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42523-29-5

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42523-29-5 Usage

Chemical Properties

Dark red crystal or powder

Uses

2,7-dihydroxy-9-fluorenone is used as organic intermediates.

Check Digit Verification of cas no

The CAS Registry Mumber 42523-29-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 4,2,5,2 and 3 respectively; the second part has 2 digits, 2 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 42523-29:
(7*4)+(6*2)+(5*5)+(4*2)+(3*3)+(2*2)+(1*9)=95
95 % 10 = 5
So 42523-29-5 is a valid CAS Registry Number.
InChI:InChI=1/C13H8O3/c14-7-1-3-9-10-4-2-8(15)6-12(10)13(16)11(9)5-7/h1-6,14-15H

42523-29-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,7-Dihydroxy-9-fluorenone

1.2 Other means of identification

Product number -
Other names 2,7-Dihydroxy-9-Fluorenone

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:42523-29-5 SDS

42523-29-5Synthetic route

9-oxo-9H-fluorene-2,7-diyl diacetate
53133-99-6

9-oxo-9H-fluorene-2,7-diyl diacetate

2,7-dihydroxy-9H-fluoren-9-one
42523-29-5

2,7-dihydroxy-9H-fluoren-9-one

Conditions
ConditionsYield
With potassium hydroxide for 2h; Heating;97.6%
4,4'-dihydroxy-biphenyl-2-carboxylic acid methyl ester
765944-63-6

4,4'-dihydroxy-biphenyl-2-carboxylic acid methyl ester

2,7-dihydroxy-9H-fluoren-9-one
42523-29-5

2,7-dihydroxy-9H-fluoren-9-one

Conditions
ConditionsYield
With zinc(II) chloride at 110 - 120℃; for 2h;95%
Multi-step reaction with 2 steps
1: sodium hydroxide / ethanol / 78 °C
2: thionyl chloride / 79 °C
View Scheme
4,4'-dihydroxy-[1,1'-biphenyl]-2-carboxylic acid
53197-57-2

4,4'-dihydroxy-[1,1'-biphenyl]-2-carboxylic acid

2,7-dihydroxy-9H-fluoren-9-one
42523-29-5

2,7-dihydroxy-9H-fluoren-9-one

Conditions
ConditionsYield
With zinc(II) chloride at 210℃; Neat (no solvent);90%
With zinc(II) chloride
With zinc(II) chloride at 200℃;
With thionyl chloride at 79℃; Friedel-Crafts acylation;
Multi-step reaction with 2 steps
1: sulfuric acid / methanol / 2 h / Reflux
2: zinc(II) chloride / 2 h / 110 - 120 °C
View Scheme
2,7-dimethoxy-9H-fluorenon-9-one
42523-28-4

2,7-dimethoxy-9H-fluorenon-9-one

2,7-dihydroxy-9H-fluoren-9-one
42523-29-5

2,7-dihydroxy-9H-fluoren-9-one

Conditions
ConditionsYield
With hydrogen bromide; acetic acid In water for 12h; Reflux;87%
With hydrogen bromide In acetic acid
4-bromo-3-iodo-phenol
202865-84-7

4-bromo-3-iodo-phenol

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

2,7-dihydroxy-9H-fluoren-9-one
42523-29-5

2,7-dihydroxy-9H-fluoren-9-one

Conditions
ConditionsYield
With palladium diacetate; potassium hydrogencarbonate; DL-Pro-NHMe In tert-Amyl alcohol at 120℃; for 24h; Inert atmosphere;74%
2,7-dihydroxy-9-oxo-fluorene-1-carboxylic acid
89450-82-8

2,7-dihydroxy-9-oxo-fluorene-1-carboxylic acid

2,7-dihydroxy-9H-fluoren-9-one
42523-29-5

2,7-dihydroxy-9H-fluoren-9-one

Conditions
ConditionsYield
With calcium oxide melting;
Fluorenon-Tetrazonium Tetrafluoroborat

