2'-Fluoroacetophenone

Base Information

• Chemical Name: 2'-Fluoroacetophenone
• CAS No.: 445-27-2
• Molecular Formula: C8H7FO
• Molecular Weight: 138.141
• Hs Code.: 29147090
• NSC Number: 88297
• DSSTox Substance ID: DTXSID50196200
• Nikkaji Number: J196.137C
• Wikidata: Q72479014
• Mol file: 445-27-2.mol

Synonyms:o-fluoroacetophenone

Chemical Property of 2'-Fluoroacetophenone

Chemical Property:

• Appearance/Colour: Clear colorless to light yellow or light green
• Melting Point: 26-27 °C
• Refractive Index: n20/D 1.507(lit.)
• Boiling Point: 180.8 °C at 760 mmHg
• Flash Point: 67.5 °C
• PSA: 17.07000
• Density: 1.103 g/cm³
• LogP: 2.02830
• Storage Temp.: Store below +30°C.
• Solubility.: Soluble in Acetone, Chloroform, Dichloromethane, Ethanol, Ethyl
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 138.048093005
• Heavy Atom Count: 10
• Complexity: 133

Purity/Quality:

99% ^*data from raw suppliers

2''-Fluoroacetophenone ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)C1=CC=CC=C1F
• Uses: 2'-Fluoroacetophenone is used as starting reagent in the synthesis of ascididemin. It is used to produce 1-(2-piperidin-1-yl-phenyl)-ethanone by reaction with piperidine.

Technology Process of 2'-Fluoroacetophenone

There total 46 articles about 2'-Fluoroacetophenone 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: 97.0%

1-(2-fluorophenyl)ethanol (445-26-1) → 2'-Fluoroacetophenone (445-27-2)

Guidance literature:

With [(2-(benzoimidazol-2-yl)-6-(3,5-dimethylpyrazol-1-yl)pyridine)RuCl₂(PPh₃)]; potassium tert-butylate; acetone; In methanol; at 56 ℃; for 0.5h; under 750.075 Torr; Catalytic behavior; Inert atmosphere;

DOI:10.1016/j.tetlet.2014.01.072

Reference yield: 97.0%

1-fluoro-2-(prop-1-en-2-yl)benzene (344-73-0) → 2'-Fluoroacetophenone (445-27-2)

Guidance literature:

With iron(III) trifluoromethanesulfonate; C₆₅H₇₇N₅O₄S₂; oxygen; In 1,2-dichloro-ethane; at 75 ℃; for 24h; under 760.051 Torr; chemoselective reaction; Green chemistry;

DOI:10.1021/jacs.5b03956

Reference yield: 90.0%

methyllithium (917-54-4) + o-fluoro-benzoic acid (445-29-4) → 2'-Fluoroacetophenone (445-27-2)

Guidance literature:

methyllithium; With copper(l) cyanide; In diethyl ether; at 0 ℃; for 0.0833333h; Inert atmosphere;

o-fluoro-benzoic acid; In diethyl ether; at 0 - 20 ℃; for 15h; Inert atmosphere;

DOI:10.1021/ol202237j

upstream raw materials:

2-Fluorobenzoyl chloride

1-(2-fluorophenyl)ethanol

1-(2-Fluoro-4-trimethylsilanyl-phenyl)-ethanone

1-Fluoro-2-iodobenzene

Downstream raw materials:

1-fluoro-2-(1-phenylethenyl)benzene

1-(2-(1H-pyrazol-1-yl)phenyl)ethan-1-one

2'-(1,2,4-triazol-1-yl)acetophenone

9-methyl-9H-<1,2,4>triazolo<1,5-a>indol-9-ol

Refernces

• 1、 Du, Dongdong,Luo, Junfei,Shi, Sanshan,Xie, Pan,Xue, Cheng. "Decatungstate-mediated solar photooxidative cleavage of CC bonds using air as an oxidant in water". . p. 5936 - 5943. Retrieved 2021/08/23.
• 2、 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.