2-Chloro-4'-fluoropropiophenone

Base Information

• Chemical Name: 2-Chloro-4'-fluoropropiophenone
• CAS No.: 81112-09-6
• Molecular Formula: C
• Molecular Weight: 186.613
• Hs Code.: 2914700090
• DSSTox Substance ID: DTXSID601001784
• Mol file: 81112-09-6.mol

Synonyms:2-Chloro-4'-fluoropropiophenone;81112-09-6;2-chloro-1-(4-fluorophenyl)propan-1-one;alpha-Chloro-4'-fluoropropiophenone;2-Chloro-1-(4-fluorophenyl)-1-propanone;.alpha.-Chloro-4'-fluoropropiophenone;SCHEMBL5151026;DTXSID601001784;alpha -Chloro-4'-fluoropropiophenone;MFCD00060275;AKOS000200576;AKOS016881324;FS-4116;FT-0611774;1-Propanone, 2-chloro-1-(4-fluorophenyl)-;2-Chloro-1-(4-fluorophenyl)-1-propanone #;EN300-08660;A19199;2-Chloro-1-(4-fluorophenyl)-1-propanone, AldrichCPR;Z56968508

Chemical Property of 2-Chloro-4'-fluoropropiophenone

Chemical Property:

• Appearance/Colour: white crystal
• Melting Point: 50-52 ºC
• Boiling Point: 255.5 °C at 760 mmHg
• Flash Point: 108.3 °C
• PSA: 17.07000
• Density: 1.216 g/cm³
• LogP: 2.63570
• Solubility.: Chloroform, Ethyl Acetate
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 186.0247707
• Heavy Atom Count: 12
• Complexity: 164

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Chloro-1-(4-fluorophenyl)-1-propanone ^*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

Useful:

• Canonical SMILES: CC(C(=O)C1=CC=C(C=C1)F)Cl
• Uses: 2-Chloro-1-(4-fluorophenyl)-1-propanone (cas# 81112-09-6) is a compound useful in organic synthesis.

Technology Process of 2-Chloro-4'-fluoropropiophenone

There total 7 articles about 2-Chloro-4'-fluoropropiophenone 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: 92.0%

fluorobenzene (462-06-6) + 2-chloropropionyl chloride (7623-09-8) → 2-chloro-1-(4-fluorophenyl)propan-1-one (81112-09-6)

Guidance literature:

With aluminium trichloride; In dichloromethane; for 3h; Ambient temperature;

DOI:10.1002/jhet.5570250615

Reference yield: 89.0%

1-(4-fluorophenyl)propan-1-one (456-03-1) → 2-chloro-1-(4-fluorophenyl)propan-1-one (81112-09-6)

Guidance literature:

With N-chloro-succinimide; toluene-4-sulfonic acid; In acetonitrile; for 4h; Reflux;

DOI:10.1016/j.tet.2021.132091

Reference yield: 57.0%

2-(dimethyl(oxo)- λ6-sulfanylidene)-1-(4-fluorophenyl)ethan-1-one + methyl iodide (74-88-4) → 2-chloro-1-(4-fluorophenyl)propan-1-one (81112-09-6)

Guidance literature:

With tetrabutyl-ammonium chloride; In acetonitrile; at 25 ℃; for 24h; Sealed tube;

DOI:10.1002/chem.201704609

upstream raw materials:

1-(4-fluorophenyl)propan-1-one

fluorobenzene

2-chloropropionyl chloride

trimethyl orthoformate

Downstream raw materials:

ethyl 2-ethoxycarbonyl-3-(4-fluorobenzoyl)butanoate

1,2-bis(4-methoxybenzyl)disulfide

1-(4-fluoro-phenyl)-2-morpholin-4-yl-propan-1-ol

5-methyl-6-[4-(4-oxo-1,4-dihydropyridin-1-yl)phenyl]-4,5-dihydro-3(2H)-pyridazinone

Refernces

• 1、 Gallo, Rafael D. C.,Ahmad, Anees,Metzker, Gustavo,Burtoloso, Antonio C. B.. "α,α-Alkylation-Halogenation and Dihalogenation of Sulfoxonium Ylides. A Direct Preparation of Geminal Difunctionalized Ketones". supporting information. p. 16980 - 16984. Retrieved 2017/11/27.
• 2、 Yamauchi, Takayoshi,Hattori, Kaneaki,Nakao, Kenji,Tamaki, Kentaro. "A Facile and Efficient Preparative Method of Methyl 2-Arylpropanoates by Treatment of Propiophenones and Their Derivatives with Iodine or Iodine chlorides". . p. 4858 - 4859. Retrieved 2007/10/02.