4-Fluoro-2-(trifluoromethyl)benzaldehyde

Base Information

• Chemical Name: 4-Fluoro-2-(trifluoromethyl)benzaldehyde
• CAS No.: 90176-80-0
• Molecular Formula: C8H4F4O
• Molecular Weight: 192.113
• Hs Code.: 29130000
• Mol file: 90176-80-0.mol

Synonyms:Benzaldehyde, 4-fluoro-2-(trifluoromethyl)-;2-Trifluoromethyl-4-fluorobenzaldehyde;2-(Trifluoromethyl)-4-fluorobenzaldehyde;

Chemical Property of 4-Fluoro-2-(trifluoromethyl)benzaldehyde

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 0.428mmHg at 25°C
• Refractive Index: n20/D 1.452(lit.)
• Boiling Point: 195 °C at 760 mmHg
• Flash Point: 72.1 °C
• PSA: 17.07000
• Density: 1.383 g/cm³
• LogP: 2.65700
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Air Sensitive

Purity/Quality:

99% ^*data from raw suppliers

4-Fluoro-2-(trifluoromethyl)benzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: Starting material for Fevipiprant. 4-Fluoro-2-(trifluoromethyl)benzaldehyde is also a reagent in the preparation of numerous inhibitors against proteins such as CRTH2, DP2 Receptor and Hepatitis B Virus (HBV) Capsid.

Technology Process of 4-Fluoro-2-(trifluoromethyl)benzaldehyde

There total 2 articles about 4-Fluoro-2-(trifluoromethyl)benzaldehyde 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:

3-fluoro-trifluoromethylbenzene (401-80-9) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 2-fluoro-6-(trifluoromethyl)benzaldehyde (60611-24-7) + 2-(trifluoromethyl)-4-fluorobenzaldehyde (90176-80-0)

Guidance literature:

3-fluoro-trifluoromethylbenzene; With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; diisopropylamine; In tetrahydrofuran; at -78 ℃; Inert atmosphere;

N,N-dimethyl-formamide; at -78 ℃; Reagent/catalyst; Temperature; Time; regioselective reaction; Inert atmosphere;

DOI:10.1016/j.tetlet.2013.08.098

Reference yield:

1-bromo-4-fluoro-2-(trifluoromethyl)benzene (40161-55-5) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 2-(trifluoromethyl)-4-fluorobenzaldehyde (90176-80-0)

Guidance literature:

1-bromo-4-fluoro-2-(trifluoromethyl)benzene; With n-butyllithium; In tetrahydrofuran; hexane; at -30 ℃; Inert atmosphere; Flow reactor;

N,N-dimethyl-formamide; In tetrahydrofuran; hexane; at -30 ℃; Inert atmosphere; Flow reactor;

DOI:10.1021/acs.orglett.6b01681

Reference yield: 98.0%

2-(trifluoromethyl)-4-fluorobenzaldehyde (90176-80-0) → {[4-fluoro-2-(trifluoromethyl)phenyl]methylidene}hydrazine

Guidance literature:

With hydrazine hydrate; In ethanol; at 20 ℃; for 1.16667h; Inert atmosphere;

upstream raw materials:

3-fluoro-trifluoromethylbenzene

N,N-dimethyl-formamide

1-bromo-4-fluoro-2-(trifluoromethyl)benzene

Downstream raw materials:

2-trifluoromethyl-4-fluoromandelic acid

4-(2-methoxy-phenylsulfanyl)-2-trifluoromethyl-benzaldehyde

4-[(4-fluoro-2-trifluoromethyl-benzyl)-isobutyl-amino]-piperidine-1-carboxylic acid tert-butyl ester

4-[(4-fluoro-2-trifluoromethyl-benzyl)-(2-hydroxy-ethyl)-amino]-piperidine-1-carboxylic acid tert-butyl ester

Refernces

• 1、 Wang, Le,Wang, Yan,Guo, Fangxu,Zheng, Yue,Bhadury, Pinaki S.,Sun, Zhihua. "Regioselective formylation of 1,3-disubstituted benzenes through in situ lithiation". supporting information. p. 6053 - 6056. Retrieved 2013/10/22.