Product Name

  • Name

    2-Chlorofluorene

  • EINECS
  • CAS No. 2523-44-6
  • Article Data30
  • CAS DataBase
  • Density 1.251 g/cm3
  • Solubility
  • Melting Point 96-97°C
  • Formula C13H9 Cl
  • Boiling Point 333.4 °C at 760 mmHg
  • Molecular Weight 200.667
  • Flash Point 157.5 °C
  • Transport Information
  • Appearance white crystal
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 2523-44-6 (2-Chlorofluorene)
  • Hazard Symbols
  • Synonyms Fluorene,2-chloro- (6CI,7CI,8CI); 2-Chlorofluorene; NSC 97412
  • PSA 0.00000
  • LogP 3.91120

Synthetic route

5-chloro-2-phenyl-benzyl chloride

5-chloro-2-phenyl-benzyl chloride

2-chloro-9H-fluorene
2523-44-6

2-chloro-9H-fluorene

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; caesium carbonate; Trimethylacetic acid In tetrahydrofuran at 25℃; for 18h; Glovebox; Schlenk technique; Inert atmosphere;99%
[2-(3-chlorobenzyl)phenyl]trimethylsilane

[2-(3-chlorobenzyl)phenyl]trimethylsilane

2-chloro-9H-fluorene
2523-44-6

2-chloro-9H-fluorene

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene; (R)-10-camphorsulfonic acid; tetrahydrothiophene gold(III) bromide In methanol; chloroform at 27℃; for 3h; Schlenk technique; Inert atmosphere;90%
2-bromo-4,4’-dichloro-1,1’-biphenyl
179526-95-5

2-bromo-4,4’-dichloro-1,1’-biphenyl

diazomethyl-trimethyl-silane
18107-18-1

diazomethyl-trimethyl-silane

2-chloro-9H-fluorene
2523-44-6

2-chloro-9H-fluorene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium acetate; potassium carbonate In 1,4-dioxane at 100℃; for 24h; Inert atmosphere;90%
2-iodo-4’-chlorobiphenyl
343945-64-2

2-iodo-4’-chlorobiphenyl

1,1-dibromomethane
74-95-3

1,1-dibromomethane

2-chloro-9H-fluorene
2523-44-6

2-chloro-9H-fluorene

Conditions
ConditionsYield
With potassium acetate; palladium diacetate; potassium hydrogencarbonate; isopropyl alcohol In N,N-dimethyl acetamide; water; N,N-dimethyl-formamide at 75℃; for 10h; Schlenk technique; Inert atmosphere;84%
(E)-1-((4′-chloro-2′-methyl-[1,1′-biphenyl]-2-yl)diazenyl)-pyrrolidine

(E)-1-((4′-chloro-2′-methyl-[1,1′-biphenyl]-2-yl)diazenyl)-pyrrolidine

2-chloro-9H-fluorene
2523-44-6

2-chloro-9H-fluorene

Conditions
ConditionsYield
With trifluoroacetic acid In toluene at 100℃; for 1h;75%
2-iodo-4-chlorobiphenyl

2-iodo-4-chlorobiphenyl

1,1-dibromomethane
74-95-3

1,1-dibromomethane

2-chloro-9H-fluorene
2523-44-6

2-chloro-9H-fluorene

Conditions
ConditionsYield
With potassium acetate; palladium diacetate; potassium hydrogencarbonate; isopropyl alcohol In N,N-dimethyl acetamide; water; N,N-dimethyl-formamide at 75℃; for 10h; Schlenk technique; Inert atmosphere;64%
thionyl chloride
7719-09-7

thionyl chloride

9H-fluorene
86-73-7

9H-fluorene

2-chloro-9H-fluorene
2523-44-6

2-chloro-9H-fluorene

sulfuryl dichloride
7791-25-5

sulfuryl dichloride

9H-fluorene
86-73-7

9H-fluorene

diethyl ether
60-29-7

diethyl ether

2-chloro-9H-fluorene
2523-44-6

2-chloro-9H-fluorene

9H-fluorene
86-73-7

9H-fluorene

chlorine
7782-50-5

chlorine

2-chloro-9H-fluorene
2523-44-6

2-chloro-9H-fluorene

9H-fluorene
86-73-7

9H-fluorene

chloroform
67-66-3

chloroform

chlorine
7782-50-5

chlorine

2-chloro-9H-fluorene
2523-44-6

2-chloro-9H-fluorene

Conditions
ConditionsYield
at 0 - 5℃;
9H-fluorene
86-73-7

9H-fluorene

chlorine
7782-50-5

chlorine

A

2-chloro-9H-fluorene
2523-44-6

2-chloro-9H-fluorene

B

2,7-dichloro-9H-fluorene
7012-16-0

2,7-dichloro-9H-fluorene

9H-fluorene
86-73-7

9H-fluorene

chloroform
67-66-3

chloroform

chlorine
7782-50-5

chlorine

A

2-chloro-9H-fluorene
2523-44-6

2-chloro-9H-fluorene

B

2,7-dichloro-9H-fluorene
7012-16-0

2,7-dichloro-9H-fluorene

Conditions
ConditionsYield
at 0 - 5℃;
9H-fluorene
86-73-7

9H-fluorene

antimonypentachloride
7647-18-9

antimonypentachloride

chlorine
7782-50-5

chlorine

A

2-chloro-9H-fluorene
2523-44-6

2-chloro-9H-fluorene

B

2,7-dichloro-9H-fluorene
7012-16-0

2,7-dichloro-9H-fluorene

Conditions
ConditionsYield
verschiedene Loesungsmittel, bei verschiedenen Temperaturen;
9H-fluorene
86-73-7

