5-Chloro-1H-indole-2-carboxaldehyde
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5-Chloro-1H-indole-2-carboxaldehyde
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CAS No:
53590-49-1
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Formula:
C9H6ClNO
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Chemical Name:
5-Chloro-1H-indole-2-carboxaldehyde
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Synonyms:
1H-Indole-2-carboxaldehyde,5-chloro-;5-Chloro-1H-indole-2-carboxaldehyde;5-Chloro-2-indolecarboxaldehyde
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CAS No:
5-Chloro-1H-indole-2-carboxaldehyde Use and Manufacturing
The product (1 eq.) from above was dissolved in THF (0.5 M) and treated with manganese dioxide (3 eq), and stirred for 1.5 hours until TLC analysis indicated that reaction was complete. The reaction was filtered through celite, dried over magnesium sulfate, and concentrated to yield the desired crude aldehyde in 82percent yield.General procedure: A suspension of the alcohol 12 (1 mmol) and active MnO2(10 mmol) in DMF (30 mL) was stirred at rt for 12 h. The reactionmixture was filtrated through a Celite pad. The filtrate was evaporatedin vacuo. The residue was purified by column chromatographyusing EtOAc-hexane as an eluent to give the indole-2-carbaldehyde 13.General procedure: In round-bottom flask 112 containing the corresponding indole alcohol (1 eq.) in THF, 6 eq. of freshly prepared 113 MnO2 were added and the reaction was kept under magnetic stirring at 60 C, until the 114 completion of the reaction was detected by TLC (2 – 4 hours). The reaction mixture was 115 filtered through a quantitative filter paper (pore size of 8 μm), washed with THF, followed by MeOH and the filtered was evaporated under reduced pressure.
Computed Properties
Molecular Weight:179.60
XLogP3:2.5
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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5-Chloro-1H-indole-2-carboxaldehyde
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