1,1-bis-(4-fluoro-phenyl)-ethanol

Base Information

• Chemical Name: 1,1-bis-(4-fluoro-phenyl)-ethanol
• CAS No.: 339-26-4
• Molecular Formula: C₁₄H₁₂F₂O
• Molecular Weight: 234.245

Synonyms:1,1-bis-(4-fluoro-phenyl)-ethanol

Chemical Property of 1,1-bis-(4-fluoro-phenyl)-ethanol

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Technology Process of 1,1-bis-(4-fluoro-phenyl)-ethanol

There total 3 articles about 1,1-bis-(4-fluoro-phenyl)-ethanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

ethyl acetate (141-78-6) + 1-Bromo-4-fluorobenzene (460-00-4) → 1,1-bis-(4-fluoro-phenyl)-ethanol (339-26-4)

Guidance literature:

With magnesium; copper(II) oxide; In tetrahydrofuran; at 65 ℃; for 4h; Inert atmosphere;

DOI:10.1002/ejoc.201700221

Reference yield:

acetyl chloride (75-36-5) + 1-Bromo-4-fluorobenzene (460-00-4) → 1,1-bis-(4-fluoro-phenyl)-ethanol (339-26-4)

Guidance literature:

1-Bromo-4-fluorobenzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

acetyl chloride; In tetrahydrofuran; hexane; at -78 - 25 ℃; for 6h; Inert atmosphere;

DOI:10.1039/d0ob00376j

Reference yield:

methylmagnesium bromide (75-16-1) + 4,4'-Difluorobenzophenone (345-92-6) → 1,1-bis-(4-fluoro-phenyl)-ethanol (339-26-4)

Guidance literature:

With diethyl ether; benzene;

DOI:10.1021/ja01161a508

upstream raw materials:

methylmagnesium bromide

4,4'-Difluorobenzophenone

ethyl acetate

1-Bromo-4-fluorobenzene

Downstream raw materials:

1-{2-[1,1-Bis-(4-fluoro-phenyl)-ethoxy]-ethyl}-pyrrolidine

2,2-bis(4-fluorophenyl)propanoic acid

C₂₃H₂₂F₂O

C₂₁H₂₄F₂O

Refernces

INTRAMOLECULAR ELECTRON TRANSFER AND DEHALOGENATION OF NITROAROMATIC ANION RADICALS.

10.1021/ja00341a003

The study investigates the intramolecular electron transfer and dehalogenation processes in a series of nitroaromatic compounds containing halogens (Cl, Br) or tosyl groups at various positions. These compounds undergo one-electron reduction to form anion radicals, which then transfer an electron intramolecularly and release halide or tosylate ions. The rates of dehalogenation are influenced by factors such as the C-X bond dissociation energies, the size and nature of the bridging group, and the relative positions of these groups. The study demonstrates that a-substitution with methyl or chlorine groups increases the rate of dehalogenation by stabilizing the resulting radical and decreasing the C-X bond dissociation energy. Additionally, the study explores the effect of the distance between the halogen and the aromatic ring, as well as the importance of direct electron transfer through space rather than through the aromatic p system. The compounds synthesized and studied include p-nitrobenzyl halides, p-nitrobenzyl tosylate, p-nitrophenylethyl bromide, p-nitrophenylvinyl and -allyl bromides, and nitronaphthalenes with various substituents. The results provide insights into the mechanisms of intramolecular electron transfer and dehalogenation in these systems.

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