1,3-Bis(2,6-diisopropylphenyl)-2,2-difluoro-2,3-dihydro-1H-imidazole

Base Information

• Chemical Name: 1,3-Bis(2,6-diisopropylphenyl)-2,2-difluoro-2,3-dihydro-1H-imidazole
• CAS No.: 1314657-40-3
• Molecular Formula: C27H36F2N2
• Molecular Weight: 426.593
• Hs Code.: 2933290090
• Mol file: 1314657-40-3.mol

Synonyms:1,3-Bis(2,6-diisopropylphenyl)-2,2-difluoro-2,3-dihydro-1H-imidazole;PhenoFluorTM;1,3-Bis(2,6-di-i-propylphenyl)-2,2-difluoroiMidazoline, Min. 85% (PhenoFluor;2,2-difluoro-2,3-dihydro-1,3-bis(2,6-diisopropylphenyl)-1H-iMidazole;PhenoFluor

Chemical Property of 1,3-Bis(2,6-diisopropylphenyl)-2,2-difluoro-2,3-dihydro-1H-imidazole

Chemical Property:

• Boiling Point: 445.4±45.0 °C(Predicted)
• PKA: -6.13±0.40(Predicted)
• Flash Point: 4℃
• PSA: 6.48000
• Density: 0.865 g/mL at 25℃
• LogP: 8.65830
• Storage Temp.: ?20°C

Purity/Quality:

99% ^*data from raw suppliers

1,3-Bis(2,6-diisopropylphenyl)-2,2-difluoro-2,3-dihydro-1H-imidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: PhenoFluor? reagent is utilized in deoxyfluorination of phenols, without activation of the substrate, to provide ipso substitution to the corresponding aryl fluoride.1 1,3-Bis(2,6-diisopropylphenyl)-2,2-difluoro-2,3-dihydro-1H-imidazole is used in the deoxyfluorination of heteroaromatic phenols. It also functions as a reagent used in the functional group tolerant synthesis of alkyl aryl ethers from phenols and alcohols.

Technology Process of 1,3-Bis(2,6-diisopropylphenyl)-2,2-difluoro-2,3-dihydro-1H-imidazole

There total 6 articles about 1,3-Bis(2,6-diisopropylphenyl)-2,2-difluoro-2,3-dihydro-1H-imidazole 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: 87.0%

N,N′-1,3-bis(2,6-diisopropylphenyl)-2-chloroimidazolium chloride (1228185-09-8) → 1,3-bis(2,6-diisopropylphenyl)-2,2-difluoro-2,3-dihydro-1h-imidazole (1314657-40-3)

Guidance literature:

With cesium fluoride; In acetonitrile; at 23 - 60 ℃; Inert atmosphere;

DOI:10.1021/ja2048072

Reference yield:

1,3-bis-(2,6-diisopropylphenyl)-imidazol-2-ylidene (244187-81-3) → 1,3-bis(2,6-diisopropylphenyl)-1H-imidazole-2(3H)-thione (1311297-12-7) + 1,3-bis(2,6-diisopropylphenyl)-2,2-difluoro-2,3-dihydro-1h-imidazole (1314657-40-3)

Guidance literature:

With sulfur(VI) hexafluoride; In ⁽²⁾H₈-toluene; at -180 - 20 ℃; for 15h; Inert atmosphere; UV-irradiation;

DOI:10.1039/c8cc05494k

Reference yield:

2,6-diisopropylbenzenamine (24544-04-5) → 1,3-bis(2,6-diisopropylphenyl)-2,2-difluoro-2,3-dihydro-1h-imidazole (1314657-40-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: acetic acid / methanol; water / 10.25 h / 23 - 50 °C / Inert atmosphere

2.1: chloro-trimethyl-silane / ethyl acetate / 2.75 h / 70 °C / Inert atmosphere

3.1: potassium tert-butylate / tetrahydrofuran / 4 h / 23 °C / Inert atmosphere

3.2: -40 - 23 °C / Inert atmosphere

4.1: cesium fluoride / acetonitrile / 23 - 60 °C / Inert atmosphere

With chloro-trimethyl-silane; potassium tert-butylate; acetic acid; cesium fluoride; In tetrahydrofuran; methanol; water; ethyl acetate; acetonitrile;

DOI:10.1021/ja2048072

upstream raw materials:

N,N′-1,3-bis(2,6-diisopropylphenyl)-2-chloroimidazolium chloride

2,6-diisopropylbenzenamine

1,2-bis(2,6-diisopropylphenylimino)ethane

1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

Downstream raw materials:

1,3-bis(2,6-diisopropylphenyl)-2-phosphanylidene-2,3-dihydro-1H-imidazole

1,3-bis[2,6-di(propan-2-yl)phenyl]-1,3-dihydro-2H-imidazol-2-one

Refernces

• 1、 -. "FLUORINATION OF ORGANIC COMPOUNDS". Page/Page column 21. . Retrieved 2012/11/06.