Name | 4-Formylindole |
Synonyms | 4-FORMYLINDOLE 4-Formylindole INDOLE-4-ALDEHYDE 4-INDOLECARBALDEHYDE INDOLE-4-CARBALDEHYDE INDOLE-4-CARBOXALDEHYDE 4-INDOLE-CARBOXALDEHYDE 1H-indol-4-carbaldehyde 1H-INDOLE-4-CARBALDEHYDE 1H-INDOLE-4-CARBOXALDEHYDE |
CAS | 1074-86-8 |
EINECS | 625-162-5 |
InChI | InChI=1/C9H7NO/c11-6-7-2-1-3-9-8(7)4-5-10-9/h1-6,10H |
Molecular Formula | C9H7NO |
Molar Mass | 145.16 |
Density | 1.278±0.06 g/cm3(Predicted) |
Melting Point | 139-143°C(lit.) |
Boling Point | 339.1±15.0 °C(Predicted) |
Flash Point | 166.8°C |
Water Solubility | Soluble in ethanol and acetone. Insoluble in water. |
Vapor Presure | 9.42E-05mmHg at 25°C |
Appearance | Brown powder |
Color | Light yellow to Brown |
pKa | 15.84±0.30(Predicted) |
Storage Condition | Keep in dark place,Sealed in dry,Room Temperature |
Sensitive | Air Sensitive |
Refractive Index | 1.729 |
MDL | MFCD01632221 |
Use | Usually used as reactant in Biginelli reaction,preparation of antitumor agents,intramolecular Friedel-Crafts acylation,preparation of inhibitors of cell division in E. Coli,synthesis of Hantzsch pyridine-containing Schiff bases. |
Risk Codes | R22 - Harmful if swallowed R36 - Irritating to the eyes R43 - May cause sensitization by skin contact |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37 - Wear suitable protective clothing and gloves. |
WGK Germany | 3 |
HS Code | 29333990 |
Hazard Note | Irritant/Keep Cold |
Hazard Class | IRRITANT |
NIST chemical information | Information provided by: webbook.nist.gov (external link) |
Overview | Indole -4-formaldehyde is an important pharmaceutical and organic chemical intermediate, which can synthesize many compounds with physiological and pharmacological activities, such as Ergoline compounds can be used to treat Parkinson's disease (or tremor paralysis) and prevent the release of lactogen. |
Synthesis method | Using methyl 2-methyl-3-nitrobenzoate as raw material, indole -4-methyl formate is synthesized by L-B method Methyl ester, then isobutoxy aluminum hydride or lithium aluminum hydride is reduced to obtain 4-hydroxymethyl indole, and finally oxidized with active MnO2 or potassium permanganate to obtain indole -4-formaldehyde. |
Uses | Biginelli reaction reagent; Aurora kinase A inhibitor synthesis reagent; Reagents for preparing anti-tumor additives; Reagents for intramolecular Friedel-Crafts acylation reactions; Reagents for preparing inhibitor reagents for cell division in Escherichia coli; Reagents for Hanchi synthesis reactions containing pyridine Schiff bases |