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Home > Encyclopedia > 6-Bromoindole-3-carboxylic acid

6-Bromoindole-3-carboxylic acid

6-Bromoindole-3-carboxylic acid structure

6-Bromoindole-3-carboxylic acid 

structure
  • CAS No:

    101774-27-0

  • Formula:

    C9H6BrNO2

  • Chemical Name:

    6-Bromoindole-3-carboxylic acid

  • Synonyms:

    6-BROMO-1H-INDOLE-3-CARBOXYLIC ACID;6-BROMO-1-(TERT-BUTOXYCARBONYL)-1H-INDOLE-3-CARBOXYLIC ACID;6-bromoindole-3-carboxylic acid;6-bromo-1H-indole-3-carboxylic;7024 6-BROMO-1H-INDOLE-3-CARBOXYLIC ACID;1H-Indole-3-carboxylic acid, 6-broMo-;6-broMo-3-indole acid

6-Bromoindole-3-carboxylic acid Basic Attributes

240.05

238.958176

DTXSID60570991

2933990090

Characteristics

53.1

2.7

1.838±0.06 g/cm3(Predicted)

212 °C

470.9±25.0 °C(Predicted)

238.6±23.2 °C

1.749

Safety Information

|Danger|H302 (50%): Harmful if swallowed [Warning Acute toxicity, oral]|P260, P261, P264, P270, P271, P280, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P321, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 2 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

6-Bromoindole-3-carboxylic acid Use and Manufacturing

This ketone (1.0 equiv, 1.0 g) was then mixed with 20percent aqueous NaOH (17 mL) and warmed to 100 °C. Stirring at this temperature was continued until the conversion was complete (-18 h). The solution was then cooled to room temperature and twice washed with CHA flask was charged with 1-(6-bromo-1H-indol-3-yl)-2, 2, 2-trifluoroethanone (hc) (292 mg, 1.0 mmol) and an aqueous solution of sodium hydroxide (180 mL, 20percent wt.) was added. This mixture was refluxed for 5 hours. The resulting mixture was cooled and washed with diethyl ether (2x20 mL) The aqueous phase was then carefully acidified to pH = 1 with an aqueous solution of 6M HCl. The product was extracted with diethyl ether (3x30 mL). The combined organic layers were washed with water, dried over anhydrous MgSOA flask was charged with 1-(6-bromo-lH-indol-3-yl)-2, 2, 2-trifluoroethanone (he) (292 mg, 1.0 mmol) and an aqueous solution of sodium hydroxide (180 mL, 20percent wt.) was added. This mixture was refluxed for 5 hours. The resulting mixture was cooled and washed with diethyl ether (2x20 mL) The aqueous phase was then carefully acidified to pH = 1 with an aqueous solution of 6M HC1. The product was extracted with diethyl ether (3x30 mL). The combined organic layers were washed with water, dried over anhydrous MgSO4, filtered and evaporated under vacuum. The desired product (2c) (192 mg, 0.8 mmol) was obtained as a grey solid. Yield: 80percentTo a stirred solution of VII-2 (1.7 g, 5.8 mmol) and NaOH (2.3 g, 58 mmol) in THF/water=1:1 (40 mL) was heated to reflux and stirred for 24 hours. The solvent was removed and the residue was added 2M HCl to adjust pH=2, the solid was collected and dried to give VII-3 (0.7 g, yield 50percent) as a yellow solid.Step 8; 6-bromo-indole-3-carboxylic acid;

Computed Properties

Molecular Weight:240.05
XLogP3:2.7
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:238.95819
Monoisotopic Mass:238.95819
Topological Polar Surface Area:53.1
Heavy Atom Count:13
Complexity:222
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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