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Usage

Uses

Used in Research and Development:
4-METHOXYBENZALDEHYDE-ALPHA-D1 is used as a research compound for [application reason] in the field of chemical and biological research. The isotopic labeling of 4-METHOXYBENZALDEHYDE-ALPHA-D1 enables scientists to study its behavior, interactions, and properties more accurately and effectively. This can be particularly useful in understanding the mechanisms of various chemical reactions, as well as in the development of new drugs and materials.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-METHOXYBENZALDEHYDE-ALPHA-D1 is used as a key intermediate in the synthesis of various drugs and drug candidates. Its unique structure and isotopic labeling make it an ideal starting material for the development of novel therapeutic agents with improved pharmacological properties.
Used in Chemical Synthesis:
4-METHOXYBENZALDEHYDE-ALPHA-D1 is used as a synthetic building block for the creation of more complex organic molecules. Its isotopic label allows for the precise tracking of the compound during multi-step synthesis processes, which can be crucial in optimizing reaction conditions and yields.
Used in Analytical Chemistry:
In analytical chemistry, 4-METHOXYBENZALDEHYDE-ALPHA-D1 is used as a reference material or internal standard for the calibration of analytical instruments and methods. Its isotopic label provides a distinct signature that can be easily detected and quantified, making it an ideal tool for ensuring the accuracy and reliability of analytical measurements.
Used in Environmental Studies:
4-METHOXYBENZALDEHYDE-ALPHA-D1 can be employed in environmental studies as a tracer compound to track the fate and transport of similar organic compounds in the environment. Its isotopic label allows for the differentiation between the labeled compound and its non-labeled counterparts, providing valuable insights into the behavior and persistence of these compounds in various environmental matrices.

Upstream product

• 62102-70-9 2-Deuterio-2-(4-methoxyphenyl)-1,3-benzodithiol 
• 14202-49-4 p-methoxytoluene-α,α,α-d3 
• 7099-91-4 p-methoxybenzoylformic acid 
• 109635-32-7 C₁₅H₁₅⁽²⁾HO₃S₂ 
• 15190-13-3 (4-methoxy-phenyl)-morpholin-4-yl-acetonitrile 
• 726-18-1 4,4'-dianisylmethane 
• 56652-42-7 α,α-dideutero-4,4'-dimethoxydiphenylmethane 
• 80077-60-7 1-azidononane 
• 78073-91-3 α-deutero-4,4'-dimethoxydiphenylmethane 
• 54159-16-9 (2-<2H1>)-4-methoxyphenylethyne 
• 201230-82-2 carbon monoxide 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 920-42-3 dideuterioformic acid 
• 123-11-5 4-methoxy-benzaldehyde 

Downstream Products

• 70719-19-6 (S)-[α-(2)H]-p-methoxybenzyl alcohol 
• 118063-60-8 (1S)-<1-²H> N-t-butyloxycarbonyl 4-methoxybenzylamine 
• 118063-61-9 N-phthaloyl (1S)-<1-²H>-4-methoxybenzylamine 
• 118070-14-7 <(1R)-<1-²H>-4-methoxybenzyl> (2S)-2-acetoxy-2-phenylethanoate 
• 1207681-27-3 C₁₅H₁₄⁽²⁾HNO₃S 
• 1253802-27-5 C₁₇H₁₂⁽²⁾HNO₂ 
• 1426955-81-8 (R)-(-)-4-methoxybenzyl-α-d chloride 
• 1015086-27-7 1-(4’-methoxyphenyl)but-3-en-1-ol 
• 35693-15-3 p-methoxyphenylmethanol-1,1-d2 

Relevant academic research and scientific papers

Electrocatalytic Activation of Donor–Acceptor Cyclopropanes and Cyclobutanes: An Alternative C(sp3)?C(sp3) Cleavage Mode

We describe the first electrochemical activation of D–A cyclopropanes and D–A cyclobutanes leading after C(sp3)?C(sp3) cleavage to the formation of highly reactive radical cations. This concept is utilized to formally insert molecula

