3-ACETOXY-5-BROMOINDOLE Chemical Properties

Melting point:

130-132 °C(lit.)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

ethanol: soluble50mg/mL, clear, colorless

form 

powder to crystal

color 

White to Purple

BRN 

168698

InChI

1S/C10H8BrNO2/c1-6(13)14-10-5-12-9-3-2-7(11)4-8(9)10/h2-5,12H,1H3

InChIKey

KFTGECHXNQBTNZ-UHFFFAOYSA-N

SMILES

CC(=O)Oc1c[nH]c2ccc(Br)cc12

CAS DataBase Reference

17357-14-1(CAS DataBase Reference)

EPA Substance Registry System

1H-Indol-3-ol, 5-bromo-, acetate (ester) (17357-14-1)

Safety Information

Safety Statements 

22-24/25

WGK Germany 

3

F 

8-10

TSCA 

TSCA listed

HS Code 

2933998090

Storage Class

11 - Combustible Solids

MSDS

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

3-ACETOXY-5-BROMOINDOLE Usage And Synthesis

Uses

5-Bromoindoxyl acetate may be used:

• as esterase substrate to investigate the activity of non-specific esterase in the matrix of developing bovine enamel
• in histochemical studies of the nonspecific esterase of mouse epididymis
• as substrate to investigate the esterase activity in guinea-pig thyroid and mouse epididymis epithelial cells
• in staining procedure for the frozen sections of muscle fixed in buffered formaldehyde

General Description

5-Bromoindoxyl acetate is a halogenated heterocyclic compound. It is widely used as esterase substrate.

Synthesis

Method I.

The 3-hydroxyindole acetate, N-bromosuccinimide and 150 mL of carbon tetrachloride. It was added into 250 mL round bottom flask and refluxed in oil bath for 2 h. The reaction process was monitored by TLC. At the completion of the reaction, the solution changed from dark yellow to light yellow and a white solid (succinimide) was precipitated. The filtrate was withdrawn and washed, and the filtrate was collected and evaporated to obtain 5-bromo-3-hydroxyindole acetate.

Method II.

In a 500 mL single-necked flask, 3-hydroxyindole acetic acid ester was dissolved in tetrahydrofuran solution, N-bromosuccinimide was added in an ice bath, and the reaction was stirred at 0??C for 3 h. The reaction was completed. The reaction mixture was poured into 150 mL of ice water and extracted with methyl tert-butyl ether (100 mL??4), the organic phases were combined, dried with anhydrous sodium sulfate, and concentrated to obtain 5-bromo-3-hydroxyindole acetate.

3-ACETOXY-5-BROMOINDOLE(17357-14-1)Related Product Information

• 3-ACETOXY-5-BROMOINDOLE
• 1-Acetyl-5-bromo-4-chloro-1H-indol-3-yl acetate
• 5-BROMOINDOXYL DIACETATE
• 5-BROMO-4-CHLORO-3-INDOLYL ACETATE
• 1H-INDOL-3-OL
• INDOXYL ACETATE
• 5-Bromoindole
• 5-BROMO-4-CHLORO-3-INDOLYL BUTYRATE
• 5-BROMO-4-CHLORO-3-INDOLYL CAPRYLATE
• 5-BROMO-3-INDOXYL NONANOATE
• 5-BROMO-6-CHLORO-3-INDOXYL NONANOATE
• 5-BROMO-3-INDOXYL CAPRYLATE
• 5-BROMO-6-CHLORO-3-INDOXYL PALMITATE
• 5-BROMO-4-CHLORO-3-INDOXYL OLEATE
• 5-BROMO-6-CHLORO-3-INDOLYL CAPRYLATE
• 5-BROMO-6-CHLORO-3-INDOXYL BUTYRATE
• 5-BROMO-6-CHLORO-3-INDOXYL-3-ACETATE
• 5-BROMO-4-CHLORO-3-INDOXYL PALMITATE