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Home > Encyclopedia > 4-Chloroindole-3-carbaldehyde

4-Chloroindole-3-carbaldehyde

4-Chloroindole-3-carbaldehyde structure

4-Chloroindole-3-carbaldehyde 

structure
  • CAS No:

    876-72-2

  • Formula:

    C9H6ClNO

  • Chemical Name:

    4-Chloroindole-3-carbaldehyde

  • Synonyms:

    4-CHLOROINDOLE-3-CARBALDEHYDE;4-CHLOROINDOLE-3-CARBOXALDEHYDE;4-CHLORO-1H-INDOLE-3-CARBALDEHYDE;4-Chloro-1H-indole-3-carboxaldehyde;4-CHLOROINDOLE-3-CARBOXALDEHYDE 98%;4-Chloro-1H-indole-3-carboxaldehyde 98%

  • Categories:

    Chemical Reagents  >  Organic Reagents

4-Chloroindole-3-carbaldehyde Basic Attributes

179.6

179.013794

DTXSID60542294

2933990090

Characteristics

32.9

2.1

1.4±0.1 g/cm3

164 °C

373.4°C at 760 mmHg

179.6±22.3 °C

1.732

Safety Information

36

26

Xi

P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501

H315

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

4-Chloroindole-3-carbaldehyde Use and Manufacturing

To a stirring DMF (10.63 mL) was added dropwise POC13 (3.55 mL) at 10-20 °C followed by addition of a solution of SM1 (2 g, 13.19 mmol) at 20-30 °C. Thereaction mixture was stirred at 35-37 °C for 45 minutes and finally poured into stirred ice(28 g) and water (21 mL). Sodium hydroxide (6.86 g) in water (36 mL) was added at 20-30°C and made the solution pH=8. The mixture was boiled for 5 minutes and cooled to roomtemperature, extracted with EtOAc, washed with brine. Combined organic extracts were dried over anhydrous Na2504 and concentrated under reduced pressure to obtain crude product, which was purified by silica gel column chromatography eluting with 60percent PE/EtOAc to afford compound 1 (1.037 g, 44percent) as an off-white solid. LC-MS: m/z =180[(M+1)].

Computed Properties

Molecular Weight:179.60
XLogP3:2.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:1
Exact Mass:179.0137915
Monoisotopic Mass:179.0137915
Topological Polar Surface Area:32.9
Heavy Atom Count:12
Complexity:185
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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