13670-99-0

Basic information

• Product Name: 1-(2,6-Difluorophenyl)ethan-1-one
• Synonyms: 1-(2,6-Difluorophenyl)ethanone;Acetophenone, 2',6'-difluoro-;TIMTEC-BB SBB006686;2',6'-DIFLUOROACETOPHENONE;2,6-DIFLUOROACETOPHENONE;1-(2,6-difluorophenyl)ethan-1-one;2',6'-Difluoroacetophenone 98%;2',6'-Difluoroacetophenone98%
• CAS NO: 13670-99-0
• Molecular Formula: C₈H₆F₂O
• Molecular Weight: 156.13
• EINECS: 237-151-9
• Product Categories: Aromatic Acetophenones & Derivatives (substituted);ketone;Fluorobenzene;Miscellaneous;Adehydes, Acetals & Ketones;Fluorine Compounds;C7 to C8;Carbonyl Compounds;Ketones;Fluorine series;Indolines ,Indoles
• Mol File: 13670-99-0.mol

Chemical Properties

• Boiling Point: 76-79 °C15 mm Hg(lit.)
• Flash Point: 170 °F
• Appearance: Clear colorless to slightly yellow/Liquid
• Density: 1.197 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.48(lit.)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly)
• Water Solubility: Slightly soluble in water.
• BRN: 2046068
• CAS DataBase Reference: 1-(2,6-Difluorophenyl)ethan-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2,6-Difluorophenyl)ethan-1-one(13670-99-0)
• EPA Substance Registry System: 1-(2,6-Difluorophenyl)ethan-1-one(13670-99-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 13670-99-0(Hazardous Substances Data)

Usage

Uses

1. Used in Pharmaceutical Synthesis:
1-(2,6-Difluorophenyl)ethan-1-one is used as an intermediate in the synthesis of various pharmaceutical compounds, particularly 2-amino-4-alkyland 2-amino-4-arylquinazolines. These quinazoline derivatives have potential applications in the treatment of various diseases, including cancer and other proliferative disorders.
2. Used in Chemical Research:
As a versatile synthetic building block, 1-(2,6-Difluorophenyl)ethan-1-one is employed in chemical research for the development of novel compounds with specific properties. Its unique fluorinated structure allows for the exploration of new reaction pathways and the creation of innovative molecules with potential applications in various fields.
3. Used in Material Science:
The compound's chemical properties, including its stability and reactivity, make it a candidate for use in the development of new materials with specific characteristics. These materials could have applications in various industries, such as electronics, coatings, and adhesives, where properties like thermal stability and chemical resistance are desired.
4. Used in the Synthesis of Fluorinated Compounds:
Due to the presence of fluorine atoms, 1-(2,6-Difluorophenyl)ethan-1-one can be utilized in the synthesis of other fluorinated compounds. Fluorinated molecules often exhibit enhanced properties, such as increased stability, reactivity, and bioavailability, making them valuable in various applications, including pharmaceuticals, agrochemicals, and specialty materials.

Upstream product

• 372-18-9 1,3-Difluorobenzene 
• 75-36-5 acetyl chloride 
• 1897-52-5 2,6 difluorobenzonitrile 
• 917-54-4 methyllithium 
• 133117-48-3 1,3-difluoro-2-trimethylsilylbenzene 
• 108-24-7 acetic anhydride 
• 18611-72-8 (2,6-difluorophenyl)lithium 
• 87327-65-9 2,6-Difluoro-alpha-methylbenzyl alcohol 
• 18063-02-0 2,6-difluorobenzoylchloride 
• 105-53-3 diethyl malonate 
• 6148-64-7 ethyl potassium malonate 
• 676-58-4 methylmagnesium chloride 
• 98-86-2 acetophenone 

Downstream Products

• 91188-91-9 1-(2,6-difluoro-3-nitrophenyl)ethanone 
• 56159-89-8 2-bromo-1-(2,6-difluorophenyl)ethanone 
• 126534-38-1 (S)-1-(2,6-difluorophenyl)ethanol 
• 126534-38-1 [R]-1-(2,6-difluorophenyl)-1-ethanol 
• 936231-56-0 1-(2,6-difluoro-phenyl)-1-(2-methyl-[1,3]dithian-2-yl)-ethanol 
• 936231-72-0 3-(2,6-difluoro-phenyl)-3-hydroxy-butan-2-one 
• 936231-36-6 5-(2,6-difluoro-phenyl)-5-methyl-4-oxo-4,5-dihydro-furan-2-carboxylic acid methyl ester 
• 40017-77-4 2-Amino-3-(2,6-difluorbenzoyl)-thiophen 
• 40017-76-3 3-(2,6-difluorophenyl)-3-oxopropanenitrile 
• 40017-80-9 2-Aminoacetylamino-3-(2,6-difluorbenzoyl)-thiophen 
• 40017-98-9 2-Amino-N-[5-chloro-3-(2,6-difluoro-benzoyl)-thiophen-2-yl]-acetamide 
• 40017-78-5 2-Chloro-N-[3-(2,6-difluoro-benzoyl)-thiophen-2-yl]-acetamide 

Relevant articles and documents

Pd-Catalysed direct C(sp2)-H fluorination of aromatic ketones: Concise access to anacetrapib

The Pd-cataylsed direct ortho-C(sp2)-H fluorination of aromatic ketones has been developed for the first time. The reaction features good regioselectivity and simple operations, constituting an alternative shortcut to access fluorinated ketones. A concise synthesis of anacetrapib has also been achieved by using late-stage C-H fluorination as a key step.

