32989-68-7

Basic information

• Product Name: Benzaldehyde, 4-[2-(dimethylamino)ethenyl]-3-nitro-, (E)-
• CAS NO: 32989-68-7
• Molecular Formula: C11H12N2O3
• Molecular Weight: 220.228
• Mol File: 32989-68-7.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Benzaldehyde, 4-[2-(dimethylamino)ethenyl]-3-nitro-, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzaldehyde, 4-[2-(dimethylamino)ethenyl]-3-nitro-, (E)-(32989-68-7)
• EPA Substance Registry System: Benzaldehyde, 4-[2-(dimethylamino)ethenyl]-3-nitro-, (E)-(32989-68-7)

Safety Data

• Hazardous Substances Data: 32989-68-7(Hazardous Substances Data)

Upstream product

• 40870-59-5 (4-Methyl-3-nitro-phenyl)-methanol 
• 31680-07-6 4-methyl-3-nitrobenzaldehyde 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 

Downstream Products

• 1196-70-9 indole-6-carboxaldehyde 
• 1075-26-9 6-(hydroxymethyl)indole 
• 111596-29-3 1-hydroxy-6-indolecarbaldehyde 
• 21005-45-8 1-methyl-1H-indole-6-carboxaldehyde 
• 111596-31-7 1-methoxy-6-indolecarbaldehyde 

Relevant articles and documents

The Chemistry of Indoles. XXXII. A Facile Synthetic Method for 6-Indolecarbaldehyde, 6-Indolemethanol, and 6-Substituted 1-Hydroxyindoles and Its Application for the Synthesis of a Natural Alkaloid, (E)-6-(3-Methylbuta-1,3-dienyl)indole

Trivalent titanium ion can reduce arylaldehydes, and the reaction is controllable by selecting the pH of the reaction medium.Utilizing this new finding, 6-indolecarbaldehyde and 6-indolemethanol were conveniently produced by the modified Leimgruber-Batcho method with titanium(III) chloride as the reducing agent.Syntheses of a natural alkaloid, (E)-6-(3-methylbuta-1,3-dienyl)indole, and some new 6-substituted 1-hydroxyindoles are also reported.Keywords-titanium(III) chloride; 6-indolecarbaldehyde; 6-indolemethanol; (E)-6-(3-methylbuta-1,3-dienyl)indole; (Z)-6-(3-methylbuta-1,3-dienyl)indole; 1-hydroxy-6-indolecarbaldehyde; 1-methoxy-6-indolecerbaldehyde; 1-acetoxy-6-indolecarbaldehyde; Leimgruber-Batcho method; reduction