Fluorenon-Tetrazonium Tetrafluoroborat

2,7-dihydroxy-9H-fluoren-9-one
42523-29-5

2,7-dihydroxy-9H-fluoren-9-one

Conditions
ConditionsYield
With sulfuric acid
diazotized 2.7-diamino-fluorenone

diazotized 2.7-diamino-fluorenone

2,7-dihydroxy-9H-fluoren-9-one
42523-29-5

2,7-dihydroxy-9H-fluoren-9-one

(p-hydroxyphenyl)boronic acid
71597-85-8

(p-hydroxyphenyl)boronic acid

2,7-dihydroxy-9H-fluoren-9-one
42523-29-5

2,7-dihydroxy-9H-fluoren-9-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sodium carbonate / tris(dibenzylideneacetone)dipalladium(0) / 1,2-dimethoxy-ethane; H2O / 85 °C
2: sodium hydroxide / ethanol / 78 °C
3: thionyl chloride / 79 °C
View Scheme
methyl 2-bromo-5-hydroxybenzoate
154607-00-8

methyl 2-bromo-5-hydroxybenzoate

2,7-dihydroxy-9H-fluoren-9-one
42523-29-5

2,7-dihydroxy-9H-fluoren-9-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sodium carbonate / tris(dibenzylideneacetone)dipalladium(0) / 1,2-dimethoxy-ethane; H2O / 85 °C
2: sodium hydroxide / ethanol / 78 °C
3: thionyl chloride / 79 °C
View Scheme
3-(p-anisyl)-6-hydroxyphthalic anhydride
84185-72-8

3-(p-anisyl)-6-hydroxyphthalic anhydride

2,7-dihydroxy-9H-fluoren-9-one
42523-29-5

2,7-dihydroxy-9H-fluoren-9-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 87 percent / AlCl3 / benzene / Heating
2: CaO / melting
View Scheme
4-Hydroxy-4'-methoxy-biphenyl-2,3-dicarboxylic acid
84185-84-2

4-Hydroxy-4'-methoxy-biphenyl-2,3-dicarboxylic acid

2,7-dihydroxy-9H-fluoren-9-one
42523-29-5

2,7-dihydroxy-9H-fluoren-9-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 66 percent
2: 87 percent / AlCl3 / benzene / Heating
3: CaO / melting
View Scheme
2,7-dinitro-9-fluorenone
31551-45-8

2,7-dinitro-9-fluorenone

2,7-dihydroxy-9H-fluoren-9-one
42523-29-5

2,7-dihydroxy-9H-fluoren-9-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: (i) SnCl2, HCl, AcOH, (ii) NaOH
2: aq. HBF4, NaNO2
3: aq. H2SO4
View Scheme
2,7-diaminofluoren-9-one
2915-84-6

2,7-diaminofluoren-9-one

2,7-dihydroxy-9H-fluoren-9-one
42523-29-5

2,7-dihydroxy-9H-fluoren-9-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aq. HBF4, NaNO2
2: aq. H2SO4
View Scheme
para-iodoanisole
696-62-8

para-iodoanisole

2,7-dihydroxy-9H-fluoren-9-one
42523-29-5

2,7-dihydroxy-9H-fluoren-9-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: (i) Cu, (ii) aq. NaOH, MeOH
2: polyphosphoric acid
3: aq. HBr / acetic acid
View Scheme
Multi-step reaction with 2 steps
1: silver trifluoroacetate; acetic acid; 1,1,1,3',3',3'-hexafluoro-propanol / 36 h / 120 °C / Sealed tube
2: acetic acid; hydrogen bromide / water / 12 h / Reflux
View Scheme
Multi-step reaction with 2 steps
1: anthranilic acid; palladium diacetate; silver trifluoroacetate; acetic acid; 1,1,1,3',3',3'-hexafluoro-propanol / 36 h / 120 °C / Sealed tube
2: acetic acid; hydrogen bromide / water / 12 h / Reflux
View Scheme
methyl 2-bromo-5-methoxybenzoate
35450-36-3

methyl 2-bromo-5-methoxybenzoate

2,7-dihydroxy-9H-fluoren-9-one
42523-29-5

2,7-dihydroxy-9H-fluoren-9-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: (i) Cu, (ii) aq. NaOH, MeOH
2: polyphosphoric acid
3: aq. HBr / acetic acid
View Scheme
4,4'-dimethoxy-[1,1'-biphenyl]-2-carboxylic acid
42523-25-1

4,4'-dimethoxy-[1,1'-biphenyl]-2-carboxylic acid

2,7-dihydroxy-9H-fluoren-9-one
42523-29-5

2,7-dihydroxy-9H-fluoren-9-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: polyphosphoric acid
2: aq. HBr / acetic acid
View Scheme
9H-fluorene
86-73-7

