5-FLUOROINDOLE-3-CARBOXALDEHYDE

Base Information

• Chemical Name: 5-FLUOROINDOLE-3-CARBOXALDEHYDE
• CAS No.: 2338-71-8
• Molecular Formula: C9H6FNO
• Molecular Weight: 163.151
• Hs Code.: 29339900
• Mol file: 2338-71-8.mol

Synonyms:Indole-3-carboxaldehyde,5-fluoro- (7CI,8CI);3-Formyl-5-fluoroindole;5-Fluoro-1H-indole-3-carboxaldehyde;5-Fluoroindole-3-carboxaldehyde;NSC 88615;

Chemical Property of 5-FLUOROINDOLE-3-CARBOXALDEHYDE

Chemical Property:

• Appearance/Colour: yellow to green crystalline
• Vapor Pressure: 7.53E-05mmHg at 25°C
• Melting Point: 164 °C
• Refractive Index: 1.695
• Boiling Point: 342.423 °C at 760 mmHg
• PKA: 14.66±0.30(Predicted)
• Flash Point: 160.892 °C
• PSA: 32.86000
• Density: 1.386 g/cm³
• LogP: 2.11950
• Storage Temp.: −20°C
• Sensitive.: Air Sensitive

Purity/Quality:

98%min ^*data from raw suppliers

5-Fluoroindole-3-carboxaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: 5-Fluoroindole-3-carboxaldehyde is used as a reagent in the synthetic preparation of compounds requiring an indole group or more specifically a fluoroindole group.

Technology Process of 5-FLUOROINDOLE-3-CARBOXALDEHYDE

There total 12 articles about 5-FLUOROINDOLE-3-CARBOXALDEHYDE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

5-fluoro-1H-indole (399-52-0) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 5-fluoro-1H-indole-3-carbaldehyde (2338-71-8)

Guidance literature:

With trichlorophosphate; at 0 ℃; for 0.5h;

DOI:10.1002/ardp.201600271

Reference yield: 95.0%

→ 5-fluoro-1H-indole-3-carbaldehyde (2338-71-8)

Guidance literature:

Reference yield: 85.0%

indole (120-72-9) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 5-fluoro-1H-indole-3-carbaldehyde (2338-71-8)

Guidance literature:

indole; N,N-dimethyl-formamide; With trichlorophosphate; at 0 - 40 ℃; for 1.5h; Inert atmosphere;

With sodium hydroxide; for 0.0833333h; Reflux; Inert atmosphere;

DOI:10.1021/acs.jmedchem.5b01031

upstream raw materials:

5-fluoro-1H-indole

N,N-dimethyl-formamide

trans-5-fluoro-β-dimethylamino-2-nitrostyrene

5-Fluoro-2-nitrotoluene

Downstream raw materials:

5-fluoro-1-(p-tolylsulfonyl)indole-3-carboxaldehyde

C₁₂H₁₂FNO

C₂₂H₂₁FN₂O

C₂₁H₂₁FN₂O₂

Refernces

• 1、 Mor, Marco,Rivara, Silvia,Silva, Claudia,Bordi, Fabrizio,Plazzi, Pier Vincenzo,Spadoni, Gilberto,Diamantini, Giuseppe,Balsamini, Cesarino,Tarzia, Giorgio,Fraschini, Franco,Lucini, Valeria,Nonno, Romolo,Stankov, Bojidar Michaylov. "Melatonin receptor ligands: Synthesis of new melatonin derivatives and comprehensive comparative molecular field analysis (CoMFA) study". . p. 3831 - 3844. Retrieved 1998.
• 2、 Monakhova, Natalia,Korduláková, Jana,Vocat, Anthony,Egorova, Anna,Lepioshkin, Alexander,Salina, Elena G.,Nosek, Jozef,Repková, Eva,Zemanová, Júlia,Jurdáková, Helena,Górová, Renáta,Roh, Jaroslav,Degiacomi, Giulia,Sammartino, José Camilla,Pasca, Maria Rosalia,Cole, Stewart T.,Miku?ová, Katarína,Makarov, Vadim. "Design and Synthesis of Pyrano[3,2-b]indolones Showing Antimycobacterial Activity". . p. 88 - 100. Retrieved 2021/01/12.
• 3、 Wang, Xin,Lou, Chenhao,Lv, Leiyang,Li, Zhiping. "Annulative π-Extension (APEX) of Indoles to Pyrido[1,2- a]indoles Using 4-Oxo Peroxides as C4 Units". supporting information. p. 5978 - 5982. Retrieved 2021/08/03.