Redox-driven deracemization of secondary alcohols by sequential ether/O2-mediated oxidation and Ru-catalyzed asymmetric reduction

The deracemization of benzylic alcohols has been achieved using a redox-driven one-pot two-step process. The racemic alcohols were oxidized by bis(methoxypropyl) ether and oxygen to give the ketone intermediates, followed by an asymmetric transfer hydrogenation with a chiral ruthenium catalyst. This compatible oxidation/reduction process gave the enantiomerically enriched alcohols with up to 95% ee values.

METHOD FOR PRODUCING BENZOYL FORMIC ACID COMPOUND AND PYRIDAZINE COMPOUND

The present invention provides an industrially-advantageous process for preparing a benzoyl formic acid compound, and an efficient process for preparing a pyridazine compound using the same process. Specifically, the present invention provides a process for preparing a compound represented by formula (2), which comprises a step (B): a step of reacting a compound represented by formula (1) with a nitrosyl sulfuric acid in water to produce the compound represented by formula (2).

Stereoselective amination of racemic sec-alcohols through sequential application of laccases and transaminases

A one-pot/two-step bienzymatic asymmetric amination of secondary alcohols is disclosed. The approach is based on a sequential strategy involving the use of a laccase/TEMPO catalytic system for the oxidation of alcohols into ketone intermediates, and their following transformation into optically enriched amines by using transaminases. Individual optimizations of the oxidation and biotransamination reactions have been carried out, studying later their applicability in a concurrent process. Therefore, 17 racemic (hetero) aromatic sec-alcohols with different substitutions in the aromatic ring have been converted into enantioenriched amines with good to excellent selectivities (90-99% ee) and conversion values (67-99%). The scalability of the process was also demonstrated when two different amine donors were used in the transamination step, such as isopropylamine and cis-2-buten-1,4-diamine. Satisfyingly, both sacrificial amine donors can shift the equilibrium toward the amine formation, leading to the corresponding isolated enantioenriched amines with good to excellent results.

METHOD FOR PRODUCING 2,6-DIFLUOROBENZOYLFORMATE COMPOUND

PROBLEM TO BE SOLVED: To provide a novel production method for a 2,6-difluorobenzoylformate compound. SOLUTION: A compound represented by formula (4) [where R1 is a halogen atom, n is an integer of 0-3] is oxidized in a nitric acid aqueous solution of up to 20% to produce a 2,6-difluorobenzoylformate compound represented by formula (1) [where R1 and n have the same meanings as mentioned above]. SELECTED DRAWING: None COPYRIGHT: (C)2016,JPOandINPIT

METHOD FOR PREPARING 2,6-DIFLUOROACETOPHENONES

Disclosed are methods for preparing compounds of Formula 1 utilizing an intermediate of Formula 4 or an intermediate of Formula 6., Also disclosed are compounds of Formula 4.

Enantioselective oxidation of racemic secondary alcohols catalyzed by chiral Mn(iii)-salen complexes with N-bromosuccinimide as a powerful oxidant

We demonstrate an efficient enantioselective oxidation of secondary alcohols catalyzed by Mn(iii)-salen complex using N-bromosuccinimide (NBS) as the oxidant. The new protocol is very efficient for the oxidative kinetic resolution of a variety of secondary alcohols, including ortho-substituted benzylic alcohols. The Royal Society of Chemistry 2012.

METHOD FOR METAL-ORGANIC PRODUCTION OF ORGANIC INTERMEDIATE PRODUCTS BY MEANS OF ARYL LITHIUM-BASES

The invention relates to a method for the production of substituted aromatic compounds by producing lithium arylene and by reacting it with suitable electrophiles. The method comprises the following steps (step 1); an aryl lithium compound ( auxiliary base'') is initially produced by reacting a halogen aromatic compound with lithium metal; said compound is subsequently (step 2) reacted for deprotonation of the aromatic substrate in order to form the corresponding lithium aromatic compound which is subsequently (step 3) reacted with a corresponding electrophile to form the desired substituted aromatic compound, see page 2 of the description.

Antibacterial agents

Novel quinoline-carboxylic acids as antibacterial agents are described as well as methods for their manufacture, formulation, and use in treating bacterial infections including the description of certain novel intermediates used in the manufacture of the antibacterial agents.