9H-fluorene

2,7-dihydroxy-9H-fluoren-9-one
42523-29-5

2,7-dihydroxy-9H-fluoren-9-one

Conditions
ConditionsYield
Stage #1: 9H-fluorene With aluminum (III) chloride; acetic anhydride
Stage #2: With 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid In chloroform Further stages;
Multi-step reaction with 4 steps
1.1: sulfuric acid / 100 °C
1.2: 100 °C
2.1: potassium permanganate / water / Heating
3.1: sodium hydroxide
4.1: zinc(II) chloride / 210 °C / Neat (no solvent)
View Scheme
Multi-step reaction with 5 steps
1.1: sulfuric acid / water / 2 h / 110 - 115 °C
1.2: 0.5 h / 20 °C
2.1: potassium permanganate / water / 2 h / 20 - 30 °C
3.1: potassium hydroxide; sodium hydroxide / 1 h / 270 - 300 °C
4.1: sulfuric acid / methanol / 2 h / Reflux
5.1: zinc(II) chloride / 2 h / 110 - 120 °C
View Scheme
9H-fluorene-2,7-disulfonic acid dipotassium salt
13354-15-9

9H-fluorene-2,7-disulfonic acid dipotassium salt

2,7-dihydroxy-9H-fluoren-9-one
42523-29-5

2,7-dihydroxy-9H-fluoren-9-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: potassium permanganate / water / Heating
2: sodium hydroxide
3: zinc(II) chloride / 210 °C / Neat (no solvent)
View Scheme
Multi-step reaction with 4 steps
1: potassium permanganate / water / 2 h / 20 - 30 °C
2: potassium hydroxide; sodium hydroxide / 1 h / 270 - 300 °C
3: sulfuric acid / methanol / 2 h / Reflux
4: zinc(II) chloride / 2 h / 110 - 120 °C
View Scheme
9-oxo-9H-fluorene-2,7-disulfonic acid dipotassium salt

9-oxo-9H-fluorene-2,7-disulfonic acid dipotassium salt

2,7-dihydroxy-9H-fluoren-9-one
42523-29-5

2,7-dihydroxy-9H-fluoren-9-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: potassium hydroxide; sodium hydroxide / 1 h / 270 - 300 °C
2: sulfuric acid / methanol / 2 h / Reflux
3: zinc(II) chloride / 2 h / 110 - 120 °C
View Scheme
3-methoxy-benzaldehyde
591-31-1

3-methoxy-benzaldehyde

2,7-dihydroxy-9H-fluoren-9-one
42523-29-5

2,7-dihydroxy-9H-fluoren-9-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: anthranilic acid; palladium diacetate; silver trifluoroacetate; acetic acid; 1,1,1,3',3',3'-hexafluoro-propanol / 36 h / 120 °C / Sealed tube
2: acetic acid; hydrogen bromide / water / 12 h / Reflux
View Scheme
Multi-step reaction with 3 steps
1: 1,1,1,3',3',3'-hexafluoro-propanol / 8 h / 110 °C / Inert atmosphere
2: silver trifluoroacetate; acetic acid; 1,1,1,3',3',3'-hexafluoro-propanol / 36 h / 120 °C / Sealed tube
3: acetic acid; hydrogen bromide / water / 12 h / Reflux
View Scheme
C20H16N2O3Pd

C20H16N2O3Pd

2,7-dihydroxy-9H-fluoren-9-one
42523-29-5

2,7-dihydroxy-9H-fluoren-9-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: silver trifluoroacetate; acetic acid; 1,1,1,3',3',3'-hexafluoro-propanol / 36 h / 120 °C / Sealed tube
2: acetic acid; hydrogen bromide / water / 12 h / Reflux
View Scheme
2,7-dibromofluorene-9-one
14348-75-5

2,7-dibromofluorene-9-one

2,7-dihydroxy-9H-fluoren-9-one
42523-29-5

2,7-dihydroxy-9H-fluoren-9-one

Conditions
ConditionsYield
With lithium hydroxide monohydrate; N1-(4-hydroxy-2,6-dimethylphenyl)-N2-(4-hydroxy-3,5-dimethylphenyl)oxalamide; copper(II) acetylacetonate In water; dimethyl sulfoxide at 120℃; for 4h;865 mg
2,7-dihydroxy-9H-fluoren-9-one
42523-29-5

