ChemicalBook > CAS DataBase List > 6-FLUORO-4-HYDROXYQUINOLINE

6-FLUORO-4-HYDROXYQUINOLINE

Product Name
6-FLUORO-4-HYDROXYQUINOLINE
CAS No.
391-78-6
Chemical Name
6-FLUORO-4-HYDROXYQUINOLINE
Synonyms
BUTTPARK 13\01-64;6-FLUOROQUINOLIN-4-OL;4-Quinolinol, 6-fluoro-;6-FLUORO-4(1H)-QUINOLINONE;6-fluoro-1H-quinolin-4-one;6-FLUORO-4-HYDROXYQUINOLINE;4-HYDROXY-6-FLUOROQUINOLINE
CBNumber
CB5453850
Molecular Formula
C9H6FNO
Formula Weight
163.15
MOL File
391-78-6.mol
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6-FLUORO-4-HYDROXYQUINOLINE Property

Melting point:
221-223℃
Boiling point:
317℃
Density 
1.366
Flash point:
145℃
storage temp. 
Inert atmosphere,Room Temperature
form 
solid
pka
4.07±0.40(Predicted)
Appearance
White to off-white Solid
InChI
InChI=1S/C9H6FNO/c10-6-1-2-8-7(5-6)9(12)3-4-11-8/h1-5H,(H,11,12)
InChIKey
BYZXOYSEYWCLOK-UHFFFAOYSA-N
SMILES
N1C2C(=CC(F)=CC=2)C(O)=CC=1
CAS DataBase Reference
391-78-6(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
HazardClass 
IRRITANT
HS Code 
2933491090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
JRD0180
Product name
6-Fluoroquinolin-4-ol
Purity
AldrichCPR
Packaging
1 g
Price
$216
Updated
2025/07/31
TRC
Product number
F596868
Product name
6-Fluoroquinolin-4-ol
Packaging
500mg
Price
$65
Updated
2021/12/16
TRC
Product number
F596868
Product name
6-Fluoroquinolin-4-ol
Packaging
100mg
Price
$45
Updated
2021/12/16
AK Scientific
Product number
5107AB
Product name
6-Fluoroquinolin-4-ol
Packaging
100mg
Price
$64
Updated
2021/12/16
Apolloscientific
Product number
PC8235
Product name
6-Fluoro-4-hydroxyquinoline
Purity
98%
Packaging
5g
Price
$71
Updated
2021/12/16
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6-FLUORO-4-HYDROXYQUINOLINE Chemical Properties,Usage,Production

Synthesis

2033-24-1

371-40-4

391-78-6

GENERAL STEPS: To a solution of 4-fluoroaniline (3.03 mL, 31.5 mmol, 1.0 eq.) in ethanol (30 mL) was added cyclic (sub)isopropyl malonate (Meldrum acid, 5.54 g, 38.4 mmol, 1.2 eq.) and triethyl orthoformate (12.4 mL, 74.5 mmol, 2.4 eq.), in that order. The reaction mixture was heated to reflux for 2.5 hours. Upon completion of the reaction, the mixture was cooled to 0 °C, the precipitated solid was collected by filtration and washed with cold ethanol. The dried solid was quickly added to boiling diphenyl ether (100 mL) and the reflux state was maintained for 3 minutes. Subsequently, the reaction mixture was stirred at room temperature for 30 min, petroleum ether (25 mL) was added to promote product precipitation, and the solid was collected by filtration and dried. The crude product was purified by silica gel column chromatography (eluent: EtOAc/MeOH, 95:5, v/v) to afford the target compound 6-fluoroquinolin-4-ol (2.36 g, 14.5 mmol, 46% yield). The product was analyzed (TLC, 1H NMR, 13C NMR, IR, LC-MS, HRMS and melting point determination) and confirmed to be consistent with the data reported in the literature. Ref: WO2010/123995 (2010).TLC Rf 0.41 (EtOAc/MeOH 95:5).1H NMR (400 MHz, DMSO-d6) δ (ppm): 11.90 (s, 1H, OH), 7.94 (d, J = 7.6 Hz, 1H, NCH), 7.73 (m, 1H, NCCH), 7.53 (m, 1H, NCCH). NCCH), 7.53-7.67 (m, 2H, FCCH), 6.04 (d, J = 7.3 Hz, 1H, OHCCH).13C NMR (101 MHz, DMSO-d6) δ (ppm): 159.9, 157.7, 140.0, 137.2, 127.3, 121.1, 120.8, 109.5, 108.3. 108.3. IR (neat) νmax: 2768 (br), 1594 (m) cm?1. LC-MS (ESI+) m/z: 164.1 [M + H]+, 186.1 [M + Na]+. HRMS (ESI+) m/z: Calculated value 164.0506, measured value 164.0509 [M + H]+. Melting point: 227-228 °C.

References

[1] Patent: WO2017/21319, 2017, A1. Location in patent: Page/Page column 31
[2] Patent: WO2008/152603, 2008, A1. Location in patent: Page/Page column 36

6-FLUORO-4-HYDROXYQUINOLINE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 6-FLUORO-4-HYDROXYQUINOLINE manufacturers

Henan Aochuang Chemical Co.,Ltd.
Product
4-Hydroxy-6-fluoroquinoline 391-78-6
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-09-30
Career Henan Chemical Co
Product
6-FLUORO-4-HYDROXYQUINOLINE 391-78-6
Price
US $5.50/KG
Min. Order
1KG
Purity
98%min
Supply Ability
1kg-100kg
Release date
2020-01-10