ChemicalBook > CAS DataBase List > 5-Chloroindole-3-carboxaldehyde

5-Chloroindole-3-carboxaldehyde

Product Name
5-Chloroindole-3-carboxaldehyde
CAS No.
827-01-0
Chemical Name
5-Chloroindole-3-carboxaldehyde
Synonyms
TIMTEC-BB SBB003756;5-Chloro-3-formylindole;5-CHLOROINDOLE-3-ALDEHYDE;5-chloro-3-carboxaldehyde;5-Chloro-indol-3-carbaldehyde;5-Chloro-indole-3-carbaldehyde;5-CHLOROINDOLE-3-CARBOXALDEHYDE;5-Chloro-3-indolecarboxaldehyde;5-Chloro-1H-indol-3-carbaldehyde;5-CHLORO-1H-INDOLE-3-CARBALDEHYDE
CBNumber
CB1733606
Molecular Formula
C9H6ClNO
Formula Weight
179.6
MOL File
827-01-0.mol
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5-Chloroindole-3-carboxaldehyde Property

Melting point:
213-216 °C (lit.)
Boiling point:
373.4±22.0 °C(Predicted)
Density 
1.431±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
pka
14.59±0.30(Predicted)
form 
powder
color 
Light orange
Sensitive 
Air Sensitive
BRN 
123794
InChI
InChI=1S/C9H6ClNO/c10-7-1-2-9-8(3-7)6(5-12)4-11-9/h1-5,11H
InChIKey
YXEXOIGXNYITQH-UHFFFAOYSA-N
SMILES
N1C2=C(C=C(Cl)C=C2)C(C=O)=C1
CAS DataBase Reference
827-01-0(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi,Xn
Risk Statements 
36/37/38-20/21/22
Safety Statements 
26-36-36/37/39-22
WGK Germany 
3
HazardClass 
IRRITANT
HS Code 
29339900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

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.

P271Use only outdoors or in a well-ventilated area.

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

P302+P352IF ON SKIN: wash with plenty of soap and water.

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

Sigma-Aldrich
Product number
533076
Product name
5-Chloroindole-3-carboxaldehyde
Purity
98%
Packaging
5g
Price
$358
Updated
2023/06/20
TCI Chemical
Product number
C3703
Product name
5-Chloroindole-3-carboxaldehyde
Purity
min. 98.0 %
Packaging
1G
Price
$93
Updated
2025/07/31
TCI Chemical
Product number
C3703
Product name
5-Chloroindole-3-carboxaldehyde
Purity
min. 98.0 %
Packaging
5G
Price
$281
Updated
2025/07/31
TRC
Product number
C380813
Product name
5-Chloroindole-3-carboxaldehyde
Packaging
500mg
Price
$75
Updated
2021/12/16
Biosynth Carbosynth
Product number
FC30369
Product name
5-Chloroindole-3-carboxaldehyde
Packaging
1g
Price
$63
Updated
2021/12/16
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5-Chloroindole-3-carboxaldehyde Chemical Properties,Usage,Production

Chemical Properties

Yellow to beige solid

Uses

5-Chloroindole-3-carboxaldehyde (5-Chloro-1H-indole-3-carboxaldehyde) may be used in the preparation of:

  • 5-chloroindole-3-carboxaldehyde isonicotinoyl hydrazine
  • 2′-[(5-chloro-1H-indol-3-yl)methyl-ene]-2-(1H-indol-3-yl)acetohydrazide
  • 5-chloro-3-(2,2-dibromovinyl)-1-(2-trimethylsilylethoxymethyl)indole

It may also be used in the preparation of the following hydrazone derivatives:
  • 5-chloroindole-3-carboxaldehyde 3-chlorobenzoylhydrazone
  • 5-chloroindole-3-carboxaldehyde 4-nitrobenzoylhydrazone
  • 5-chloroindole-3-carboxaldehyde 3-methylbenzoylhydrazone
  • 5-chloroindole-3-carboxaldehyde 4-methylbenzoylhydrazone

General Description

5-Chloroindole-3-carboxaldehyde, also known as 5-chloro-1H-indole-3-carboxaldehyde, is an indole derivative.

