63462-94-2

Basic information

• Product Name: (4-fluorophenyl)(²H)formaldehyde
• Synonyms: (4-fluorophenyl)(²H)formaldehyde
• CAS NO: 63462-94-2
• Molecular Weight: 125.107
• Mol File: 63462-94-2.mol

Chemical Properties

• CAS DataBase Reference: (4-fluorophenyl)(²H)formaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: (4-fluorophenyl)(²H)formaldehyde(63462-94-2)
• EPA Substance Registry System: (4-fluorophenyl)(²H)formaldehyde(63462-94-2)

Safety Data

• Hazardous Substances Data: 63462-94-2(Hazardous Substances Data)

Upstream product

• 459-57-4 4-fluorobenzaldehyde 
• 403-43-0 4-fluorobenzoyl chloride 
• 119200-57-6 (4-fluorophenyl)methan-d2-ol 
• 4472-41-7 d₇-N,N-dimethylformamide 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 456-22-4 4-Fluorobenzoic acid 
• 352-34-1 4-fluoro-1-iodobenzene 
• 201230-82-2 carbon monoxide 
• 116332-54-8 4-fluoro-N-methoxy-N-methylbenzamide 

Downstream Products

• 1071809-39-6 4-amino-5-chloro-2-ethoxy-N-((4-(4-fluorobenzyl)morpholin-2-yl)methyl-d2)benzamide 

Relevant articles and documents

Phosphorescent State of p-Fluorobenzaldehyde

Phosphorescence spectra of p-fluorobenzaldehyde have been observed in (i) the vapor phase at room temperature and in (ii) methylcyclohexane and (iii) methyl benzoate matrices at 4.2 K.From the vibrational analysis and deuteration effect it is established

Visible-light-mediated deuteration of aldehydes with D2O via polarity-matched reversible hydrogen atom transfer

Hydrogen/deuterium exchange at the formyl groups of aldehydes is the most direct way to synthesize deuterated aldehydes, which are of interest for labeling studies and drug discovery. Herein, we report a mild, general protocol for visible-light-mediated m

SYNTHESIS OF DEUTERATED ALDEHYDES

Described are methods for preparing a deuterated aldehyde using N-heterocyclic carbene catalysts in a solvent comprising D2O. The methods may be used to convert a wide variety of aldehydes (e.g., aryl, alkyl, or alkenyl aldehydes) to C-1 deuterated aldehydes under mild reaction conditions without functionality manipulation.

Visible light driven deuteration of formyl C-H and hydridic C(sp3)-H bonds in feedstock chemicals and pharmaceutical molecules

Deuterium labelled compounds are of significant importance in chemical mechanism investigations, mass spectrometric studies, diagnoses of drug metabolisms, and pharmaceutical discovery. Herein, we report an efficient hydrogen deuterium exchange reaction u

Formyl-selective deuteration of aldehydes with D2O: Via synergistic organic and photoredox catalysis

Formyl-selective deuteration of aldehydes is of high interest for labeling purposes and for optimizing properties of drug candidates. Herein, we report a mild general method for formyl-selective deuterium labeling of aldehydes with D2O, an inexpensive deuterium source, via a synergistic combination of light-driven, polyoxometalate-facilitated hydrogen atom transfer and thiol catalysis. This highly efficient, scalable reaction showed excellent deuterium incorporation, a broad substrate scope, and excellent functional group tolerance and selectivity and is therefore a practical method for late-stage modification of synthetic intermediates in medicinal chemistry and for generating libraries of deuterated compounds.

Base-free Enantioselective C(1)-Ammonium Enolate Catalysis Exploiting Aryloxides: A Synthetic and Mechanistic Study

An isothiourea-catalyzed enantioselective Michael addition of aryl ester pronucleophiles to vinyl bis-sulfones via C(1)-ammonium enolate intermediates has been developed. This operationally simple method allows the base-free functionalization of aryl esters to form α-functionalized products containing two contiguous tertiary stereogenic centres in excellent yield and stereoselectivity (all ≥99:1 er). Key to the success of this methodology is the multifunctional role of the aryloxide, which operates as a leaving group, Br?nsted base, Br?nsted acid and Lewis base within the catalytic cycle. Comprehensive mechanistic studies, including variable time normalization analysis (VTNA) and isotopologue competition experiments, have been carried out. These studies have identified (i) orders of all reactants; (ii) a turnover-limiting Michael addition step, (iii) product inhibition, (iv) the catalyst resting state and (v) catalyst deactivation through protonation.

DIHYDROPYRIDOPHTHALAZINONE COMPOUNDS AS INHIBITORS OF POLY (ADP-RIBOSE) POLYMERASE (PARP) FOR TREATMENT OF DISEASES AND METHOD OF USE THEREOF

The present invention provides novel dihydropyridophthalazinone compounds of Formula (I) as PARP inhibitors, and their pharmaceutically acceptable salts, solvates, hydrates, prodrugs and metabolites thereof, the preparation thereof, and the use of such co

Palladium/Rhodium Cooperative Catalysis for the Production of Aryl Aldehydes and Their Deuterated Analogues Using the Water–Gas Shift Reaction

A novel Pd/Rh dual-metallic cooperative catalytic process has been developed to effect the reductive carbonylation of aryl halides in moderate to good yield. In this reaction, water is the hydride source, and CO serves both as the carbonyl source and the terminal reductant through the water–gas shift reaction. The catalytic generation of the Rh hydride allows for the selective formation of highly hindered aryl aldehydes that are inaccessible through previously reported reductive carbonylation protocols. Moreover, aldehydes with deuterated formyl groups can be efficiently and selectively synthesized using D2O as a cost-effective deuterium source without the need for presynthesizing the aldehyde.

Catalytic Enantioselective [2,3]-Rearrangements of Allylic Ammonium Ylides: A Mechanistic and Computational Study

A mechanistic study of the isothiourea-catalyzed enantioselective [2,3]-rearrangement of allylic ammonium ylides is described. Reaction kinetic analyses using 19F NMR and density functional theory computations have elucidated a reaction profile

(2-AMINO-4(ARYLAMINO)PHENYL) CARBAMATES

A compound, or pharmaceutically acceptable salt thereof, having a formula (I) wherein R1 is H or optionally-substituted alkyl; R2 is optionally-substituted alkyl; R3 and R4 are each independently H or optionally-substituted alkyl; R5 is H, optionally-substituted alkyl, acyl, or alkoxycarbonyl; R6 and R7 are each independently H, deuterium, optionally- substituted alkyl, or R6 and R7 together form a carbocyclic; R8 is optionally-substituted thiazolyl, optionally-substituted thiophenyl, or substituted phenyl, provided that if R8 is 4-halophenyl, then R2 is substituted alkyl or branched alkyl or at least one of R6 or R7 is not H; and R30, R31 and R32 are each independently H, deuterium, halogen, substituted sulfanyl, or optionally-substituted alkoxy.