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394-32-1

Basic Information
CAS No.: 394-32-1
Name: 1-(5-Fluoro-2-hydroxyphenyl)-1-ethanone
Article Data: 42
Molecular Structure:
Molecular Structure of 394-32-1 (1-(5-Fluoro-2-hydroxyphenyl)-1-ethanone)
Formula: C8H7FO2
Molecular Weight: 154.141
Synonyms: Acetophenone,5'-fluoro-2'-hydroxy- (6CI,7CI,8CI);1-(5-fluoro-2-hydroxyphenyl)ethanone;2-Acetyl-4-fluorophenol;2'-Hydroxy-5'-fluoroacetophenone;3-Fluoro-6-hydroxyacetophenone;NSC 46624;
EINECS: 206-893-5
Density: 1.247 g/cm3
Melting Point: 56-58 °C(lit.)
Boiling Point: 182.2 °C at 760 mmHg
Flash Point: 97.7 °C
Solubility: 0.68 g/L in water
Appearance: light yellow to beige-brown crystals
Hazard Symbols: HarmfulXn, IrritantXi
Risk Codes: 36/37/38-22
Safety: 26-37/39-36/37/39
PSA: 37.30000
LogP: 1.73390
Synthetic route
405-51-6

4-fluorophenyl acetate

394-32-1

1-(5-fluoro-2-hydroxyphenyl)ethan-1-one

Conditions
ConditionsYield
With aluminum (III) chloride at 140℃; for 3h; Fries Phenol Ester Rearrangement;100%
With trifluorormethanesulfonic acid at 0 - 20℃; for 16h; Fries rearrangement; regiospecific reaction;92%
With hydrogenchloride; aluminum (III) chloride In water at 140 - 145℃; Fries Phenol Ester Rearrangement;92%
371-41-5

4-Fluorophenol

75-36-5

acetyl chloride

394-32-1

1-(5-fluoro-2-hydroxyphenyl)ethan-1-one

Conditions
ConditionsYield
With aluminum (III) chloride at 130℃; for 2h;98.4%
With aluminium trichloride at 130℃; for 2h;89%
With aluminium trichloride at 180℃; for 0.5h;65%
Stage #1: 4-Fluorophenol; acetyl chloride In toluene at 40℃;
Stage #2: With aluminium trichloride In toluene at 80℃; Further stages.;
Stage #1: 4-Fluorophenol; acetyl chloride In neat (no solvent) at 0 - 20℃; for 2h;
Stage #2: With aluminum (III) chloride In neat (no solvent) at 130℃; for 2h;
445-82-9

1-(5-fluoro-2-methoxyphenyl)ethanone

394-32-1

1-(5-fluoro-2-hydroxyphenyl)ethan-1-one

Conditions
ConditionsYield
With aluminum (III) chloride In dichloromethane at -5 - 25℃;90%
With pyridine hydrochloride
With boron tribromide In dichloromethane at -78 - 23℃; for 1h;
1799-18-4

1-(2-benzyloxy-5-fluorophenyl)-ethanone

394-32-1

1-(5-fluoro-2-hydroxyphenyl)ethan-1-one

Conditions
ConditionsYield
With palladium diacetate; sodium hydride In N,N-dimethyl acetamide at 25℃; for 4h; Inert atmosphere;82%
371-41-5

4-Fluorophenol

64-19-7

acetic acid

394-32-1

1-(5-fluoro-2-hydroxyphenyl)ethan-1-one

Conditions
ConditionsYield
With aluminum oxide; methanesulfonic acid at 120℃; for 2h;60%
With boron trifluoride at 150℃; unter Druck;
459-60-9

1-fluoro-4-methoxybenzene

75-36-5

acetyl chloride

394-32-1

1-(5-fluoro-2-hydroxyphenyl)ethan-1-one

Conditions
ConditionsYield
With aluminium trichloride In tetrachloromethane44.1%
459-60-9

1-fluoro-4-methoxybenzene

75-36-5

acetyl chloride

A

445-82-9

1-(5-fluoro-2-methoxyphenyl)ethanone

B

394-32-1

1-(5-fluoro-2-hydroxyphenyl)ethan-1-one

Conditions
ConditionsYield
With carbon disulfide; aluminium trichloride
Stage #1: 1-fluoro-4-methoxybenzene; acetyl chloride With aluminum (III) chloride In dichloromethane Friedel-Crafts Acylation; Inert atmosphere;
Stage #2: With water; acetic acid; sodium hydroxide at 0 - 8℃; Cooling with ice; Overall yield = 97%; Overall yield = 13.0g;
7446-70-0

aluminium trichloride

405-51-6

4-fluorophenyl acetate

394-32-1

1-(5-fluoro-2-hydroxyphenyl)ethan-1-one

Conditions
ConditionsYield
at 150℃;
371-41-5

4-Fluorophenol

394-32-1

1-(5-fluoro-2-hydroxyphenyl)ethan-1-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: AlCl3 / 130 °C
View Scheme
Multi-step reaction with 2 steps
1: H2SO4 / 120 °C
2: AlCl3 / 160 °C
View Scheme
Multi-step reaction with 2 steps
1: 84.55 percent / pyridine / CH2Cl2 / 5 °C
2: 44 percent / aluminium chloride / 2 h / 140 °C
View Scheme
371-41-5

