ChemicalBook > CAS DataBase List > 1H-Indole-3-aceticacid,4-bromo-(9CI)

1H-Indole-3-aceticacid,4-bromo-(9CI)

Product Name
1H-Indole-3-aceticacid,4-bromo-(9CI)
CAS No.
89245-41-0
Chemical Name
1H-Indole-3-aceticacid,4-bromo-(9CI)
Synonyms
4-Bromoindole-3-acetic Acid;4-Bromo-3-indoleacetic acid;4-broMo-1H-indole-3-acetic acid;1H-Indole-3-acetic acid, 4-broMo-;(4-Bromo-1H-indol-3-yl)-acetic acid;2-(4-bromo-1H-indol-3-yl)acetic acid;1H-Indole-3-aceticacid,4-bromo-(9CI)
CBNumber
CB31297828
Molecular Formula
C10H8BrNO2
Formula Weight
254.08
MOL File
89245-41-0.mol
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1H-Indole-3-aceticacid,4-bromo-(9CI) Property

Melting point:
185-187℃ (DEC.)
Boiling point:
466.0±30.0 °C(Predicted)
Density 
1.746
storage temp. 
2-8°C
pka
4.27±0.30(Predicted)
Appearance
Light yellow to yellow Solid
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC
Product number
B688755
Product name
2-(4-Bromo-1H-indol-3-yl)aceticAcid
Packaging
100mg
Price
$55
Updated
2021/12/16
TRC
Product number
B688755
Product name
2-(4-Bromo-1H-indol-3-yl)aceticAcid
Packaging
500mg
Price
$165
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB142866
Product name
2-(4-Bromo-1H-indol-3-yl)acetic acid
Packaging
250mg
Price
$62.5
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB142866
Product name
2-(4-Bromo-1H-indol-3-yl)acetic acid
Packaging
500mg
Price
$110
Updated
2021/12/16
AK Scientific
Product number
W9217
Product name
2-(4-bromo-1H-indol-3-yl)aceticacid
Packaging
250mg
Price
$140
Updated
2021/12/16
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1H-Indole-3-aceticacid,4-bromo-(9CI) Chemical Properties,Usage,Production

Synthesis

65018-18-0

89245-41-0

To a dry three-necked flask was added 98.0 kg of 4-bromoindole, 307.0 kg of aluminum trichloride and 500 L of methylene chloride, and 79.0 kg of acetyl chloride was added slowly and dropwise to the three-necked flask. The reaction mixture was heated to 40 °C and kept for 8 hours. Upon completion of the reaction, the mixture was poured into 800 L of ice water, the organic phase was separated and the solvent was recovered to give 1,3-diacetyl-4-bromoindole. Subsequently, 161 kg of morpholine and 40.0 kg of sulfur were added directly to the reaction system, heated to 120 °C and kept for 5 hours. After the rearrangement reaction was completed, 500 L of methanol was added, heated to dissolve, decolorized with activated carbon, filtered and cooled. To the filtrate, 300 L of 70% ethanol and 200 L of 15% sodium hydroxide solution were added and heated to reflux for 4 hours. After completion of the reaction, filter and recover the solvent under vacuum. To the residue, appropriate amount of water was added and the pH was adjusted to 1-2 with dilute hydrochloric acid to precipitate a solid. It was filtered, washed with water to neutral, and finally recrystallized with 60% ethanol to obtain 102.2 kg of 4-bromoindole-3-acetic acid in 85.2% yield.

References

[1] Patent: CN104311469, 2016, B. Location in patent: Paragraph 0070-0072

1H-Indole-3-aceticacid,4-bromo-(9CI) Preparation Products And Raw materials

Raw materials

Preparation Products

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