(4-Fluorophenyl)acetone

Base Information

• Chemical Name: (4-Fluorophenyl)acetone
• CAS No.: 459-03-0
• Molecular Formula: C9H9FO
• Molecular Weight: 152.168
• Hs Code.: 29147090
• European Community (EC) Number: 207-284-7
• DSSTox Substance ID: DTXSID70196641
• Nikkaji Number: J196.173J
• Wikidata: Q72475646
• Mol file: 459-03-0.mol

Synonyms:4-Fluorophenylacetone;459-03-0;(4-Fluorophenyl)acetone;1-(4-fluorophenyl)propan-2-one;1-(4-Fluorophenyl)acetone;2-Propanone, 1-(4-fluorophenyl)-;1-(4-fluorophenyl)-2-propanone;EINECS 207-284-7;MFCD00000362;2-Propanone, 1-[4-fluorophenyl]-;1-Acetonyl-4-fluorobenzene;4-fluorophenyl acetone;(p-fluorophenyl)acetone;(4-fluorophenyl) acetone;P-fluoro enzyl methyl ketone;SCHEMBL48545;1-(4-Fluorophenyl)acetone #;(4-Fluorophenyl)acetone, 98%;DTXSID70196641;1-(4-fluoro-phenyl)-propan-2-one;BBL103816;CL9158;STL557626;AKOS000216017;CS-W001916;PS-8920;SY017054;AM20060394;F0535;FT-0605718;EN300-55049;(4-Fluorophenyl)acetone, purum, >=97.0% (GC);A826923;W-106113

Chemical Property of (4-Fluorophenyl)acetone

Chemical Property:

• Appearance/Colour: clear yellow liquid
• Vapor Pressure: 0.128mmHg at 25°C
• Refractive Index: n20/D 1.496(lit.)
• Boiling Point: 218.1 °C at 760 mmHg
• Flash Point: 91.7 °C
• PSA: 17.07000
• Density: 1.086 g/cm³
• LogP: 1.95720
• Storage Temp.: Store below +30°C.
• Water Solubility.: insoluble
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 152.063743068
• Heavy Atom Count: 11
• Complexity: 137

Purity/Quality:

99% ^*data from raw suppliers

4-Fluorophenylacetone >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F, Xi
• Hazard Codes: F,Xi
• Statements: 36/37/38
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Halogenated Ketones
• Canonical SMILES: CC(=O)CC1=CC=C(C=C1)F
• Uses: 4-Fluorophenylacetone is a haloarylacetone derivative used in a study of reversed enantiopreference of an ω-transaminase by a single-point mutation. 4-Fluorophenylacetone is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff fields.

Technology Process of (4-Fluorophenyl)acetone

There total 41 articles about (4-Fluorophenyl)acetone 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: 94.0%

methyllithium (917-54-4) + p-Fluorophenylacetic acid (405-50-5) → 4-fluorophenyl acetone (459-03-0)

Guidance literature:

With lithium bromide; In tetrahydrofuran; diethyl ether; for 1h; Heating;

DOI:10.1021/jm00156a009

Reference yield: 79.0%

4-fluoro-1-iodobenzene (352-34-1) + acetylacetone (123-54-6,81235-32-7) → 4-fluorophenyl acetone (459-03-0)

Guidance literature:

With copper(l) iodide; potassium phosphate tribasic trihydrate; In dimethyl sulfoxide; at 90 ℃; for 20h; Inert atmosphere;

DOI:10.1021/ja1033777

Reference yield: 76.0%

2-(4'-fluorophenyl)-3-methyloxirane (954257-60-4) → 4-fluorophenyl acetone (459-03-0) + (RS,RS)-1-fluoro-1-(4'-fluorophenyl)propan-2-ol

Guidance literature:

2-(4'-fluorophenyl)-3-methyloxirane; With boron trifluoride diethyl etherate; In dichloromethane; at -20 ℃; for 0.0833333h;

With water; sodium hydrogencarbonate; In dichloromethane; optical yield given as %de; stereoselective reaction;

DOI:10.1021/ol100862s

upstream raw materials:

chloroacetone

4-flourophenylmagnesium bromide

2-Chloro-4'-fluoroacetophenone

acetic anhydride

Downstream raw materials:

1-(4-fluorophenyl)-2-methylpropan-2-ol

4-fluoroamphetamine

rac-1-(4-fluorophenyl)-2-propanol

Refernces

• 1、 Albarrán-Velo, Jesús,Gotor-Fernández, Vicente,Lavandera, Iván. "Markovnikov Wacker-Tsuji Oxidation of Allyl(hetero)arenes and Application in a One-Pot Photo-Metal-Biocatalytic Approach to Enantioenriched Amines and Alcohols". . p. 4096 - 4108. Retrieved 2021/08/19.
• 2、 Gao, Lei,Liu, Zhenrong,Ma, Xiaolong,Li, Zheng. "Direct Synthesis of Propen-2-yl Sulfones through Cascade Reactions Using Calcium Carbide as an Alkyne Source". supporting information. p. 5246 - 5250. Retrieved 2020/07/04.