Br?nsted Base-Catalyzed Tandem [2+4] Annulation/Tautomerization/Aromatization Reaction of α-Alkylidene Succinimides with 5-Alkenyl Thiazolones

A Br?nsted base-catalyzed tandem [2+4] annulation/tautomerization/aromatization reaction of α-alkylidene succinimides with 5-alkenyl thiazolones has been developed for synthesis of functionalized thiazolo pyrones under mild conditions. The prepared thiazo

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 MEDIATED ORGANOPHOTOREDOX CATALYTIC DEUTERATION OF AROMATIC AND ALIPHATIC ALDEHYDES

Described are methods for preparing a deuterated aldehyde using with a photocatalyst and a hydrogen atom transfer agent in a H2O free solvent comprising D2O and an organic solvent under an inert gas. 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.

Selective oxidation of alcohol-d1to aldehyde-d1using MnO2

The selective oxidation of alcohol-d1to prepare aldehyde-d1was newly developed by means of NaBD4reduction/activated MnO2oxidation. Various aldehyde-d1derivatives including aromatic and unsaturated ald

Zwitterion-induced organic-metal hybrid catalysis in aerobic oxidation

In many metal catalyses, the traditional strategy of removing chloride ions is to add silver salts via anion exchange to obtain highly active catalysts. Herein, we reported an alternative strategy of removing chloride anions from ruthenium trichloride using an organic [P+-N-] zwitterionic compound via multiple hydrogen bond interactions. The resultant organic-metal hybrid catalytic system has successfully been applied to the aerobic oxidation of alcohols, tetrahydroquinolines, and indolines under mild conditions. The performance of zwitterion is far superior to that of many other common Lewis bases or Br?nsted bases. Mechanistic studies revealed that the zwitterion triggers the dissociation of chloride from ruthenium trichloride via nonclassical hydrogen bond interaction. Preliminary studies show that the zwitterion is applicable to catalytic transfer semi-hydrogenation.

Silver-Catalysed Hydroarylation of Highly Substituted Styrenes

Hydroarylation is an effective strategy to rapidly increase the complexity of organic structures by transforming flat alkene moieties into three-dimensional frameworks. Many strategies have already been developed to achieve the hydroarylation of styrenes,

Systematic Evaluation of 1,2-Migratory Aptitude in Alkylidene Carbenes

Alkylidene carbenes undergo rapid inter- and intramolecular reactions and rearrangements, including 1,2-migrations of β-substituents to generate alkynes. Their propensity for substituent migration exerts profound influence over the broader utility of alkylidene carbene intermediates, yet prior efforts to categorize 1,2-migratory aptitude in these elusive species have been hampered by disparate modes of carbene generation, ultrashort carbene lifetimes, mechanistic ambiguities, and the need to individually prepare a series of 13C-labeled precursors. Herein we report on the rearrangement of 13C-alkylidene carbenes generated in situ by the homologation of carbonyl compounds with [13C]-Li-TMS-diazomethane, an approach that obviates the need for isotopically labeled substrates and has expedited a systematic investigation (13C{1H} NMR, DLPNO-CCSD(T)) of migratory aptitudes in an unprecedented range of more than 30 alkylidene carbenes. Hammett analyses of the reactions of 26 differentially substituted benzophenones reveal several counterintuitive features of 1,2-migration in alkylidene carbenes that may prove of utility in the study and synthetic application of unsaturated carbenes more generally.

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

Deuteration of Formyl Groups via a Catalytic Radical H/D Exchange Approach

H/D exchange at formyl groups represents the straightforward approach to C-1 deuterated aldehydes. This transformation has been recently realized by transition metal and NHC carbene catalysis. Mechanistically, all of these processes involve an ionic pathway. Herein, we report a distinct photoredox catalytic, visible light mediated neutral radical approach. Selective control of highly reactive acyl radical in the energy barrier surmountable, reversible reaction enables driving the formation of deuterated products when an excess of D2O is employed. The power of the H/D exchange process has been demonstrated for not only aromatic aldehydes but also aliphatic substrates, which have been difficult in transitional metal catalyzed H/D exchange reactions, and for selective late-stage deuterium incorporation into complex structures with uniformly high deuteration level (>90%).