360788-02-9

Basic information

• Product Name: 1H-Indole-3-propanal
• CAS NO: 360788-02-9
• Molecular Formula: C11H11NO
• Molecular Weight: 173.214
• Mol File: 360788-02-9.mol

Chemical Properties

• CAS DataBase Reference: 1H-Indole-3-propanal(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole-3-propanal(360788-02-9)
• EPA Substance Registry System: 1H-Indole-3-propanal(360788-02-9)

Safety Data

• Hazardous Substances Data: 360788-02-9(Hazardous Substances Data)

Upstream product

• 686777-78-6 3-(1H-indol-3-yl)-selenopropionic acid Se-phenyl ester 

Downstream Products

• 360787-63-9 3-[3-[((S)-α-methylbenzyl)amino]propyl]indole 
• 6245-89-2 Homotryptamine 
• 21777-15-1 (E)-3-(1H-indol-3-yl)acrylaldehyde 
• 360787-65-1 dimethyl 3-[3-[N-(S)-α-methylbenzyl-N-tert-butoxycarbonylamino]propyl]indole-2-propanedioate 
• 360787-66-2 dimethyl 3-[3-[(S)-α-methylbenzylamino]propyl]indole-2-propanedioate 
• 360787-67-3 methyl 3-[(S)-α-methylbenzyl]-2-oxo-2,3,4,5,6,11-hexahydro-1H-azocino[4,5-b]indole-1-carboxylate 

Relevant articles and documents

Tributylgermanium hydride as a replacement for tributyltin hydride in radical reactions

Tributylgermanium hydride (Bu3GeH) can be used as an alternative to tributyltin hydride (Bu3SnH) as a radical generating reagent with a wide range of radical substrates. Tributylgermanium hydride has several practical advantages over tributyltin hydride, e.g. low toxicity, good stability and much easier work-up of reactions. The reagent can be easily prepared in good yield and stored indefinitely. Suitable substrates include iodides, bromides, activated chlorides, phenyl selenides, tert-nitroalkanes, thiocarbonylimidazolides and Barton esters. Alkyl, vinyl and aryl radicals can be generated in radical reactions including reduction and cyclisation processes. Common radical initiators such as ACCN and triethylborane can be used. The slower rate of hydrogen abstraction by carbon-centred radicals from Bu 3GeH as compared to Bu3SnH facilitates improved cyclisation yields. Polarity reversal catalysis (PRC) with phenylthiol can be used in reactions which generate stable radical intermediates which will not abstract hydrogen from Bu3GeH.