1-Acetyl-5-bromoindoline Chemical Properties

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

pka

0.27±0.20(Predicted)

form 

powder to crystal

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 Information

Hazard Codes 

Xi

Risk Statements 

36/37/38-52/53

Safety Statements 

26-36/37/39-61

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

2933998090

Storage Class

11 - Combustible Solids

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

1-Acetyl-5-bromoindoline Usage And Synthesis

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.

1-Acetyl-5-bromoindoline(22190-38-1)Related Product Information

• 1-ACETYL-5-BROMOINDOLINE
• 5-BROMOINDOLINE
• 1-ACETYL-5-BROMO-7-NITROINDOLINE
• 5-Bromoindole
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• AKOS BBS-00001025
• 1-(6-AMINO-5-BROMO-2,3-DIHYDRO-1H-INDOL-1-YL)ETHAN-1-ONE
• 1-ACETYL-5-BROMO-7-CHLOROINDOLINE
• 1-ACETYL-5-BROMO-7-IODOINDOLINE
• 1-ACETYL-5-BROMOINDOLIN-7-AMINE
• 1-acetyl-5-bromoindoline-2,3-dione
• BUTTPARK 11\07-57
• SALOR-INT L338281-1EA
• BUTTPARK 148\07-54
• 1-Acetyl-5-bromo-1,2-dihydro-indol-3-one
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• BUTTPARK 22\07-76
• BUTTPARK 52\04-52