| Identification | More | [Name]
2-Bromoindene | [CAS]
10485-09-3 | [Synonyms]
1H-INDENE, 2-BROMO-
2-BROMOINDENE | [EINECS(EC#)]
678-249-5 | [Molecular Formula]
C9H7Br | [MDL Number]
MFCD06797863 | [Molecular Weight]
195.06 | [MOL File]
10485-09-3.mol |
| Chemical Properties | Back Directory | [Appearance]
Yellow to pale brown low melting solid | [Melting point ]
35-37°C | [Boiling point ]
127 °C / 23mmHg | [density ]
1.570±0.06 g/cm3(Predicted) | [storage temp. ]
Refrigerator (+4°C) | [form ]
powder to crystal | [color ]
White to Light yellow to Light orange | [Water Solubility ]
Insoluble in water. | [InChI]
InChI=1S/C9H7Br/c10-9-5-7-3-1-2-4-8(7)6-9/h1-5H,6H2 | [InChIKey]
CCUYEVNCRQDQRF-UHFFFAOYSA-N | [SMILES]
C1C2=C(C=CC=C2)C=C1Br | [CAS DataBase Reference]
10485-09-3(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [Hazard Note ]
Irritant | [HS Code ]
29036990 |
| Hazard Information | Back Directory | [Chemical Properties]
Yellow to pale brown low melting solid | [Uses]
2-Bromoindene is used as pharmaceutical intermediate. | [Synthesis]
General procedure for the synthesis of 2-bromoindene from 2-bromo-1-indanol: In a 25 mL round-bottomed flask, 250 mg (1.2 mmol) of 2-bromo-1-phenylethanol (1a), 50 mg (20 wt%) of H-β zeolite and 1.0 mL of chlorobenzene were added. The reaction flask was heated in an oil bath at 120 °C for 6 h. The reaction process was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the flask was cooled to room temperature and the reaction mixture was filtered through Wattman filter paper and the filter cake was washed with 10 mL of diethyl ether. The filtrate was concentrated under reduced pressure to remove the solvent. The resulting crude product was purified by column chromatography on silica gel (200-400 mesh) to afford 2-bromoindene (2a, 0.16 g) in 72% yield using hexane as eluent. | [References]
[1] Tetrahedron Letters, 2014, vol. 55, # 10, p. 1793 - 1795
[2] Patent: US2016/194422, 2016, A1. Location in patent: Paragraph 0129; 0138
[3] Journal of Organic Chemistry, 1982, vol. 47, # 4, p. 705 - 709
[4] Patent: EP2390249, 2011, A2. Location in patent: Page/Page column 20-21
[5] Journal of Medicinal Chemistry, 2006, vol. 49, # 7, p. 2222 - 2231 |
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