214492-73-6

Basic information

• Product Name: 2-Fluoro-4,6-diMethoxy-benzaldehyde
• Synonyms: 2-Fluoro-4,6-diMethoxy-benzaldehyde
• CAS NO: 214492-73-6
• Molecular Formula: C₉H₉FO₃
• Molecular Weight: 184.1643632
• EINECS: -0
• Mol File: 214492-73-6.mol

Chemical Properties

• Boiling Point: 270.2±35.0 °C(Predicted)
• Appearance: /
• Density: 1.201±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 2-Fluoro-4,6-diMethoxy-benzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Fluoro-4,6-diMethoxy-benzaldehyde(214492-73-6)
• EPA Substance Registry System: 2-Fluoro-4,6-diMethoxy-benzaldehyde(214492-73-6)

Safety Data

• Hazardous Substances Data: 214492-73-6(Hazardous Substances Data)

Upstream product

• 52189-63-6 3,5-dimethoxyfluorobenzene 
• 68-12-2 N,N-dimethyl-formamide 
• 10272-07-8 3.5-dimethoxyaniline 
• 93-61-8 N-methyl-N-phenylformamide 

Downstream Products

• 214492-74-7 (E)-3-(2-Fluoro-4,6-dimethoxy-phenyl)-acrylic acid methyl ester 
• 1265359-35-0 2-fluoro-4-(tetrahydro-2H-pyran-2-yloxy)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde 
• 1265359-33-8 3-fluoro-2-formyl-5-(tetrahydro-2H-pyran-2-yloxy)phenyltrifluoromethanesulfonate 
• 1265359-31-6 2-fluoro-6-hydroxy-4-(tetrahydro-2H-pyran-2-yloxy) benzaldehyde 
• 170282-90-3 2,4-dihydroxy-6-fluorobenzaldehyde 

Relevant articles and documents

Enzymatic Incorporation of a Coumarin–Guanine Base Pair

Previous expansions beyond nature's preferred base-pairing interactions have utilized either nonpolar shape-fitting interactions or classical hydrogen bonding. Reported here is a hybrid of these systems. By replacing a single N?H with C?H at a Watson–Crick interface, the design space for new drug candidates and fluorescent nucleobase analogues is dramatically expanded, as demonstrated here by the new, highly fluorescent deoxycytidine mimic 3-glycosyl-5-fluoro-7-methoxy-coumarin-2′-deoxyribose (dCC). dGTP is selectively incorporated across from a template dCC during enzymatic DNA synthesis. Likewise, dCC is selectively incorporated across from a template guanine when dCC is provided as the triphosphate dCCTP. DNA polymerase I (Klenow fragment) exhibited about a 10-fold higher affinity for dCCTP than dCTP, allowing selective incorporation of dCC in direct competition experiments. These results demonstrate that a single C?H can replace N?H at a Watson–Crick-type interface with preservation of functional selectivity and enhanced activity.

TRISUBSTITUTED BORON-CONTAINING MOLECULES

This invention largely relates to 3,4,6-trisubstituted benzoxaborole compounds, and their use for treating bacterial infections.

Biosynthesis of angular furanocoumarins: Mechanism and stereochemistry of the oxidative dealkylation of columbianetin to angelicin in Heracleum mantegazzianum (Apiaceae)

Deuterium-labelled 5-fluorocolumbianetin 13 was synthesized as a metabolic probe to examine the stereochemical course of the bioconversion of (+)-columbianetin (12) into the angular furocoumarin angelicin (5). In leaves of Heracleum mantegazzianum, oxidative dealkylation of the specifically deuterated fluorocolumbianetin 13 proceeded by syn-elimination of a D-atom, from C(9), and the vicinal 1-hydroxy-1-methylethyl substituent, yielding 5- fluoroangelicin (23). This matches the stereochemical course of the related reaction converting (+)-marmesin (10) into the linear furocoumarin psoralen (1). Key steps in the synthesis of 5-fluorocolumbianetin (13) were the copper-catalysed alkynylation/cyclization of 5-fluoro-8-iodoumbelliferone (15) followed by a transfer hydrogenation, which established the cis- orientation of the D-Atom and the 1-hydroxy-1-methylethyl substituent.