Oxidronic

Base Information

• Chemical Name: Oxidronic
• CAS No.: 1546-10-7
• Molecular Formula: C12H13 F
• Molecular Weight: 176.23
• Mol file: 1546-10-7.mol

Synonyms:1-(m-Fluorophenyl)cyclohexene

Chemical Property of Oxidronic

Chemical Property:

• Boiling Point: 90 - 95 °C (2 mmHg)
• PSA: 0.00000
• LogP: 3.78310

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Oxidronic

There total 10 articles about Oxidronic 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: 54.0%

1-(2-bromo-5-fluorophenyl)cyclohexanecarbaldehyde (1312716-63-4) → 1-cyclohex-1-en-1-yl-3-fluorobenzene (1546-10-7)

Guidance literature:

With 2BF₄⁽¹⁺⁾*C₂₇H₅₀P₂*2H⁽¹⁺⁾; palladium diacetate; caesium carbonate; In toluene; at 110 ℃; for 14h; Inert atmosphere;

DOI:10.1002/adsc.201100140

Reference yield:

cyclohex-1-en-1-yl trifluoromethane sulfonate (28075-50-5) + 3-fluorophenylboronic acid (768-35-4) → 1-cyclohex-1-en-1-yl-3-fluorobenzene (1546-10-7)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In tetrahydrofuran; water; at 70 ℃; for 2h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.1c01375

Reference yield:

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 1-cyclohex-1-en-1-yl-3-fluorobenzene (1546-10-7)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium hexamethyldisilazane / tetrahydrofuran / -78 - 0 °C

2: triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran; water / 2 h / 70 °C / Inert atmosphere; Schlenk technique

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; water;

DOI:10.1021/acs.orglett.1c01375

upstream raw materials:

1-(3-fluorophenyl)cyclohexanol

Dichlorofluoromethane

cyclopenta-2,4-dien-1-ylidenecyclohexane

bromo(3-fluorophenyl)magnesium

Downstream raw materials:

1-cyclohexyl-3-fluorobenzene

Refernces

• 1、 Bandini, Marco,Battaglioli, Simone,Liu, Yang,Lombardi, Lorenzo,Menichetti, Arianna,Montalti, Marco,Valenti, Giovanni. "Visible-Light Photoredox Catalyzed Dehydrogenative Synthesis of Allylic Carboxylates from Styrenes". . p. 4441 - 4446. Retrieved 2021/06/28.