2-[Bis(4-fluorophenyl)methylidene]-3-methylbutan-1-ol

Base Information

• Chemical Name: 2-[Bis(4-fluorophenyl)methylidene]-3-methylbutan-1-ol
• CAS No.: 118559-09-4
• Molecular Formula: C18H18F2O
• Molecular Weight: 288.337
• DSSTox Substance ID: DTXSID80554753
• Mol file: 118559-09-4.mol

Synonyms:118559-09-4;2-[Bis(4-fluorophenyl)methylidene]-3-methylbutan-1-ol;DTXSID80554753

Chemical Property of 2-[Bis(4-fluorophenyl)methylidene]-3-methylbutan-1-ol

Chemical Property:

• XLogP3: 5.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 288.13257152
• Heavy Atom Count: 21
• Complexity: 324

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(=C(C1=CC=C(C=C1)F)C2=CC=C(C=C2)F)CO

Technology Process of 2-[Bis(4-fluorophenyl)methylidene]-3-methylbutan-1-ol

There total 5 articles about 2-[Bis(4-fluorophenyl)methylidene]-3-methylbutan-1-ol 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: 100.0%

ethyl 3,3-bis(4-fluorophenyl)-2-(1-methylethyl)propenoate (118559-08-3) → 2-di(4-fluorophenyl)methylene-3-methyl-1-butanol (118559-09-4)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; at 0 ℃; for 2h;

DOI:10.1246/bcsj.68.364

Reference yield:

ethyl 3,3-bis(4-fluorophenyl)-3-hydroxy-2-(1-methylethyl)-propionate (118559-07-2) → 2-di(4-fluorophenyl)methylene-3-methyl-1-butanol (118559-09-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / p-toluenesulfonic acid / toluene / 12 h / Heating

2: 100 percent / DIBAL / CH₂Cl₂ / 2 h / 0 °C

With diisobutylaluminium hydride; toluene-4-sulfonic acid; In dichloromethane; toluene;

DOI:10.1246/bcsj.68.364

Reference yield:

4,4'-Difluorobenzophenone (345-92-6) → 2-di(4-fluorophenyl)methylene-3-methyl-1-butanol (118559-09-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) lithium diisopropylamide / 1.) THF, -78 deg C, 30 min, 2.) THF, a) -78 deg C, 2 h, b) 0 deg C, 10 min

2: 100 percent / p-toluenesulfonic acid / toluene / 12 h / Heating

3: 100 percent / DIBAL / CH₂Cl₂ / 2 h / 0 °C

With diisobutylaluminium hydride; toluene-4-sulfonic acid; lithium diisopropyl amide; In dichloromethane; toluene;

DOI:10.1246/bcsj.68.364

upstream raw materials:

ethyl 3,3-bis(4-fluorophenyl)-2-(1-methylethyl)propenoate

Ethyl isovalerate

ethyl 3,3-bis(4-fluorophenyl)-3-hydroxy-2-(1-methylethyl)-propionate

4,4'-Difluorobenzophenone

Downstream raw materials:

(E)-(3R,5R)-8-[Bis-(4-fluoro-phenyl)-methylene]-3,5-dihydroxy-9-methyl-dec-6-enoic acid ethyl ester

(E)-(3S,5R)-8-[Bis-(4-fluoro-phenyl)-methylene]-3,5-dihydroxy-9-methyl-dec-6-enoic acid ethyl ester

(E)-8-[Bis-(4-fluoro-phenyl)-methylene]-5-hydroxy-9-methyl-3-oxo-dec-6-enoic acid ethyl ester

(E)-4-[Bis-(4-fluoro-phenyl)-methylene]-5-methyl-hex-2-enenitrile