101493-80-5

Basic information

• Product Name: p-fluorophenyl deuterated methyl ether
• Synonyms: p-fluorophenyl deuterated methyl ether
• CAS NO: 101493-80-5
• Molecular Weight: 129.107
• Mol File: 101493-80-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: p-fluorophenyl deuterated methyl ether(CAS DataBase Reference)
• NIST Chemistry Reference: p-fluorophenyl deuterated methyl ether(101493-80-5)
• EPA Substance Registry System: p-fluorophenyl deuterated methyl ether(101493-80-5)

Safety Data

• Hazardous Substances Data: 101493-80-5(Hazardous Substances Data)

Upstream product

• 6552-74-5 potassium deuterated methoxide 
• 1582-01-0 4-fluorophenyl tosylate 
• 371-41-5 4-Fluorophenol 
• 865-50-9 iodomethane-d3 

Downstream Products

• 1287738-85-5 1-(5'-fluoro-2'-methoxy-d3-biphenyl-3-yl)-5-trifluoromethyl-1H-benzo[d]imidazole 
• 1287739-63-2 5-fluoro-2-methoxy-d3-phenylboronic acid 

Relevant articles and documents

Preparation method of nitrogen-alkyl (deuterated alkyl) aromatic heterocycle and alkyl (deuterated alkyl) aryl ether compound

The invention provides a method for preparing nitrogen-alkyl(deuterated alkyl)aromatic heterocycle and alkyl(deuterated alkyl)aryl ether compounds. The method adopted in the invention specifically comprises the following steps: firstly, adding an alkoxy base (MOR') or a combination reagent Q (comprising a base M'X, an alcohol C and a molecular sieve E) into a solvent B to be stirred; then, addingan aromatic compound D of nitrogen sulfonyl or oxygen sulfonyl into a mixture; separating and purifying after reaction to obtain nitrogen-alkyl(deuterated alkyl)aromatic heterocycle or alkyl(deuterated alkyl)aryl ether. The method can realize one-step conversion from an electron withdrawing benzenesulfonyl protecting group on a nitrogen or oxygen atom to an electron donating alkyl protecting group, avoids using highly toxic alkyl halide, and has advantages of being efficient, economical, environmentally friendly, mild in condition, good in substrate universality and high in yield; the prepareddeuterated compounds can be widely applied to the fields of pharmaceutical chemistry and organic chemistry synthesis.

Intrinsic and Equilibrium NMR Isotope Shift Evidence for Negative Hyperconjugation

Intrinsic NMR isotope shifts are found at 19F due to CD3 substitution for CH3 in N-methyl- and N,N-dimethyl-4-fluoroaniline and 4-fluoroanisole.These intrinsic shifts demonstrate isotopic perturbation of negative hyperconjugation, in which C-H(D) bonds act as electron acceptors.Comparison with carbocations and a carbanion through the use of a perturbational analysis based on MO calculations supports the hyperconjugative origin of intrinsic long-range isotope shifts.Equilibrium isotope effects on the protonation of anilines, measured through observation of equilibrium NMR isotope shifts, are also consistent with negative hyperconjugation.