7-4(3)6/h3H,1-2H2 | [InChIKey]
LFJJGHGXHXXDFT-UHFFFAOYSA-N | [SMILES]
O1CCC(Br)C1=O | [CAS DataBase Reference]
5061-21-2(CAS DataBase Reference) | [NIST Chemistry Reference]
2(3H)-Furanone, 3-bromodihydro-(5061-21-2) | [EPA Substance Registry System]
5061-21-2(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [RIDADR ]
UN 2810 | [WGK Germany ]
3
| [F ]
21 | [Hazard Note ]
Irritant/Keep Cold/Lachrymatory/Moisture Sensitive | [TSCA ]
Yes | [HS Code ]
29322980 |
| Hazard Information | Back Directory | [Chemical Properties]
Pale Yellow Liquid | [Uses]
Lactams inhibit type Q arylesterase activity of human serum paraoxonase PON1. | [Synthesis]
General procedure for the synthesis of α-bromo-γ-butyrolactone from γ-butyrolactone (bromination step): in a 1000 mL reaction vessel equipped with a stirring device, refluxing device, thermometer, dropping funnel, and nitrogen introduction tube, 200 g (2.32 mol) of γ-butyrolactone and 2.76 g (0.086 mol based on 3.7 mol% of γ-butyrolactone) of sulfur were added as the catalyst. 431 g (2.70 mol) of bromine was loaded into a dropping funnel. Stirring was initiated, the reaction temperature was controlled not to exceed 40 °C, and the bromine was slowly added dropwise. After the dropwise addition was completed, the reaction temperature was raised to about 90 °C and the reaction was maintained at this temperature for 1 hour. Subsequently, the temperature was raised to about 110°C and the reaction was continued for 3 hours. | [References]
[1] Patent: JP5837752, 2015, B2. Location in patent: Paragraph 0052; 0079-0081; 0082; 0085; 0086; 0088
[2] Journal of Porphyrins and Phthalocyanines, 2010, vol. 14, # 1, p. 89 - 100
[3] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 10, p. 3074 - 3077
[4] Synlett, 2005, # 17, p. 2648 - 2652
[5] Organic Letters, 2011, vol. 13, # 14, p. 3670 - 3673 |
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