2,7-dihydroxy-9H-fluoren-9-one

benzyl bromide
100-39-0

benzyl bromide

2,7-bis-benzoyloxy-fluoren-9-one

2,7-bis-benzoyloxy-fluoren-9-one

Conditions
ConditionsYield
With potassium carbonate In acetone for 12h; Reflux;96%
1-bromo-octane
111-83-1

1-bromo-octane

2,7-dihydroxy-9H-fluoren-9-one
42523-29-5

2,7-dihydroxy-9H-fluoren-9-one

2,7-dioctyloxyfluoren-9-one

2,7-dioctyloxyfluoren-9-one

Conditions
ConditionsYield
Stage #1: 2,7-dihydroxy-9H-fluoren-9-one With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 1.5h;
Stage #2: 1-bromo-octane In N,N-dimethyl-formamide at 120℃; for 24h;
95%
Stage #1: 2,7-dihydroxy-9H-fluoren-9-one With potassium carbonate In N,N-dimethyl-formamide at 110℃; for 1h;
Stage #2: 1-bromo-octane In N,N-dimethyl-formamide at 110℃; for 24h;
3.92 g
[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

2,7-dihydroxy-9H-fluoren-9-one
42523-29-5

2,7-dihydroxy-9H-fluoren-9-one

2,7-bis(2-hydroxyethoxy)-9H-fluoren-9-one
129375-33-3

2,7-bis(2-hydroxyethoxy)-9H-fluoren-9-one

Conditions
ConditionsYield
With potassium carbonate at 100 - 120℃;93%
2,7-dihydroxy-9H-fluoren-9-one
42523-29-5

2,7-dihydroxy-9H-fluoren-9-one

aniline
62-53-3

aniline

9,9-bis(4-aminophenyl)-2,7-dihydroxyfluorenone
657862-72-1

9,9-bis(4-aminophenyl)-2,7-dihydroxyfluorenone

Conditions
ConditionsYield
With trifluorormethanesulfonic acid at 150℃; for 10h; Inert atmosphere;92.3%
With methanesulfonic acid at 150℃; for 10h;86%
With aniline hydrochloride at 180℃; for 1h;73.6%
With methanesulfonic acid at 150℃; for 10h;
With methanesulfonic acid at 150℃; for 14h;
2,7-dihydroxy-9H-fluoren-9-one
42523-29-5

2,7-dihydroxy-9H-fluoren-9-one

4-Fluoronitrobenzene
350-46-9

4-Fluoronitrobenzene

2,7-bis(4-nitrophenoxy)-9-fluorenone
1332524-31-8

2,7-bis(4-nitrophenoxy)-9-fluorenone

Conditions
ConditionsYield
With potassium carbonate In 1-methyl-pyrrolidin-2-one at 90℃; for 3h; Inert atmosphere;92.2%
With potassium carbonate In 1-methyl-pyrrolidin-2-one at 90℃; for 3h; Inert atmosphere;92.2%
2,7-dihydroxy-9H-fluoren-9-one
42523-29-5

2,7-dihydroxy-9H-fluoren-9-one

3,6-Dichloro-2,7-dihydroxyfluoren-9-one
84487-73-0

3,6-Dichloro-2,7-dihydroxyfluoren-9-one

Conditions
ConditionsYield
With sulfuryl dichloride In acetic acid at 42 - 45℃; regioselective reaction;90%
With sulfuryl dichloride; acetic acid at 42 - 45℃; for 0.666667h; Inert atmosphere;90.2%
With sulfuryl dichloride In acetic acid at 45℃; for 0.5h;82%
2,7-dihydroxy-9H-fluoren-9-one
42523-29-5

2,7-dihydroxy-9H-fluoren-9-one

ethyl iodide
75-03-6

ethyl iodide

2,7-diethoxy-fluoren-9-one
303735-64-0

2,7-diethoxy-fluoren-9-one

Conditions
ConditionsYield
With potassium carbonate In acetone Heating;90%
2,7-dihydroxy-9H-fluoren-9-one
42523-29-5

2,7-dihydroxy-9H-fluoren-9-one

methyl iodide
74-88-4

methyl iodide

2,7-dimethoxy-9H-fluorenon-9-one
42523-28-4

2,7-dimethoxy-9H-fluorenon-9-one

Conditions
ConditionsYield
With potassium carbonate In acetone for 4h; Heating;90%
With potassium carbonate In N,N-dimethyl-formamide at 55℃; for 6h;80%
With sodium hydroxide In dimethyl sulfoxide for 3h;65%
2,7-dihydroxy-9H-fluoren-9-one
42523-29-5

