| Identification | More | [Name]
1-ACETYL-5-BROMOINDOLINE | [CAS]
22190-38-1 | [Synonyms]
1-(5-BROMO-2,3-DIHYDRO-1H-INDOL-1-YL)ETHAN-1-ONE
1-ACETYL-5-BROMO-2,3-DIHYDROINDOLE
1-ACETYL-5-BROMOINDOLINE
BUTTPARK 75\04-10
1-acetyl-5-bromoindoline crystalline
1-Acetyl-5-bromoindoline,97%
1-Acetyl-5-bromoindoline,98%
1-ACETYL-5-BROMOINDOLINE 98%
1-(5-bromoindolin-1-yl)ethanone | [EINECS(EC#)]
-0 | [Molecular Formula]
C10H10BrNO | [MDL Number]
MFCD00056017 | [Molecular Weight]
240.1 | [MOL File]
22190-38-1.mol |
| Chemical Properties | Back Directory | [Melting point ]
118-121°C | [Boiling point ]
423.6±45.0 °C(Predicted) | [density ]
1.529±0.06 g/cm3(Predicted) | [storage temp. ]
−20°C
| [form ]
powder to crystal | [pka]
0.27±0.20(Predicted) | [color ]
White to Yellow to Orange | [BRN ]
165052 | [InChI]
1S/C10H10BrNO/c1-7(13)12-5-4-8-6-9(11)2-3-10(8)12/h2-3,6H,4-5H2,1H3 | [InChIKey]
WQKQAIXOTCPWFE-UHFFFAOYSA-N | [SMILES]
CC(=O)N1CCc2cc(Br)ccc12 | [CAS DataBase Reference]
22190-38-1(CAS DataBase Reference) |
| 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 .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [WGK Germany ]
3
| [HazardClass ]
IRRITANT | [HS Code ]
2933998090 | [Storage Class]
11 - Combustible Solids |
| Hazard Information | Back Directory | [Uses]
1-Acetyl-5-bromoindoline is a valuable organic compound and could be used to synthesise 5-bromoindoline, 5-Bromo-7-nitroindoline, and others.
| [Synthesis]
The synthesis method of 1-Acetyl-5-bromoindoline is as follows: add acetyl chloride (5.5 mmol, 1.1 equiv) to a stirred solution of 5-Bromoindolin (5 mmol, 1.0 equiv) and Et3N (7.5 mmol,1.5 equiv) in CH2Cl2 (15 mL) at 0°C. Stir the resulting mixture for 1 h under N2 atmosphere. Quench the reaction with NaHCO3 solution (20 mL). Separate the aqueous layer and wash with DCM (15 mL) and combine the organic layers. Dry the organicsolution over anhydrous Na2SO4 and evaporate under vacuum. Purify the residue by column chromatography on silica gel.
| [References]
[1] ZHIYONG TAN*, WEI GUO* Visible Light Mediated Chemoselective Hydroxylation of Benzylic Methylenes[J]. The Journal of Organic Chemistry, 2024, 89 4: 2656-2664. DOI:10.1021/acs.joc.3c02683.
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