2',6'-Difluoroacetophenone

Base Information

• Chemical Name: 2',6'-Difluoroacetophenone
• CAS No.: 13670-99-0
• Molecular Formula: C8H6F2O
• Molecular Weight: 156.132
• Hs Code.: 29147000
• European Community (EC) Number: 237-151-9
• DSSTox Substance ID: DTXSID10159891
• Nikkaji Number: J149.979C
• Wikidata: Q72462311
• Mol file: 13670-99-0.mol

Synonyms:2',6'-Difluoroacetophenone;13670-99-0;1-(2,6-Difluorophenyl)ethanone;1-(2,6-Difluorophenyl)ethan-1-one;2,6-Difluoroacetophenone;Ethanone, 1-(2,6-difluorophenyl)-;MFCD00000328;2',6'-difluoro acetophenone;Acetophenone, 2',6'-difluoro-;EINECS 237-151-9;2`,6`-Difluoroacetophenone;SCHEMBL167447;2/',6/'-Difluoroacetophenone;DTXSID10159891;2',6'-Difluoroacetophenone, 97%;1-(2,6-Difluoro-phenyl)-ethanone;1-(2,6-Difluorophenyl)ethanone #;FD2024;STL301827;2 inverted exclamation mark ,6 inverted exclamation mark -Difluoroacetophenone;AKOS000119779;AC-2459;CS-W001915;PS-8845;SY001308;AM20060154;D3559;FT-0610643;EN300-18756;A19706;W-108250;Z90122597;F0001-0464

Chemical Property of 2',6'-Difluoroacetophenone

Chemical Property:

• Appearance/Colour: Clear colourless to light yellow liquid
• Refractive Index: n20/D 1.48(lit.)
• Boiling Point: 178.6 °C at 760 mmHg
• Flash Point: 65 °C
• PSA: 17.07000
• Density: 1.206 g/cm³
• LogP: 2.16740
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• Water Solubility.: Slightly soluble in water.
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 156.03867113
• Heavy Atom Count: 11
• Complexity: 148

Purity/Quality:

99% ^*data from raw suppliers

2'',6''-Difluoroacetophenone ^*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:

• Canonical SMILES: CC(=O)C1=C(C=CC=C1F)F
• Uses: 2?,6?-Difluoroacetophenone was used in the synthesis of 2-amino-4-alkyl- and 2-amino-4-arylquinazolines.

Technology Process of 2',6'-Difluoroacetophenone

There total 14 articles about 2',6'-Difluoroacetophenone 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%

2,6-difluorobenzoylchloride (18063-02-0) + diethyl malonate (105-53-3) → 2,6-difluoroacetophenone (13670-99-0)

Guidance literature:

diethyl malonate; With triethylamine; magnesium chloride; In ethyl acetate; at 20 ℃; for 1h;

2,6-difluorobenzoylchloride; In ethyl acetate; at 0 - 20 ℃; for 3.25h; Reagent/catalyst; Solvent; Temperature; Concentration; Time; Further stages;

Reference yield: 99.0%

ethyl potassium malonate (6148-64-7) + 2,6-difluorobenzoylchloride (18063-02-0) → 2,6-difluoroacetophenone (13670-99-0)

Guidance literature:

ethyl potassium malonate; With triethylamine; magnesium chloride; In tetrahydrofuran; ethyl acetate; at 0 - 50 ℃;

2,6-difluorobenzoylchloride; In tetrahydrofuran; ethyl acetate; at 0 - 20 ℃; for 19.9167h; Reagent/catalyst; Solvent; Temperature; Concentration; Time; Further stages;

Reference yield: 95.0%

2,6 difluorobenzonitrile (1897-52-5) + methylmagnesium chloride (676-58-4) → 2,6-difluoroacetophenone (13670-99-0)

Guidance literature:

2,6 difluorobenzonitrile; methylmagnesium chloride; In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene; at 20 ℃; for 20h; Inert atmosphere;

With sulfuric acid; In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene; water; at 50 ℃;

upstream raw materials:

1,3-Difluorobenzene

acetyl chloride

2,6 difluorobenzonitrile

methyllithium

Downstream raw materials:

4-fluoro-3-methyl-1H-indazole

2-(2',6'-difluorophenyl)-1,10-phenanthroline

tert-butyl 4-(2,6-difluorophenyl)-4-oxobutyrate

3-(2,6-Difluorophenyl)-1H-pyrazole

Refernces

• 1、 Wu, Qiuzi,Mao, Yang-Jie,Zhou, Kun,Wang, Shuang,Chen, Lei,Xu, Zhen-Yuan,Lou, Shao-Jie,Xu, Dan-Qian. "Pd-Catalysed direct C(sp2)-H fluorination of aromatic ketones: Concise access to anacetrapib". supporting information. p. 4544 - 4547. Retrieved 2021/05/17.
• 2、 Yang, Bing,Cui, Peng,Chen, Yongsheng,Liu, Qixing,Zhou, Haifeng. "Redox-driven deracemization of secondary alcohols by sequential ether/O2-mediated oxidation and Ru-catalyzed asymmetric reduction". supporting information. . Retrieved 2020/10/14.