2,7-dihydroxy-9H-fluoren-9-one

1,2-dichloro-ethane
107-06-2

1,2-dichloro-ethane

2,7-bis(2-chloroethoxy)fluoren-9-one
28686-75-1

2,7-bis(2-chloroethoxy)fluoren-9-one

Conditions
ConditionsYield
With tetrabutyl-ammonium chloride; sodium hydroxide In water at 75℃; for 24h;87%
2,7-dihydroxy-9H-fluoren-9-one
42523-29-5

2,7-dihydroxy-9H-fluoren-9-one

phenol
108-95-2

phenol

2,7-dihydroxy-9,9-bis(4-hydroxyphenyl)fluorene

2,7-dihydroxy-9,9-bis(4-hydroxyphenyl)fluorene

Conditions
ConditionsYield
With 3-mercaptopropionic acid at 90 - 120℃; Green chemistry;85.6%
2,7-dihydroxy-9H-fluoren-9-one
42523-29-5

2,7-dihydroxy-9H-fluoren-9-one

2-chloro-N,N-diethylethylamine hydrochloride
869-24-9

2-chloro-N,N-diethylethylamine hydrochloride

2,7-bis(2-[diethylamino]ethoxy)-9-fluorenone
27591-97-5

2,7-bis(2-[diethylamino]ethoxy)-9-fluorenone

Conditions
ConditionsYield
With potassium hydroxide In water; toluene for 8h; Reflux;85%
With potassium hydroxide In water; toluene for 24h; Reflux;72%
With potassium hydroxide In toluene
With potassium hydroxide; trimethylbenzylammonium bromide In toluene
With potassium hydroxide In water; toluene for 24h; Reflux;
2,7-dihydroxy-9H-fluoren-9-one
42523-29-5

2,7-dihydroxy-9H-fluoren-9-one

1-iodo-propane
107-08-4

1-iodo-propane

2,7-dipropoxyfluoren-9-one

2,7-dipropoxyfluoren-9-one

Conditions
ConditionsYield
With potassium carbonate In acetone Heating;85%
1-bromo-butane
109-65-9

1-bromo-butane

2,7-dihydroxy-9H-fluoren-9-one
42523-29-5

2,7-dihydroxy-9H-fluoren-9-one

2,7-dibutoxyl-9H-fluoren-9-one

2,7-dibutoxyl-9H-fluoren-9-one

Conditions
ConditionsYield
With potassium carbonate In acetone at 60℃; for 20h; Inert atmosphere;84%
2,7-dihydroxy-9H-fluoren-9-one
42523-29-5

2,7-dihydroxy-9H-fluoren-9-one

bromoacetic acid methyl ester
96-32-2

bromoacetic acid methyl ester

2,7-bis(methoxycarbonylmethoxy)fluoren-9-one
123305-05-5

2,7-bis(methoxycarbonylmethoxy)fluoren-9-one

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide for 0.5h; Heating;83%
2,7-dihydroxy-9H-fluoren-9-one
42523-29-5

2,7-dihydroxy-9H-fluoren-9-one

1,3-chlorobromopropane
109-70-6

1,3-chlorobromopropane

2,7-bis(3-chloropropoxy)fluoren-9-one

2,7-bis(3-chloropropoxy)fluoren-9-one

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 24h;83%
2,7-dihydroxy-9H-fluoren-9-one
42523-29-5

2,7-dihydroxy-9H-fluoren-9-one

ethane-1,2-dithiol
540-63-6

ethane-1,2-dithiol

2,7-dihydroxyfluoren-9-(1,3-dithiolane)
129395-16-0

2,7-dihydroxyfluoren-9-(1,3-dithiolane)

Conditions
ConditionsYield
With aluminium trichloride In 1,4-dioxane at 50℃; for 2.5h;82%
n-butyl bromoacetate
18991-98-5

n-butyl bromoacetate

2,7-dihydroxy-9H-fluoren-9-one
42523-29-5

2,7-dihydroxy-9H-fluoren-9-one

(7-Butoxycarbonylmethoxy-9-oxo-9H-fluoren-2-yloxy)-acetic acid butyl ester
123278-11-5

(7-Butoxycarbonylmethoxy-9-oxo-9H-fluoren-2-yloxy)-acetic acid butyl ester

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide for 0.5h; Heating;80%
2-(2-(2-(2-chloroethoxy)ethoxy)ethoxy)ethanol
5197-66-0

