4-Fluoro-2-isopropoxyaniline

Base Information

• Chemical Name: 4-Fluoro-2-isopropoxyaniline
• CAS No.: 148583-65-7
• Molecular Formula: C9H12FNO
• Molecular Weight: 169.199
• Hs Code.: 2922299090
• DSSTox Substance ID: DTXSID70395990
• Wikidata: Q82196425
• Mol file: 148583-65-7.mol

Synonyms:4-Fluoro-2-isopropoxyaniline;148583-65-7;4-fluoro-2-propan-2-yloxyaniline;4-FLUORO-2-ISOPROPOXY-PHENYLAMINE;MFCD01632194;4-fluoro-2-propan-2-yloxy-aniline;SCHEMBL968557;4-fluoro-2-iso-propoxyaniline;4-fluoro-2-isopropoxybenzenamine;AMY4803;DTXSID70395990;OCJQKVQIWUODTR-UHFFFAOYSA-N;YFA58365;MFCD09738072;4-fluoro-2-(propan-2-yloxy)aniline;AKOS000145920;DS-9132;SB33754;DIETHYL2-BROMO-2-FLUORO-MALONATE;CS-0043788;EN300-150571;F30107

Chemical Property of 4-Fluoro-2-isopropoxyaniline

Chemical Property:

• Boiling Point: 237.0±20.0 °C(Predicted)
• PKA: 5.61±0.10(Predicted)
• PSA: 35.25000
• Density: 1.103±0.06 g/cm3(Predicted)
• LogP: 2.77630
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 169.090292168
• Heavy Atom Count: 12
• Complexity: 141

Purity/Quality:

98%min ^*data from raw suppliers

4-Fluoro-2-isopropoxyaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)OC1=C(C=CC(=C1)F)N

Technology Process of 4-Fluoro-2-isopropoxyaniline

There total 3 articles about 4-Fluoro-2-isopropoxyaniline 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: 98.0%

4-fluoro-1-nitro-2-(propan-2-yloxy)benzene (28987-46-4) → 4-Fluoro-2-methylethoxyaniline (148583-65-7)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; water; for 1h; Sealed tube; Inert atmosphere;

Reference yield:

4-Fluoro-1-methylethoxy-1-nitrobenzene → 4-Fluoro-2-methylethoxyaniline (148583-65-7)

Guidance literature:

With hydrogen; palladium; In ethanol;

Reference yield:

5-fluoro-2-nitrophenol (446-36-6) → 4-Fluoro-2-methylethoxyaniline (148583-65-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / potassium carbonate / dimethylformamide / 1.) 22 deg C, 1 d, 2.) 60 deg C, 1 d

2: 8.37 g / H₂ / 10percent Pd/C / ethanol / 2 h / 22 °C / 2740.9 Torr

With hydrogen; potassium carbonate; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jm970164z

upstream raw materials:

4-fluoro-1-nitro-2-(propan-2-yloxy)benzene

5-fluoro-2-nitrophenol

Downstream raw materials:

1-[4-fluoro-2-(1-methylethoxy)phenyl]piperazine

Refernces

• 1、 -. "PROTEIN KINASE C INHIBITORS AND USES THEREOF". Paragraph 00588. . Retrieved 2013/10/22.
• 2、 Reitz, Allen B.,Baxter, Ellen W.,Codd, Ellen E.,Davis, Coralie B.,Jordan, Alfonzo D.,Maryanoff, Bruce E.,Maryanoff, Cynthia A.,McDonnell, Mark E.,Powell, Eugene T.,Renzi, Michael J.,Schott, Mary R.,Scott, Malcolm K.,Shank, Richard P.,Vaught, Jeffry L.. "Orally active benzamide antipsychotic agents with affinity for dopamine D2, serotonin 5-HT(1A), and adrenergic α1 receptors". . p. 1997 - 2009. Retrieved 2007/10/03.