5059-30-3

Basic information

• Product Name: 2-CHLORO-1H-INDOLE-3-CARBALDEHYDE
• Synonyms: RARECHEM AK ML 0105;2-CHLORO-INDOLE-3-CARBALDEHYDE;2-CHLORO-1H-INDOLE-3-CARBALDEHYDE;2-CHLORO-1H-INDOLE-3-CARBOXALDEHYDE;2-Chloro-3-formyl-1H-indole;2-Chloroindole-3-carboxaldehyde, 97%;1H-Indole-3-carboxaldehyde, 2-chloro-
• CAS NO: 5059-30-3
• Molecular Formula: C₉H₆ClNO
• Molecular Weight: 179.6
• Product Categories: Aldehydes;Pyrroles & Indoles;Pyrroles & Indoles
• Mol File: 5059-30-3.mol
• Article Data: 38

Chemical Properties

• Melting Point: ca 212℃
• Boiling Point: 364.7 °C at 760 mmHg
• Flash Point: 174.3 °C
• Appearance: /
• Density: 1.431 g/cm³
• Vapor Pressure: 1.66E-05mmHg at 25°C
• Refractive Index: 1.731
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 13.90±0.30(Predicted)
• Water Solubility: Slightly soluble in water.
• Sensitive: Air Sensitive
• CAS DataBase Reference: 2-CHLORO-1H-INDOLE-3-CARBALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-1H-INDOLE-3-CARBALDEHYDE(5059-30-3)
• EPA Substance Registry System: 2-CHLORO-1H-INDOLE-3-CARBALDEHYDE(5059-30-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 5059-30-3(Hazardous Substances Data)

Usage

Uses

It is used as pharmaceutical intermediates. It is used in the synthesis of indole phytoalexin cyclobrassinon. And also in unprecedented chemical structure and biomimetic synthesis of erucalexin, a phytoalexin from the wild crucifer Erucastrum gallicum.

InChI:InChI=1/C9H6ClNO/c10-9-7(5-12)6-3-1-2-4-8(6)11-9/h1-5,11H

Upstream product

• 54698-11-2 1-methoxyindole 
• 127-19-5 N,N-dimethyl acetamide 
• 134792-59-9 1-(t-butyldimethylsilyloxy)indole 
• 86531-02-4 1H-indol-1-yl benzoate 
• 134792-58-8 1-tosyloxyindole 
• 59-48-3 2-oxoindole 
• 68-12-2 N,N-dimethyl-formamide 
• 25250-89-9 2H-indol-2-one 
• 487-89-8 Indole-3-carboxaldehyde 
• 7135-31-1 2-chloro-1H-indole 
• 75-50-3 trimethylamine 

Downstream Products

• 24279-74-1 2-chloro-1-methyl-1H-indole-3-carboxaldehyde 
• 54778-20-0 2-chloroindole-3-carboxylic acid 
• 361154-44-1 2-chloro-1-(phenylsulfonyl)-1H-indole-3-carbaldehyde 
• 377724-56-6 1-(tert-butoxycarbonyl)-2-chloroindol-3-ylcarbonyl isothiocyanate 
• 377724-58-8 9-tert-butoxycarbonyl-2-methoxy-4-oxo-[1,3]thiazino[6,5-b]indole 
• 377724-62-4 2-ethoxy-9-tert-butoxycarbonyl-1,3-thiazino[6,5-b]indol-4-one 
• 377724-63-5 2-methylamino-9-tert-butoxycarbonyl-1,3-thiazino[6,5-b]indol-4-one 
• 377724-57-7 2-chloro-3-methoxythiocarbonylaminocarbonyl-indole-1-carboxylic acid tert-butyl ester 
• 377724-60-2 N'-methyl N-(1-tert-butoxycarbonyl-2-chloroindol-3-ylcarbonyl)thiourea 
• 377724-59-9 2-chloro-3-ethoxythiocarbonylaminocarbonyl-indole-1-carboxylic acid tert-butyl ester 
• 377724-64-6 2-(1-piperidyl)-9-tert-butoxycarbonyl-1,3-thiazino[6,5-b]indol-4-one 
• 377724-61-3 2-chloro-3-[(piperidine-1-carbothioyl)-carbamoyl]-indole-1-carboxylic acid tert-butyl ester 
• 480996-60-9 2-(2-propoxy)-9-tert-butoxycarbonyl-1,3-thiazino[6,5-b]indol-4-one 

Relevant articles and documents

Synthesis and Antibacterial Activity of Novel 1H-indol-2-ol Derivatives

A series of novel 1H-indol-2-ol derivatives were synthesized and evaluated their antibacterial activities against rice bacterial leaf blight, tobacco bacterial wilt, and citrus canker caused by Xanthomonas oryzae pv. oryzae (Xoo), Ralstonia solanacearum, and Xanthomonas axonopodis pv. citri via the turbidimeter test in vitro. Antibacterial bioassay indicated that most compounds demonstrated good inhibitory effect against Xoo and Ralstonia solanacearum. Especially, compound 4k demonstrated the best inhibitory effect against Xoo with half-maximal effective concentration (EC50) value of 8.27?μg/mL, which was even better than those of commercial agents Bismerthiazol and Thiodiazole copper.

A cascade deprotonation/intramolecular aldol reaction of α-carbonyl sulfonium ylides with 2-mercaptoindole-3-carbaldehydes and 2-mercaptobenzaldehydes to access thieno[2,3-b]indoles and benzothiophenes

The first catalyst-free cascade deprotonation/intramolecular aldol reaction of α-carbonyl sulfonium ylides with 2-mercaptoindole-3-carbaldehydes and 2-mercaptobenzaldehydes was developed. A series of thieno[2,3-b]indoles and benzothiophenes were smoothly obtained in high to excellent yields. The salient features of the protocol include catalyst-free conditions, an environment-friendly solvent, broad substrate scope, and large-scale synthesis.

ORGANIC ELECTROLUMINESCENT COMPOUND AND ORGANIC ELECTROLUMINESCENT DEVICE COMPRISING THE SAME

The present application relates to an organic electroluminescent compound represented by chemical formula 1, and an organic electroluminescent device comprising the same. By comprising the organic electroluminescent compound of the present application having good thermal stability, it is possible to provide the organic electroluminescent device having lower driving voltage, high luminous efficiency and/or long lifespan characteristics compared with an existing organic electroluminescent device.COPYRIGHT KIPO 2020

Organocatalytic enantioselective tandem sulfa-Michael/aldol reaction to access dihydrothiopyran-fused benzosulfolane skeletons bearing three contiguous stereocenters

The first organocatalytic diastereo- and enantioselective tandem sulfa-Michael/aldol reaction of 2-mercaptoindole-3-carbaldehydes and 2-mercaptobenzaldehydes with benzo[b]thiophene sulfones was developed. With multiple hydrogen-bonding thiourea as a catalyst, a wide range of polycyclic dihydrothiopyran-fused benzosulfolanes were smoothly obtained with excellent results (up to 99% yield, 420 : 1 dr and 99% ee) under mild reaction conditions.