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Ethyl 5-Bromoindole-2-carboxylate(CAS#16732-70-0)

Chemical Property:

16732-70-0 – Names and Identifiers

Name 5-Bromo-2-Indolecarboxylic Acid Ethyl Ester
Synonyms 5-Bromo-2-Carbethoxyindole
5-BROMO-2-CARBETHOXYINDOLE
Ethyl 5-Bromoindole-2-Carboxylate
2-(Ethoxycarbonyl)-5-bromo-indole
ETHYL 5-BROMOINDOLE-2-CARBOXYLATE
2-(Ethoxycarbonyl)-5-Bromo-Indole
Ethyl 5-Bromo-1H-Indole-2-Carboxylate
ETHYL 5-BROMO-1H-INDOLE-2-CARBOXYLATE
5-BROMOINDOLE-2-CARBOXYLIC ACID ETHYL ESTER
5-Bromoindole-2-Carboxylic Acid Ethyl Ester
5-Bromo-2-Indolecarboxylic Acid Ethyl Ester
5-BROMO-2-INDOLECARBOXYLIC ACID ETHYL ESTER
5-Bromo-1H-Indole-2-Carboxylic Acid Ethyl Ester
5-BROMO-1H-INDOLE-2-CARBOXYLIC ACID ETHYL ESTER
1H-Indole-2-Carboxylic Acid, 5-Bromo-, Ethyl Ester
1H-INDOLE-2-CARBOXYLIC ACID, 5-BROMO-, ETHYL ESTER
CAS 16732-70-0
EINECS 680-051-9
InChI InChI=1/C11H10BrNO2/c1-2-15-11(14)10-6-7-5-8(12)3-4-9(7)13-10/h3-6,13H,2H2,1H3

16732-70-0 – Physico-chemical Properties

Molecular Formula C11H10BrNO2
Molar Mass 268.11
Density 1.554±0.06 g/cm3(Predicted)
Melting Point 165 °C
Boling Point 394.7±22.0 °C(Predicted)
Flash Point 192.503°C
Solubility soluble in Acetone
Vapor Presure 0mmHg at 25°C
Appearance Solid
Color White to Orange to Green
pKa 14.05±0.30(Predicted)
Storage Condition 2-8°C
Refractive Index 1.646
MDL MFCD00022701
Physical and Chemical Properties White powder

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16732-70-0 – Risk and Safety

Hazard Symbols Xi – Irritant
Irritant
Risk Codes Xi – 刺激性物质
WGK Germany 3
Hazard Class IRRITANT

16732-70-0 – Reference Information

Uses Ethyl 5-bromoindole-2-carboxylate is an ester organic substance and can be used as a pharmaceutical intermediate.
Overview Ethyl 5-bromoindole 2-carboxylate is one of the most common aromatic heterocyclic structures and synthetic blocks. It is widely found in natural products and human physiologically active substances. It is also an important structural unit commonly found in medicine and functional materials, and is called “dominant structure”. In view of its importance in many fields, the synthesis of indole and its functionalization methods have been continuously developed and improved since the last century. These synthesis methods can be roughly divided into two categories, namely equivalent reactions and catalytic reactions.
preparation ethyl 5-bromoindole 2-carboxylate preparation is as follows: take a 25mLSchlenk reaction tube, add 69mg of p-bromoaniline, 9mg of palladium acetate and 80mg of molecular sieve, inject 93mg of ethyl 2-oxopropionate, 96mg of acetic acid and 2mL of dimethyl sulfoxide, connect a 200mL oxygen ball, and stir at 70 ℃ for 18 hours. After the reaction, 15mL of ethyl acetate was added to dilute the reaction solution, 10mL of brine after filtration was washed twice, and the organic phase was separated. The aqueous phase was extracted once with ethyl acetate, and the organic phase was combined. The pure product 50 mg5-ethyl bromoindole 2-carboxylate was obtained by column chromatography separation with a yield of 47%.

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