2-(2-(2-(2-chloroethoxy)ethoxy)ethoxy)ethanol

2,7-dihydroxy-9H-fluoren-9-one
42523-29-5

2,7-dihydroxy-9H-fluoren-9-one

2,7-bis(2-{2-[2-(2-hydroxyethoxy)ethoxy]ethoxy}ethoxy)-9H-fluoren-9-one
844638-09-1

2,7-bis(2-{2-[2-(2-hydroxyethoxy)ethoxy]ethoxy}ethoxy)-9H-fluoren-9-one

Conditions
ConditionsYield
Stage #1: 2,7-dihydroxy-9H-fluoren-9-one With potassium carbonate; sodium iodide In N,N-dimethyl-formamide at 80℃; for 1h;
Stage #2: 2-(2-(2-(2-chloroethoxy)ethoxy)ethoxy)ethanol In N,N-dimethyl-formamide at 80℃; for 35h;
80%
Stage #1: 2,7-dihydroxy-9H-fluoren-9-one With potassium carbonate; sodium iodide In N,N-dimethyl-formamide at 60℃; for 1h;
Stage #2: 2-(2-(2-(2-chloroethoxy)ethoxy)ethoxy)ethanol In N,N-dimethyl-formamide at 80℃; for 35h;
80%
With potassium carbonate; sodium iodide In N,N-dimethyl-formamide at 80℃; for 35h;80%
14-chloro-3,6,9,12-tetraoxatetradecanol
5197-67-1

14-chloro-3,6,9,12-tetraoxatetradecanol

2,7-dihydroxy-9H-fluoren-9-one
42523-29-5

2,7-dihydroxy-9H-fluoren-9-one

2,7-bis(15-hydroxy-1,4,7,10,13-pentaoxapentadecyl)-9H-fluoren-9-one
1062593-11-6

2,7-bis(15-hydroxy-1,4,7,10,13-pentaoxapentadecyl)-9H-fluoren-9-one

Conditions
ConditionsYield
With potassium hydroxide; sodium iodide In ethanol for 50h; Heating;80%
2,7-dihydroxy-9H-fluoren-9-one
42523-29-5

2,7-dihydroxy-9H-fluoren-9-one

phenylhydrazine
100-63-0

phenylhydrazine

2,7-Dihydroxy-9-fluorenone phenylhydrazone
84487-74-1

2,7-Dihydroxy-9-fluorenone phenylhydrazone

Conditions
ConditionsYield
In ethanol for 4h;79%
2,7-dihydroxy-9H-fluoren-9-one
42523-29-5

2,7-dihydroxy-9H-fluoren-9-one

(2,4-dinitro-phenyl)-hydrazine
119-26-6

(2,4-dinitro-phenyl)-hydrazine

9-[(2,4-dinitro-phenyl)-hydrazono]-9H-fluorene-2,7-diol

9-[(2,4-dinitro-phenyl)-hydrazono]-9H-fluorene-2,7-diol

Conditions
ConditionsYield
With sulfuric acid In methanol at 50℃; for 0.5h;78%
2,7-dihydroxy-9H-fluoren-9-one
42523-29-5

2,7-dihydroxy-9H-fluoren-9-one

2-(2-Chloroethoxy)ethanol
628-89-7

2-(2-Chloroethoxy)ethanol

2,7-bis[2-(2-hydroxyethoxy)ethoxy]-9H-fluoren-9-one
299167-98-9

2,7-bis[2-(2-hydroxyethoxy)ethoxy]-9H-fluoren-9-one

Conditions
ConditionsYield
Stage #1: 2,7-dihydroxy-9H-fluoren-9-one With potassium carbonate; sodium iodide In N,N-dimethyl-formamide at 80℃; for 1h;
Stage #2: 2-(2-Chloroethoxy)ethanol In N,N-dimethyl-formamide at 80℃; for 35h;
78%
Stage #1: 2,7-dihydroxy-9H-fluoren-9-one With potassium carbonate; sodium iodide In N,N-dimethyl-formamide at 60℃; for 1h;
Stage #2: 2-(2-Chloroethoxy)ethanol In N,N-dimethyl-formamide at 80℃; for 35h;
78%
With potassium carbonate In N,N-dimethyl-formamide at 80 - 85℃; for 30h;78%
With potassium carbonate; sodium iodide In N,N-dimethyl-formamide at 80℃; for 35h;78%
2,7-dihydroxy-9H-fluoren-9-one
42523-29-5

