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445-27-2

Basic Information
CAS No.: 445-27-2
Name: 2'-Fluoroacetophenone
Article Data: 69
Molecular Structure:
Molecular Structure of 445-27-2 (2'-Fluoroacetophenone)
Formula: C8H7FO
Molecular Weight: 138.141
Synonyms: Acetophenone,2'-fluoro- (6Cl,7Cl,8Cl);1-(2-Fluorophenyl)ethanone;2-Fluorophenyl methylketone;NSC 88297;o-Fluoroacetophenone;
EINECS: 207-156-0
Density: 1.103 g/cm3
Melting Point: 26-27 °C
Boiling Point: 180.8 °C at 760 mmHg
Flash Point: 67.5 °C
Appearance: Clear colorless to light yellow or light green
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36-37/39
Transport Information: UN 2810
PSA: 17.07000
LogP: 2.02830
Synthetic route
445-26-1

1-(2-fluorophenyl)ethanol

445-27-2

2'-Fluoroacetophenone

Conditions
ConditionsYield
With [(2-(benzoimidazol-2-yl)-6-(3,5-dimethylpyrazol-1-yl)pyridine)RuCl2(PPh3)]; potassium tert-butylate; acetone In methanol at 56℃; under 750.075 Torr; for 0.5h; Catalytic behavior; Oppenauer Oxidation; Inert atmosphere;97%
With Langlois reagent In acetonitrile at 25℃; for 12h; Irradiation; Sealed tube;89%
With calcomenite; potassium hydroxide In toluene for 28h; Reflux;87%
344-73-0

1-fluoro-2-(prop-1-en-2-yl)benzene

445-27-2

2'-Fluoroacetophenone

Conditions
ConditionsYield
With iron(III) trifluoromethanesulfonate; C65H77N5O4S2; oxygen In 1,2-dichloro-ethane at 75℃; under 760.051 Torr; for 24h; Green chemistry; chemoselective reaction;97%
766-49-4

(2-fluorophenyl)acetylene

445-27-2

2'-Fluoroacetophenone

Conditions
ConditionsYield
With C22H20AuN3O2P(1+)*CF3O3S(1-); water; silver trifluoromethanesulfonate; acetic acid at 100℃; for 10h;93%
With silver trifluoromethanesulfonate In water; acetic acid at 110℃; for 6h; Schlenk technique;87%
With p-toluenesulfonic acid monohydrate; acetic acid In dichloromethane at 80℃; for 8h; Sealed tube;80%
917-54-4

methyllithium

445-29-4

o-fluoro-benzoic acid

445-27-2

2'-Fluoroacetophenone

Conditions
ConditionsYield
Stage #1: methyllithium With copper(l) cyanide In diethyl ether at 0℃; for 0.0833333h; Inert atmosphere;
Stage #2: o-fluoro-benzoic acid In diethyl ether at 0 - 20℃; for 15h; Inert atmosphere;
90%
1993-03-9

o-fluorophenylboronic acid

75-05-8

acetonitrile

445-27-2

2'-Fluoroacetophenone

Conditions
ConditionsYield
With 1,10-Phenanthroline; nickel(II) bromide 2-methoxyethyl ether complex; sodium hydrogencarbonate In water at 100℃; for 5h; Autoclave;89%
393-52-2

2-Fluorobenzoyl chloride

105-53-3

diethyl malonate

445-27-2

2'-Fluoroacetophenone

Conditions
ConditionsYield
Stage #1: diethyl malonate With ethanol; magnesium In tetrachloromethane; tert-butyl methyl ether for 3h; Reflux; Large scale;
Stage #2: 2-Fluorobenzoyl chloride In tert-butyl methyl ether for 0.25h; Reflux; Large scale;
Stage #3: With sulfuric acid; water; acetic acid In tert-butyl methyl ether for 4h; Reagent/catalyst; Reflux; Large scale;
83%
98-86-2

acetophenone

445-27-2

2'-Fluoroacetophenone

Conditions
ConditionsYield
With palladium diacetate; silver nitrate; N-fluorobis(benzenesulfon)imide; methyl carbamate In dichloromethane at 95℃; for 12h; Catalytic behavior; Solvent; Sealed tube;82%
Multi-step reaction with 3 steps
1: sodium acetate / ethanol; water / 2 h / Reflux
2: tris(dibenzylideneacetone)dipalladium(0) chloroform complex; N-fluorobis(benzenesulfon)imide; potassium nitrate / nitromethane / 24 h / 25 °C
3: hydrogenchloride; water / diethyl ether / 30 h / 20 °C
View Scheme
1072-85-1

o-fluorobromobenzene

111-34-2

-butyl vinyl ether

445-27-2

2'-Fluoroacetophenone

Conditions
ConditionsYield
With 1,3-bis-(diphenylphosphino)propane; diisopropylamine; 1-butyl-3-methylimidazolium Tetrafluoroborate; palladium diacetate In dimethyl sulfoxide at 115℃; for 36h; Heck arylation;81%

