ChemicalBook > CAS DataBase List > 9-Fluorenol

9-Fluorenol

Product Name
9-Fluorenol
CAS No.
1689-64-1
Chemical Name
9-Fluorenol
Synonyms
hydrafinil;9h-fluoren-9-ol;9-HYDROXYFLUORENE;uorenoL;Hydranafil;1689-64- 1;9-FLUORENOL;fluoren-9-ol;Hydroxyfluoren;9-Fluorenol>
CBNumber
CB5476145
Molecular Formula
C13H10O
Formula Weight
182.22
MOL File
1689-64-1.mol
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9-Fluorenol Property

Melting point:
153-154 °C(lit.)
Boiling point:
275.62°C (rough estimate)
Density 
1.0368 (rough estimate)
refractive index 
1.5994 (estimate)
storage temp. 
Sealed in dry,Room Temperature
solubility 
Chloroform (Slightly), Methanol (Slightly)
pka
13.34±0.20(Predicted)
form 
Crystalline Powder
color 
Cream
Water Solubility 
Insoluble in water.
BRN 
1869799
Stability:
Stable. Combustible. Incompatible with strong oxidizing agents.
CAS DataBase Reference
1689-64-1(CAS DataBase Reference)
NIST Chemistry Reference
9H-fluoren-9-ol(1689-64-1)
EPA Substance Registry System
9-Hydroxyfluorene (1689-64-1)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
24/25-36/37/39-27-26
RIDADR 
UN 3077 9/PG III
WGK Germany 
3
Hazard Note 
Irritant
TSCA 
Yes
HazardClass 
9
PackingGroup 
III
HS Code 
29062990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P273Avoid release to the environment.

P391Collect spillage. Hazardous to the aquatic environment

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
H31204
Product name
9-Hydroxyfluorene
Purity
96%
Packaging
5g
Price
$56.2
Updated
2024/03/01
Sigma-Aldrich
Product number
H31204
Product name
9-Hydroxyfluorene
Purity
96%
Packaging
25g
Price
$101
Updated
2024/03/01
TCI Chemical
Product number
F0229
Product name
9-Fluorenol
Purity
>99.0%(GC)
Packaging
25g
Price
$74
Updated
2024/03/01
TCI Chemical
Product number
F0229
Product name
9-Fluorenol
Purity
>99.0%(GC)
Packaging
250g
Price
$422
Updated
2024/03/01
Alfa Aesar
Product number
L01917
Product name
9-Fluorenol, 98+%
Packaging
25g
Price
$86.2
Updated
2024/03/01
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9-Fluorenol Chemical Properties,Usage,Production

Chemical Properties

white powder

Uses

9-Fluorenol is used in Organic Synthesis, Pharmaceuticals, Agrochemicals and Dyestuffs.

Application

9-Fluorenol is a wake-promoting agent and is considered a next-generation anti-drowsiness drug. It is also a potential environmental carcinogen.
9-Fluorenol is a dopamine reuptake inhibitor with IC50 of 9 μM, and a major metabolite of a compound developed as a wakefulness-promoting agent.

Preparation

Synthesis of 9-Fluorenol: A 5-g sample of 9-fluorenone is dissolved in 30 mL of warm ethanol in a 100-mL beaker. To this solution is added, dropwise, 10 mL of a reducing reagent, freshly prepared, which consists of 200 mg sodium methoxide,10 mL methanol, and 0.4 g sodium borohydride.This solution is allowed to stand undisturbed for 10-20 min. A color change is observed as the reaction proceeds from the yellow 9-fluorenone to the white 9-fluorenol.The product is precipitated by the addition of 50 mL of water and neutralized with 0.1 M HCl, vacuum filtered, and washed with cold water to remove any residual inorganic salt formed by the excess of the sodium borohydride reagent and hydrochloric acid.The dried crude product is sufficiently pure for characterization by melting point, infrared spectra,and NMR.The crude product melting point is 153°C, with a product yield of 95-100%.
A Synthesis of 9-Fluorenol: Sodium Borohydride Reduction of 9-Fluorenone

Definition

ChEBI: 9-Fluorenol is a member of the class of hydroxyfluorenes that is 9H-fluorene substituted by a hydroxy group at position 9 (the non-aromatic carbon). It has a role as an animal metabolite. It is a member of hydroxyfluorenes and a secondary alcohol.

Synthesis Reference(s)

The Journal of Organic Chemistry, 57, p. 6313, 1992 DOI: 10.1021/jo00049a045
Tetrahedron Letters, 13, p. 343, 1972

Synthesis

9-Fluorenol is prepared by reacting 9-fluorenone with THF solution of phosphazene under the action of boron catalyst.Add 9-fluorenone (0.8 mmol), a 0.2 M THF solution of phosphazene (80 μL, 0.016 mmol) and a 0.0762 M THF solution of boron catalyst (420 μL, 0.032 mmol) to a scintillation vial with magnetic stir bar in a glove box. Place the scintillation vial in a Parr reactor. Seal the reactor. Pressurize the reactor with hydrogen gas. Heat reaction mixture at 75°C (inside the reactor). Stir the reaction mixture (1000 rpm) for 20 hours at 75°C. Cool the mixture to room temperature and vent the Parr reactor to obtain 9-hydroxyfluoren. Analyze the reaction mixture by 1H NMR spectroscopy using CDCl3 as solvent.
Fig the synthetic method of 9-Fluorenol

9-Fluorenol Preparation Products And Raw materials

Raw materials

Preparation Products

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9-Fluorenol Suppliers

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View Lastest Price from 9-Fluorenol manufacturers

HangZhou RunYan Pharma Technology Co.,LTD.
Product
9-Fluorenol 1689-64-1
Price
US $0.00-0.00/g
Min. Order
1g
Purity
99.0%min. HPLC
Supply Ability
10000
Release date
2024-09-22
Hebei Weibang Biotechnology Co., Ltd
Product
9-FLUORENOL 1689-64-1
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-11-21
Wuhan Nutra Biotechnology Co.,Ltd
Product
9-Hydroxyfluorene;9-FLUORENOL;Hydrafinil 1689-64-1
Price
US $5.00-0.00/g
Min. Order
1g
Purity
98%+
Supply Ability
100kgs
Release date
2021-05-20

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