ChemicalBook > CAS DataBase List > 4-Bromoindole-3-carboxaldehyde

4-Bromoindole-3-carboxaldehyde

Product Name
4-Bromoindole-3-carboxaldehyde
CAS No.
98600-34-1
Chemical Name
4-Bromoindole-3-carboxaldehyde
Synonyms
4-BROMO-1H-INDOLE-3-CARBALDEHYDE;4-BROMO-3-FORMYLINDOLE;4-BROMO-3-FORMYL-1H-INDOLE;4-Bromoindole-3-carbaldehyde;4-BROMO-3-INDOLECARBALDEHYDE;4-BROMOINDOLE-3-CARBOXALDEHYDE;4-BROMOINDOLE-3-CARBOXYALDEHYDE;4-BoMo-1H-indole-3-carbaldehyde;4-Bromoindole-3-carboxaldehyde>4-Bromoindole-3-carboxaldehyde 98%
CBNumber
CB3665442
Molecular Formula
C9H6BrNO
Formula Weight
224.05
MOL File
98600-34-1.mol
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4-Bromoindole-3-carboxaldehyde Property

Melting point:
179-180°C
Boiling point:
395.6±22.0 °C(Predicted)
Density 
1.727±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
form 
Solid
pka
14.57±0.30(Predicted)
color 
White to Yellow
CAS DataBase Reference
98600-34-1(CAS DataBase Reference)
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Safety

Hazard Codes 
Xn,Xi
Risk Statements 
21/22-36/37/38-36-22
Safety Statements 
22-26-36/37/39
Hazard Note 
Irritant
HS Code 
2933998090
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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.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

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

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TCI Chemical
Product number
B2773
Product name
4-Bromoindole-3-carboxaldehyde
Purity
>96.0%(GC)(N)
Packaging
1g
Price
$49
Updated
2025/07/31
TCI Chemical
Product number
B2773
Product name
4-Bromoindole-3-carboxaldehyde
Purity
>96.0%(GC)(N)
Packaging
5g
Price
$146
Updated
2025/07/31
TRC
Product number
B686418
Product name
4-Bromo-1H-indole-3-carbaldehyde
Packaging
50mg
Price
$60
Updated
2021/12/16
AK Scientific
Product number
V0115
Product name
4-Bromoindole-3-carboxaldehyde
Packaging
1g
Price
$27
Updated
2021/12/16
Frontier Specialty Chemicals
Product number
B1568
Product name
4-Bromo-3-formylindole
Purity
>98%
Packaging
1g
Price
$30
Updated
2021/12/16
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4-Bromoindole-3-carboxaldehyde Chemical Properties,Usage,Production

Uses

In the field of medicinal chemistry, 4-bromoindole-3-carbaldehyde can be used to synthesize compounds with specific biological activities, such as building blocks for drug molecules.

Synthesis

52488-36-5

68-12-2

98600-34-1

In a 500 mL three-necked round-bottomed flask, 120 mL of anhydrous N,N-dimethylformamide (DMF) was added and the temperature of the reaction system was lowered to 0 °C. Under vigorous stirring, 11 mL (0.12 mol) of phosphoryl chloride (POCl3) was slowly added dropwise. After continuing stirring for 5 min, 10 g (0.048 mol, 95% purity) of 4-bromoindole dissolved in 20 g of anhydrous DMF was added slowly dropwise. After the dropwise addition was completed, the ice bath was removed and the reaction was continued for 1 hour. At this point, the reaction mixture transformed into a viscous suspension. Subsequently, 4.7 M potassium hydroxide solution was slowly added dropwise to the reaction suspension (dropwise acceleration was controlled to maintain the reaction temperature between 65-75 °C, and cooled if the temperature was too high). After the reaction has continued for 6 hours, 20 mL of saturated sodium bicarbonate solution is added and stirring is continued for 5 minutes. The reaction mixture was diluted with ethyl acetate, dried and concentrated under reduced pressure to give crude 4-bromoindole-3-carboxaldehyde 12 g. Immediately 2.5 mL of acetone was added and heated to reflux until dissolved. Subsequently, petroleum ether with a boiling range of 60-90 °C was added at a ratio of 11 mL/g of the crude product, and white fine needle-like crystals were immediately precipitated. The mixture was kept at a low temperature of -5°C for 10 minutes. After crystallization was complete, the mixture was filtered through a sand core funnel and washed twice with petroleum ether. If there is still uncrystallized product in the filtrate, the crystallization process can be repeated by evaporating the solvent. After four crystallizations, all the white crystals of 4-bromoindole-3-carboxaldehyde were combined and air-dried to give a final product of 10.3 g in 95% yield.

References

[1] Organic Letters, 2006, vol. 8, # 23, p. 5287 - 5289
[2] Journal of the American Chemical Society, 2009, vol. 131, # 31, p. 10796 - 10797
[3] Organic Letters, 2013, vol. 15, # 21, p. 5448 - 5451
[4] Patent: CN107935905, 2018, A. Location in patent: Paragraph 0029-0031; 0034; 0038
[5] Journal of Organic Chemistry, 2016, vol. 81, # 4, p. 1723 - 1730

4-Bromoindole-3-carboxaldehyde Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 4-Bromoindole-3-carboxaldehyde manufacturers

Hebei Chuanghai Biotechnology Co., Ltd
Product
4-Bromoindole-3-carboxaldehyde 98600-34-1
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20 mt
Release date
2024-11-12
Career Henan Chemical Co
Product
4-Bromoindole-3-carboxaldehyde 98600-34-1
Price
US $1.00/g
Min. Order
1g
Purity
99%
Supply Ability
1000KGS
Release date
2020-01-14

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