2-fluorobenzenesulfonyl hydrazide

75-05-8

acetonitrile

445-27-2

2'-Fluoroacetophenone

Conditions
ConditionsYield
With 1,10-Phenanthroline; water; palladium diacetate at 100℃; under 760.051 Torr; for 6h;81%
401514-42-9

1-(2,2-dibromovinyl)-2-fluorobenzene

445-27-2

2'-Fluoroacetophenone

Conditions
ConditionsYield
With water; zinc at 275℃; for 4h;79%
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    Product name: O-Fluoroacetophenone CAS No.: 445-27-2 Molecule Formula:C8H7FO Molecule Weight:138.14 Purity: 99.0% Package: 200kg/drum Description:Colorless transparent liquid Manufacture Standards:Enterprise Standard TESTING ITEM

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    Specification item value Classification 2'-Fluoroacetophenone CAS No. 445-27-2 MF C8H7FO EINECS No. 207-156-0

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Specification

The 2'-Fluoroacetophenone with CAS registry number of 445-27-2 is also known as 2-Fluorophenyl methylketone. The IUPAC name is 1-(2-Fluorophenyl)ethanone. It belongs to product categories of Acetophenone Series; Aromatic Acetophenones & Derivatives (substituted); Fluorobenzene; Ketone; Adehydes, Acetals & Ketones; Fluorine Compounds; C7 to C8; Carbonyl Compounds; Ketones. Its EINECS registry number is 207-156-0. In addition, the formula is C8H7FO and the molecular weight is 138.14. This chemical is a clear colorless to light yellow or light green and should be stored in sealed containers away from oxidizing agents, water, alkali, alcohol and amine.

Physical properties about 2'-Fluoroacetophenone are: (1)ACD/LogP: 1.30; (2)ACD/LogD (pH 5.5): 1.29; (3)ACD/LogD (pH 7.4): 1.29; (4)ACD/BCF (pH 5.5): 5.67; (5)ACD/BCF (pH 7.4): 5.67; (6)ACD/KOC (pH 5.5): 120.58; (7)ACD/KOC (pH 7.4): 120.58; (8)#H bond acceptors: 1; (9)#Freely Rotating Bonds: 1; (10)Index of Refraction: 1.491; (11)Molar Refractivity: 36.27 cm3; (12)Molar Volume: 125.1 cm3; (13)Surface Tension: 32.8 dyne/cm; (14)Density: 1.103 g/cm3; (15)Flash Point: 67.5 °C; (16)Enthalpy of Vaporization: 41.71 kJ/mol; (17)Boiling Point: 180.8 °C at 760 mmHg; (18)Vapour Pressure: 0.88 mmHg at 25 °C.

Preparation of 2'-Fluoroacetophenone: it is prepared by reaction of acetic acid anhydride with 1-fluoro-2-iodo-benzene. The reaction needs reagents diisopropylethylamine, Pd2(dba)3, lithium chloride and solvent dimethylformamide at the temperature of 100 °C for 8.5 hours. The yield is about 74%.

2'-Fluoroacetophenone is prepared by reaction of acetic acid anhydride with 1-fluoro-2-iodo-benzene.

Uses of 2'-Fluoroacetophenone: it is used to produce 1-(2-piperidin-1-yl-phenyl)-ethanone by reaction with piperidine. The reaction occurs with reagent K2CO3 and solvent dimethylsulfoxide for 8 hours. The yield is about 80%.

2'-Fluoroacetophenone is used to produce 1-(2-piperidin-1-yl-phenyl)-ethanone by reaction with piperidine.

When you are using this chemical, please be cautious about it. As a chemical, it is irritating to eyes, respiratory system and skin. During using it, wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: CC(=O)C1=CC=CC=C1F
2. InChI: InChI=1S/C8H7FO/c1-6(10)7-4-2-3-5-8(7)9/h2-5H,1H3
3. InChIKey: QMATYTFXDIWACW-UHFFFAOYSA-N

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