2-(2-Fluorophenyl)-2-oxoacetaldehyde

Base Information

• Chemical Name: 2-(2-Fluorophenyl)-2-oxoacetaldehyde
• CAS No.: 137684-19-6
• Molecular Formula: C8H5FO2
• Molecular Weight: 152.125
• DSSTox Substance ID: DTXSID10382546
• Wikidata: Q82173906
• Mol file: 137684-19-6.mol

Synonyms:2-(2-fluorophenyl)-2-oxoacetaldehyde;137684-19-6;BENZENEACETALDEHYDE, 2-FLUORO-ALPHA-OXO-;Benzeneacetaldehyde, 2-fluoro-alpha-oxo- (9CI);SCHEMBL295344;DTXSID10382546;Benzeneacetaldehyde,2-fluoro-a-oxo-;AKOS016344532;BB 0262642;Benzeneacetaldehyde,2-fluoro-alpha-oxo-(9ci);F77912

Chemical Property of 2-(2-Fluorophenyl)-2-oxoacetaldehyde

Chemical Property:

• Boiling Point: 212.8±32.0 °C(Predicted)
• PSA: 34.14000
• Density: 1.241±0.06 g/cm3(Predicted)
• LogP: 1.20730
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 152.02735756
• Heavy Atom Count: 11
• Complexity: 168

Purity/Quality:

98% ^*data from raw suppliers

2-(2-FLUOROPHENYL)-2-OXOACETALDEHYDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C(=O)C=O)F

Technology Process of 2-(2-Fluorophenyl)-2-oxoacetaldehyde

There total 4 articles about 2-(2-Fluorophenyl)-2-oxoacetaldehyde 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: 75.0%

2'-Fluoroacetophenone (445-27-2) → o-fluorophenylglyoxal (137684-19-6)

Guidance literature:

With selenium(IV) oxide;

DOI:10.1016/S0040-4039(00)78515-7

Reference yield: 57.0%

1-{1-(4-chlorophenyl)-4-[(4-chlorophenyl)amino]-5-(2-fluorophenyl)-5-hydroxy-2-methyl-4,5-dihydro-1H-pyrrol-3-yl}ethan-1-one + toluene-4-sulfonic acid (104-15-4) → 4-chloroaniline p-toluenesulfonate (7255-72-3) + o-fluorophenylglyoxal (137684-19-6) + acetylacetone (123-54-6,81235-32-7)

Guidance literature:

In toluene; at 80 ℃; for 2h;

DOI:10.1007/s10593-019-02544-z

Reference yield:

(2-fluorophenyl)acetylene (766-49-4) → o-fluorophenylglyoxal (137684-19-6)

Guidance literature:

With [bis(trifluoromethanesulfonyl)imidate](triphenylphosphine)gold(I); 2,3-dichloropyridine N-oxide; at 80 ℃; for 6h;

DOI:10.1021/acs.joc.9b02785

upstream raw materials:

2'-Fluoroacetophenone

toluene-4-sulfonic acid

(2-fluorophenyl)acetylene

Downstream raw materials:

2,2-bis-benzyloxy-1-(2-fluoro-phenyl)-ethanone

C₂₃H₁₈FNO₃S

C₁₆H₁₄FNO

C₂₅H₂₀FNO₅S

Refernces

• 1、 Teng, Lili,Liu, Xiang,Guo, Pengfeng,Yu, Yue,Cao, Hua. "Visible-Light-Induced Regioselective Dicarbonylation of Indolizines with Oxoaldehydes via Direct C-H Functionalization". supporting information. p. 3841 - 3845. Retrieved 2020/05/08.
• 2、 Kolos, Nadezhda N.,Karpan, Sergey A.,Omelchenko, Irina V.,Chechina, Natal’ya V.,Yaremenko, Feodor G.. "One-pot diastereoselective synthesis of functionalized 4,5-dihydropyrroles by reactions of arylglyoxals, β-dicarbonyl compounds, and aromatic amines". . p. 827 - 833. Retrieved 2019/11/13.