2,7-dihydroxy-9H-fluoren-9-one

2-chloro-ethanol
107-07-3

2-chloro-ethanol

2,7-bis(2-hydroxyethoxy)-9H-fluoren-9-one
129375-33-3

2,7-bis(2-hydroxyethoxy)-9H-fluoren-9-one

Conditions
ConditionsYield
With sodium hydroxide In water at 30 - 70℃; for 4h;78%
With sodium hydroxide In dimethyl sulfoxide at 70℃;55%
1,5-dibromo-pentane
111-24-0

1,5-dibromo-pentane

2,7-dihydroxy-9H-fluoren-9-one
42523-29-5

2,7-dihydroxy-9H-fluoren-9-one

2,7-bis(5-bromopentoxy)fluoren-9-one

2,7-bis(5-bromopentoxy)fluoren-9-one

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 24h;78%
2-ethylhexyl bromide
18908-66-2

2-ethylhexyl bromide

2,7-dihydroxy-9H-fluoren-9-one
42523-29-5

2,7-dihydroxy-9H-fluoren-9-one

C29H40O

C29H40O

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 12h;78%
2,7-dihydroxy-9H-fluoren-9-one
42523-29-5

2,7-dihydroxy-9H-fluoren-9-one

3,6-Dibromo-2,7-dihydroxyfluoren-9-one
84487-72-9

3,6-Dibromo-2,7-dihydroxyfluoren-9-one

Conditions
ConditionsYield
With 1,4-dioxane dibromide at 60 - 65℃; for 0.666667h;77%

42523-29-5Relevant articles and documents

Photodecaging from 9-substituted 2,7-dihydroxy and dimethoxyfluorenes: Competition between heterolytic and homolytic pathways

Roxin, Aron,Chase, Alex,Jeffers, Elizabeth,Lukeman, Matthew

, p. 920 - 930 (2011)

2,7-Dihydroxy-9-fluorenol (9), 2,7-dimethoxy-9-fluorenol (10), and 2,7-dimethoxy-9-acetoxyfluorene (11) were prepared and their photochemistry was studied in methanol and aqueous methanol solution in the hopes of observing efficient expulsion of the substituents positioned at the 9-position. For all three compounds, the primary photoproducts were 2,7-disubstituted-9-fluorenes and 2,7-disubstituted-9-methoxyfluorenes. A mechanism of reaction is proposed for production of these products, and involves competing homolytic and heterolytic pathways that produce radical and carbocation intermediates. Reaction quantum yields (for substrate disappearance) ranged between 0.21 and 0.31.

MANUFACTURING METHOD OF HYDROXYFLUORENONES

-

Paragraph 0106-0108, (2019/06/21)

PROBLEM TO BE SOLVED: To provide a novel manufacturing method of hydroxyfluorenones. SOLUTION: By the method, a compound represented by the following formula (2) is manufactured by reacting a compound (A) represented by the following formula (1) and at least one kind of metal hydroxide (B) selected from alkali metal hydroxides, alkali earth metal hydroxides, and a hydrates thereof in presence of at least one kind of Periodic Table 11 group element-containing material (C) selected from simple substance of Periodic Table 11 group elements and compound containing the element, and a compound (D) having N,N'-substituted oxamide skeleton. Ar1 and Ar2 represent each independently an arylene ring, X represent each independently a halogen atom, R1 each independently represents a substituent, m1 and m2 represent integers of 0 or more, n1 and n2 represent integers of 0 or more and n1+n2 is 1 or more. SELECTED DRAWING: None COPYRIGHT: (C)2019,JPOandINPIT

Synthesis of Fluorenones from Benzaldehydes and Aryl Iodides: Dual C-H Functionalizations Using a Transient Directing Group

Chen, Xiao-Yang,Ozturk, Seyma,Sorensen, Erik J.

supporting information, p. 1140 - 1143 (2017/03/14)

The first synthesis of substituted fluorenones directly from benzaldehydes and aryl iodides via a Pd(II)-catalyzed C(sp2)-H functionalization cascade is reported. Featuring anthranilic acid as an inexpensive transient directing group, the process is compatible with a variety of benzaldehydes and aryl iodides. A three-step synthesis of the antiviral drug Tilorone was completed in an excellent overall yield (40%), demonstrating the utility of this method.

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