4-Fluorophenol

p-difluoro-benzene

p-difluoro-benzene

394-32-1

1-(5-fluoro-2-hydroxyphenyl)ethan-1-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 80 percent / conc. H2SO4
2: 85 percent / AlCl3 / 2 h / 160 °C
View Scheme
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    ProName: TIANFUCHEM 394-32-1 1-(5-Fluoro-2-hydr... CasNo: 394-32-1 Molecular Formula: C8H7FO2 Appearance: white powder Application: Organic Chemicals DeliveryTime: prompt PackAge: as clients needs Port: Shanghai,QingdaoTianjin,Guangzhou Pro

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Specification

The IUPAC name of Ethanone,1-(5-fluoro-2-hydroxyphenyl)- is 1-(5-fluoro-2-hydroxyphenyl)ethanone. With the CAS registry number 394-32-1, it is also named as 5'-Fluoro-2'-hydroxyacetophenone. The product's categories are Alcohols and Derivatives; Carbonyl Compounds; Aromatic Acetophenones & Derivatives (substituted); ketone; (intermediate of nebivolol); Benzenes; Adehydes, Acetals & Ketones; Fluorine Compounds; Phenols; C7 to C8; Carbonyl Compounds; Ketones; Acetophenone Series. Besides, it is light yellow to beige-brown crystals, which is soluble in water. In addition, its molecular formula is C8H7FO2 and molecular weight is 154.14.

The other characteristics of this product can be summarized as: (1)EINECS: 206-893-5; (2)ACD/LogP: 2.30; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): 2.3; (5)ACD/LogD (pH 7.4): 2.3; (6)ACD/BCF (pH 5.5): 33.1; (7)ACD/BCF (pH 7.4): 33.04; (8)ACD/KOC (pH 5.5): 426.07; (9)ACD/KOC (pH 7.4): 425.36; (10)H bond acceptors: 2; (11)H bond donors: 1; (12)Freely Rotating Bonds: 2; (13)Index of Refraction: 1.529; (14)Molar Refractivity: 38.15 cm3; (15)Molar Volume: 123.6 cm3; (16)Surface Tension: 41.9 dyne/cm; (17)Density: 1.247 g/cm3; (18)Flash Point: 97.7 °C; (19)Melting point: 54-59 °C; (20)Water solubility: soluble 0.68 g/L; (21)Enthalpy of Vaporization: 43.56 kJ/mol; (22)Boiling Point: 182.2 °C at 760 mmHg; (23)Vapour Pressure: 0.603 mmHg at 25 °C.

Preparation of Ethanone,1-(5-fluoro-2-hydroxyphenyl)-: this chemical can be prepared by Acetic acid-(4-fluoro-phenyl ester).



This reaction needs AlCl3 at temperature of 160 °C. The reaction time is 2 hours. The yield is 85 %.

Uses of Ethanone,1-(5-fluoro-2-hydroxyphenyl)-: it can react with 6-Chloro-4H-benzo[1,3]dioxin-8-carbaldehyde to get 3-(6-Chloro-4H-benzo[1,3]dioxin-8-yl)-1-(5-fluoro-2-hydroxy-phenyl)-propenone.



This reaction needs 50percent aq. NaOH and Ethanol at ambient temperature. The yield is 90 %.

When you are using this chemical, please be cautious about it as the following: it is harmful if swallowed. It is also irritating to eyes, respiratory system and skin. You should wear suitable protective clothing, gloves and eye / face protection when use it. Moreover, in case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

People can use the following data to convert to the molecule structure.
(1)SMILES:O=C(c1cc(F)ccc1O)C
(2)InChI:InChI=1/C8H7FO2/c1-5(10)7-4-6(9)2-3-8(7)11/h2-4,11H,1H3
(3)InChIKey:KOFFXZYMDLWRHX-UHFFFAOYAY
(4)Std. InChI:InChI=1S/C8H7FO2/c1-5(10)7-4-6(9)2-3-8(7)11/h2-4,11H,1H3
(5)Std. InChIKey:KOFFXZYMDLWRHX-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral > 1gm/kg (1000mg/kg)   Medicina Experimentalis. Vol. 11, Pg. 137, 1964.