3-Fluoro-5-formylbenzonitrile

Base Information

• Chemical Name: 3-Fluoro-5-formylbenzonitrile
• CAS No.: 1003708-42-6
• Molecular Formula: C8H4FNO
• Molecular Weight: 149.124
• Hs Code.: 2926909090
• Mol file: 1003708-42-6.mol

Synonyms:3-Cyano-5-fluorobenzaldehyde;

Chemical Property of 3-Fluoro-5-formylbenzonitrile

Chemical Property:

• Boiling Point: 205.165 °C at 760 mmHg
• Flash Point: 77.882 °C
• PSA: 40.86000
• Density: 1.26 g/cm³
• LogP: 1.50988
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

3-Fluoro-5-formylbenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3-Fluoro-5-formylbenzonitrile is benzaldehyde based building block used as a reactant in catalyst-free synthesis of N-β-hydroxyethyl pyrroles and indoles via a domino [3+2] cycloaddition and ring-opening aromatization process.

Technology Process of 3-Fluoro-5-formylbenzonitrile

There total 2 articles about 3-Fluoro-5-formylbenzonitrile 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: 99.0%

N,N-dimethyl-formamide (68-12-2,33513-42-7) + 3-bromo-5-fluorobenzonitrile (179898-34-1) → 3-fluoro-5-formylbenzonitrile (1003708-42-6)

Guidance literature:

3-bromo-5-fluorobenzonitrile; With isopropylmagnesium bromide; In tetrahydrofuran; at 0 - 20 ℃; for 1.33333h;

N,N-dimethyl-formamide; In TFhA (trifluoroacetic acid); at 0 - 20 ℃; for 18h;

Reference yield: 23.0%

3-Cyanobenzaldehyde (24964-64-5) → 3-fluoro-5-formylbenzonitrile (1003708-42-6) + 3-cyanobenzoyl fluoride (77976-07-9)

Guidance literature:

With fluorine; In acetonitrile; at 0 ℃; Inert atmosphere;

DOI:10.1021/op700194r

Reference yield: 87.0%

3-fluoro-5-formylbenzonitrile (1003708-42-6) + ethylene glycol (107-21-1) → 3-(1,3-dioxolan-2-yl)-5-fluorobenzonitrile

Guidance literature:

With Eosin Y; In acetonitrile; at 20 ℃; for 12h; chemoselective reaction; Schlenk technique; Inert atmosphere; Irradiation;

DOI:10.1021/acs.orglett.6b03403

upstream raw materials:

N,N-dimethyl-formamide

3-bromo-5-fluorobenzonitrile

3-Cyanobenzaldehyde

Downstream raw materials:

3-((8-chloro-4-oxo-3,4-dihydrophthalazin-1-yl)methyl)-5-fluorobenzonitrile

(R,E)-N-(3-cyano-5-fluorobenzylidene)-2-methylpropane-2-sulfinamide

3-fluoro-5-((2R,4S)-4-fluoropyrrolidin-2-yl)benzonitrile

ethyl 5-((2R,4S)-2-(3-cyano-5-fluorophenyl)-4-fluoropyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxylate

Refernces

• 1、 -. "N-PYRROLIDINYL, N'-PYRAZOLYL- UREA, THIOUREA, GUANIDINE AND CYANOGUANIDINE COMPOUNDS AS TRKA KINASE INHIBITORS". Paragraph 00542. . Retrieved 2014/06/11.
• 2、 -. "PYRROLIDINYL UREA, THIOUREA, GUANIDINE AND CYANOGUANIDINE COMPOUNDS AS TRKA KINASE INHIBITORS". Paragraph 00573. . Retrieved 2014/06/11.