124251-84-9

Usage

Uses

Used in Chemical Synthesis Industry:
1-NAPHTHOL-2,3,4,5,6,7,8-D7 is used as a stable isotope labeled compound for the synthesis of deuterated dyes and intermediates. The presence of deuterium atoms in the molecule improves the stability and reactivity of the synthesized products, making them suitable for various applications.
Used in Perfume Industry:
1-NAPHTHOL-2,3,4,5,6,7,8-D7 is used as a deuterated analog of 1-Naphthol in the production of synthetic perfumes. The deuterium labeling provides enhanced stability and longevity to the fragrance, ensuring a longer-lasting scent.
Used in Research and Development:
1-NAPHTHOL-2,3,4,5,6,7,8-D7 is used as a research tool in the development of new dyes, intermediates, and synthetic perfumes. The deuterium labeling allows for the study of the compound's properties and behavior under various conditions, aiding in the optimization of synthesis processes and the discovery of new applications.
Used in Analytical Chemistry:
1-NAPHTHOL-2,3,4,5,6,7,8-D7 is used as an internal standard or a tracer in analytical chemistry for the accurate quantification and identification of related compounds. The presence of deuterium atoms provides a distinct mass signature, facilitating the differentiation and quantification of target analytes in complex samples.

InChI:InChI=1/C10H8O/c11-10-7-3-5-8-4-1-2-6-9(8)10/h1-7,11H/i1D,2D,3D,4D,5D,6D,7D

Upstream product

• 90-15-3 α-naphthol 
• 1146-65-2 naphthalene-d8 

Downstream Products

• 362049-56-7 1-naphthyl-d7 N-methylcarbamate 
• 919514-01-5 d10-methyl-[3-(naphthalen-1-yloxy)-3-thiophen-2-yl-propyl]-amine 

Relevant academic research and scientific papers

Efficient continuous-flow HD exchange reaction of aromatic nuclei in D2O/2-PrOH mixed solvent in a catalyst cartridge packed with platinum on carbon beads

Herein, a continuous-flow deuteration methodology for various aromatic compounds is developed based on heterogeneous platinum-catalyzed hydrogen-deuterium exchange. The reaction entails the transfer of a substrate dissolved in a mixed solvent of 2-propanol and deuterium oxide into a catalyst cartridge packed with platinum on carbon beads (Pt/CB). Pt/ CB could be continuously used without significant deterioration of catalyst activity for at least 24 h. Deuteration proceeded within 60 s of the substrate solutions being passed through the Pt/CB layer in the Pt/CB-packed cartridge.

H-D Exchange Deuteration of Arenes at Room Temperature

Arene nuclei efficiently underwent the hydrogen (H)-deuterium (D) exchange reaction catalyzed by platinum group metals on carbon in a mixed solvent of 2-propanol and D2O at room temperature to produce deuterium-labeled arenes. Platinum on carbon (Pt/C) and iridium on carbon (Ir/C) were applicable catalysts, and the various arenes bearing a carbonyl group, fluorine, phenolic hydroxy group, amino group, or phosphonic acid on the aromatic nucleus were effectively deuterated. Nonheating conditions are valuable for the scalable industrial preparation.

Efficient and selective Pt/C-catalyzed H-D exchange reaction of aromatic rings

An effective and applicable deuteration method for aromatic rings using Pt/C-D2O-H2 system was established. Especially, phenol was fully deuterated even at room temperature, and other electron-rich aromatic nuclei were efficiently deuterated under mild conditions. The scope and limitations of the presence method and its application to the synthesis of deuterium-labeled biologically active compounds and deuterium-labeled building blocks for practical multi-gram scale syntheses are reported. 2008 The Chemical Society of Japan.

Aromatic ring favorable and efficient H-D exchange reaction catalyzed by Pt/C

An effective and applicable Pt/C-catalyzed deuteration method of aromatic rings using D2O as a deuterium source under hydrogen atmosphere was developed. Five percent Pt/C would lead to quite effective H-D exchange results on the aromatic ring systems. The reaction is general for a variety of aromatic compounds including biologically active compounds.

Uranyl-Sensitized Photochemical Oxidation of Naphthalene by Molecular Oxygen. Role of Electron Transfer

Naphthalene quenches the excited state *UO2(2+) in two parallel pathways: oxidation to naphthalene radical cation, C10H8(.+) (Φ = 0.3), and exciplex formation.The overall rate constant in aqueous acetonitrile containing 0.1 M H3PO4 has a value kq = 2.20E9 M-1 s-1.In the presence of O2, a portion of c10H8(.+) is converted to 2-formylcinnamaldehyde and several other products, the rest reacting with UO2(1+) by back electron transfer.

Isotopic selectivity in the one-electron-promoted cleavage of ring-deuterated naphthylmethyl phenyl ethers and naphthyl benzyl ethers

(1-Naphthyl)methyl phenyl ether (1) and 1-naphthyl benzyl ether (2) have been allowed to compete against isotopically modified 1 or 2 in reactions with fluoranthene radical anion, F?-, and biphenyl radical anion, B?-. These reactions involve electron transfer followed by CH2-O bond cleavage. Discrimination is observed in favor of 1 when it competes with naphthalene-ring-deuterated 1 (C10D7CH2OC6H5) in reaction with F?-. Discrimination is not observed when the naphthalene ring of 2 is modified. Neither naphthalene-ring-deuterated 1 nor 2 showed isotopic selectivity in reaction with B?-. Small but experimentally significant discriminations are detected for the case of 2 with modified benzyl groups (C6D5CH2 and C6D5CD2) reacting with F?-. The results are interpreted as indicating a transition state for cleavage of 1?- in which the extra electron is substantially located in the π* molecular orbital of the naphthalene ring. Cleavage of 2?- is better viewed as involving a σ*-like transition state.