227609-88-3

Basic information

• Product Name: 4-FLUORO-3-IODOBENZALDEHYDE
• Synonyms: 4-(2-METHYLPHENYL)-1,2,3-THIADIAZOLE;4-FLUORO-3-IODOBENZALDEHYDE;4-fluoro-3-iodobenzenecarbaldehyde;2-Fluoro-5-formyl-1-iodobenzene
• CAS NO: 227609-88-3
• Molecular Formula: C₇H₄FIO
• Molecular Weight: 250.01
• Product Categories: Adehydes, Acetals & Ketones;Fluorine Compounds;Iodine Compounds
• Mol File: 227609-88-3.mol
• Article Data: 16

Chemical Properties

• Melting Point: 67°
• Boiling Point: 274.1°C at 760 mmHg
• Flash Point: 119.6°C
• Appearance: /
• Density: 1.962g/cm³
• Vapor Pressure: 0.0055mmHg at 25°C
• Refractive Index: 1.64
• Sensitive: Air & Light Sensitive
• CAS DataBase Reference: 4-FLUORO-3-IODOBENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-FLUORO-3-IODOBENZALDEHYDE(227609-88-3)
• EPA Substance Registry System: 4-FLUORO-3-IODOBENZALDEHYDE(227609-88-3)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 227609-88-3(Hazardous Substances Data)

Usage

General Description

4-FLUORO-3-IODOBENZALDEHYDE is a chemical compound with the molecular formula C7H4FIO. It is a pale yellow solid with a molecular weight of 236.01 g/mol. 4-FLUORO-3-IODOBENZALDEHYDE is often used in organic synthesis as a building block for various chemical reactions. It has potential uses in the pharmaceutical and agrochemical industries, as well as in materials science. 4-FLUORO-3-IODOBENZALDEHYDE is also a versatile reagent in the production of various functional groups and heterocycles, and it possesses valuable properties that make it an important intermediate in the synthesis of complex organic molecules. Overall, this chemical compound plays a crucial role in the development of new compounds with potential applications in a range of fields.

InChI:InChI=1/C7H4FIO/c8-6-2-1-5(4-10)3-7(6)9/h1-4H

Upstream product

• 260050-97-3 4-(bromomethyl)-1-fluoro-2-iodobenzene 
• 227609-87-2 (4-fluoro-3-iodophenyl)methanol 
• 459-57-4 4-fluorobenzaldehyde 
• 2365-85-7 3-amino-4-fluorobenzoic acid 
• 227609-86-1 (3-amino-4-fluorophenyl)methanol 
• 452-82-4 1-fluoro-2-iodo-4-methylbenzene 

Downstream Products

• 227609-71-4 9-(4-Fluoro-3-iodophenyl)-2,3,5,6,7,9-hexahydrothieno[3,2-b]quinolin-8(4H)-one,1,1-dioxide 
• 497098-26-7 methyl 2-ethyl-4-(4-fluoro-3-iodophenyl)-5-oxo-4,5,6,8-tetrahydro-1H-pyrano[3,4-b]pyridin-3-carboxylate 
• 1599529-26-6 2,2,2-trifluoro-1-(2-fluoro-5-(4-fluorobenzoyl)phenyl)ethanone 
• 1599529-27-7 1-(2-amino-5-(4-fluorobenzoyl)phenyl)-2,2,2-trifluoroethanone 
• 1599529-29-9 3-benzyl-6-(4-fluorobenzoyl)-N-methyl-4-(trifluoromethyl)quinoline-2-carboxamide 
• 1599530-86-5 3-benzyl-6-((4-fluorophenyl)(hydroxy)(1-methyl-1H-imidazol-5-yl)methyl)-N-methyl-4-(trifluoromethyl)quinolin-2-carboxamide 
• 1599529-24-4 2,2,2-trifluoro-1-(2-fluoro-5-((4-fluorophenyl)(hydroxy)methyl)phenyl)ethanone 
• 550363-85-4 2-fluoro-5-formyl-benzoic acid 

Relevant articles and documents

Practical Synthesis of (3a R, 9b R)-8-Fluoro-7-(perfluoropropan-2-yl)-9b-(phenylsulfonyl)-2,3,3a,4,5,9b-hexahydro-1 H-benzo[e]indole: An Advanced Intermediate to Access the RORγt Inverse Agonist BMT-362265

A practical and scalable route to (3aR, 9bR)-8-fluoro-7-(perfluoropropan-2-yl)-9b-(phenylsulfonyl)-2,3,3a,4,5,9b-hexahydro-1H-benzo[e]indole 10, an advanced intermediate en route to the synthesis of the RORγt inverse agonist, BMT-362265, is described starting from fluorobenzene. The synthesis involved the screening of multiple synthetic routes for their feasibility and scalability. We also demonstrate the utility of an annulating reagent, (R)-N-(2-chloroethyl)-2-methylpropane-2-sulfinamide, for the diastereoselective synthesis of tricyclic pyrrolidine intermediates 24 and 36 on a multigram scale.

Oxidative iodination of deactivated arenes in concentrated sulfuric acid with I2/NaIO4 and KI/NaIO4 iodinating systems

Deactivated arenes were mono- or diiodinated with strong electrophilic I+ reagents, which were prepared from NaIO4 and either I2 or KI in concentrated H2SO4 (minimum 95% by weight). In general a small excess of the dark brown iodinating solution was used (1.1/1.5 equivalents, for nitrobenzene two equivalents was required). The iodinations were conducted at 25-30 °C with a reaction time of 1-2 hours using either a 'direct' or an 'inverse' method of aromatic iodination to give mono- or diiodinated pure products in 31-91% optimized yields. Georg Thieme Verlag Stuttgart.

PROTEIN-TYROSINE PHOSPHATASE INHIBITORS AND USES THEREOF

-