Synthesis

17422-32-1

827-01-0

The general procedure for the synthesis of 5-chloroindole-3-carbaldehyde from 5-chloroindole was as follows: phosphorus trichloride (4.6 mL, 49 mmol) was added slowly and dropwise to stirred dimethylformamide (20 mL) at 0 °C. After the dropwise addition, the reaction mixture was continued to be stirred for 10 minutes. Subsequently, a solution of 5-chloroindole (5.0 g, 33 mmol) dissolved in dimethylformamide (5 mL) was added slowly dropwise. After completion of the dropwise addition, the reaction mixture was heated to 40°C and kept at this temperature for 45 minutes. After completion of the reaction, the mixture was cooled to room temperature and then treated with a solution of sodium hydroxide (5.9 g, 148 mmol) in water (20 mL). Next, the mixture was heated to 50°C, held for 10 minutes and then cooled to room temperature. The reaction mixture was poured into crushed ice (100 mL) and the precipitate was collected by filtration. Finally, the filter cake was recrystallized by methanol to give the white solid product 5-chloroindole-3-carboxaldehyde (3.5 g, 59% yield) with a melting point of 215-216 °C. Elemental analysis measured values: C, 60.13; H, 3.40; N, 7.75%. Consistent with theoretical values (C9H6ClNO): C, 60.19; H, 3.37; N, 7.79%.

References

[1] Patent: US6433175, 2002, B1
[2] Patent: US3953442, 1976, A

5-Chloroindole-3-carboxaldehyde Preparation Products And Raw materials

Raw materials

5-Chloro-2-nitrotoluene N,N-Dimethylformamide Nickel Phosphorus oxitrichloride N,N-Dimethyformamide diethy acetal

Preparation Products

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View Lastest Price from 5-Chloroindole-3-carboxaldehyde manufacturers

Hebei Chuanghai Biotechnology Co., Ltd
Product
5-Chloroindole-3-carboxaldehyde 827-01-0
Price
US $9.90/KG
Min. Order
1KG
Purity
99%
Supply Ability
5tons
Release date
2024-12-03
Henan Aochuang Chemical Co.,Ltd.
Product
5-Chloroindole-3-carboxaldehyde 827-01-0
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1ton
Release date
2022-09-22
Henan Fengda Chemical Co., Ltd
Product
5-Chloroindole-3-carboxaldehyde 827-01-0
Price
US $5.00-0.20/KG
Min. Order
1KG
Purity
98%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-04-02

827-01-0, 5-Chloroindole-3-carboxaldehydeRelated Search:

Indometacin 5-Chloroindole-3-carboxylic acid 5-Bromoindole Indole-3-acetic acid Indole-3-butyric acid 5-Chloroindole Indole 5-CHLORO-1H-INDOLE-3-CARBOXYLIC ACID METHYL ESTER 5-CHLOROINDOLE-3-ACETIC ACID Methyl 2-(5-chloro-1H-indol-3-yl)acetate 5-CHLOROTRYPTOPHOL 5-CHLOROISOINDOLINE HYDROCHLORIDE Ethyl 5-chloroiMidazo[1,2-a]pyrazine-2-carboxylate 5-ChloroiMidazo[1,2-a]pyrazine-2-carboxylic acid 5-CHLORO-1H-INDOLE-2-CARBOXYLIC ACID METHYL ESTER Difluorochloromethane 5-BROMO-1H-INDOLE-2-CARBALDEHYDE Indole-3-carboxaldehyde

  • TIMTEC-BB SBB003756
  • 5-CHLORO-1H-INDOLE-3-CARBALDEHYDE
  • 5-CHLORO-1H-INDOLE-3-CARBOXALDEHYDE
  • 5-CHLOROINDOLE-3-ALDEHYDE
  • 5-CHLOROINDOLE-3-CARBOXALDEHYDE
  • 5-Chloro-3-formylindole
  • 5-Chloroindole-3-carboxaldehyde in stock Factory
  • 5-CHLOROINDOLE-3-CARBOXALDEHYDE(5ClIAld)
  • 5-Chloro-3-indolecarboxaldehyde
  • 5-Chloro-indole-3-carbaldehyde
  • 5-Chloro-1H-indole-3-carbaldehyde, 95+%
  • 5-chloro-3-carboxaldehyde
  • 5-Chloroindole-3-carboxaldehyde 98%
  • 1H-Indole-3-carboxaldehyde, 5-chloro-
  • 5-Chloro-indol-3-carbaldehyde
  • 5-Chloro-1H-indol-3-carbaldehyde
  • 827-01-0
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  • Indoles
  • Indoles and derivatives
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  • Halogenated Heterocycles
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