9H-fluorene

iodine
7553-56-2

iodine

chlorine
7782-50-5

chlorine

A

2-chloro-9H-fluorene
2523-44-6

2-chloro-9H-fluorene

B

2,7-dichloro-9H-fluorene
7012-16-0

2,7-dichloro-9H-fluorene

Conditions
ConditionsYield
verschiedene Loesungsmittel, bei verschiedenen Temperaturen;
9H-fluorene
86-73-7

9H-fluorene

chloroform
67-66-3

chloroform

chlorine
7782-50-5

chlorine

A

2-chloro-9H-fluorene
2523-44-6

2-chloro-9H-fluorene

B

2,7-dichloro-9H-fluorene
7012-16-0

2,7-dichloro-9H-fluorene

C

2,4,7-trichlorofluorene
7061-81-6

2,4,7-trichlorofluorene

Conditions
ConditionsYield
at 0 - 5℃;
fluorenediazonium chloride-(2)

fluorenediazonium chloride-(2)

2-chloro-9H-fluorene
2523-44-6

2-chloro-9H-fluorene

Conditions
ConditionsYield
With hydrogenchloride; copper(l) chloride
2-phenylbenzyl chloride
38580-83-5

2-phenylbenzyl chloride

1-chloro-4-[2-(chloromethyl)phenyl]benzene
854234-88-1

1-chloro-4-[2-(chloromethyl)phenyl]benzene

A

9H-fluorene
86-73-7

9H-fluorene

B

2-chloro-9H-fluorene
2523-44-6

2-chloro-9H-fluorene

Conditions
ConditionsYield
With palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In 1,2-dimethoxyethane at 100℃; for 3h; Inert atmosphere;
2-bromo-4,4’-dichloro-1,1’-biphenyl
179526-95-5

2-bromo-4,4’-dichloro-1,1’-biphenyl

2-chloro-9H-fluorene
2523-44-6

2-chloro-9H-fluorene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere
1.2: 12 h / 23 °C / Inert atmosphere
2.1: Echavarren's catalyst / 1,2-dichloro-ethane / 3 h / 120 °C / Sealed tube; Inert atmosphere
View Scheme
(E)-(2-(pyrrolidin-1-yldiazenyl)phenyl)boronic acid

(E)-(2-(pyrrolidin-1-yldiazenyl)phenyl)boronic acid

4-chloro-1-iodo-2-methylbenzene
23399-70-4

4-chloro-1-iodo-2-methylbenzene

2-chloro-9H-fluorene
2523-44-6

2-chloro-9H-fluorene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: tetrakis(triphenylphosphine) palladium(0); caesium carbonate / 1,4-dioxane; water / 12 h / 100 °C / Schlenk technique; Inert atmosphere
2: trifluoroacetic acid / toluene / 1 h / 100 °C
View Scheme
1-Bromo-2-iodobenzene
583-55-1

1-Bromo-2-iodobenzene

2-chloro-9H-fluorene
2523-44-6

2-chloro-9H-fluorene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / toluene; water / 5 h / 110 °C / Inert atmosphere
2: bis(tri-t-butylphosphine)palladium(0); sodium hydroxide / water; 1,4-dioxane / 56 h / 25 °C / Inert atmosphere
View Scheme
benzophenone
119-61-9

benzophenone

2-chloro-9H-fluorene
2523-44-6

2-chloro-9H-fluorene

C26H19ClO

C26H19ClO

Conditions
ConditionsYield
Stage #1: 2-chloro-9H-fluorene With n-butyllithium In tetrahydrofuran at -90 - -78℃; for 0.5h; Inert atmosphere;
Stage #2: benzophenone In tetrahydrofuran at -90 - 20℃; for 3.5h; Inert atmosphere;
80%
2,2'-dibromobiphenyl
13029-09-9

2,2'-dibromobiphenyl

2-chloro-9H-fluorene
2523-44-6

2-chloro-9H-fluorene

2-chloro-9,9'-spirobi[fluorene]

2-chloro-9,9'-spirobi[fluorene]

Conditions
ConditionsYield
With (R)-1-[(SP)-2-(diphenylphosphino)ferrocenyl]ethyldicyclohexylphosphine; lithium chloride; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In o-xylene at 135℃; for 11h; Reagent/catalyst; Temperature; Inert atmosphere;71%
2-chloro-9H-fluorene
2523-44-6

2-chloro-9H-fluorene

tropylium tetrafluoroborate
27081-10-3

tropylium tetrafluoroborate

2-chloro-9-(2,4,6-cycloheptatrienyl)fluorene
360565-24-8

2-chloro-9-(2,4,6-cycloheptatrienyl)fluorene

Conditions
ConditionsYield
Stage #1: 2-chloro-9H-fluorene With n-butyllithium In diethyl ether; hexane
Stage #2: tropylium tetrafluoroborate In hexane; benzene Heating;
64%
2-chloro-9H-fluorene
2523-44-6

2-chloro-9H-fluorene

3,5-dimethylphenyl boronic acid
172975-69-8

3,5-dimethylphenyl boronic acid

2-(3,5-dimethylphenyl)-9H-fluorene

2-(3,5-dimethylphenyl)-9H-fluorene

Conditions
ConditionsYield
With C32H39Br2N3O10Pd; potassium carbonate In ethanol; water at 90℃; for 0.5h; Suzuki Coupling; Inert atmosphere;33%
2-chloro-9H-fluorene
2523-44-6

2-chloro-9H-fluorene

2-chloro-9H-fluoren-9-one
3096-47-7

2-chloro-9H-fluoren-9-one

Conditions
ConditionsYield
With sodium dichromate; acetic acid
With chromic acid; acetic acid
With potassium hydroxide
2-chloro-9H-fluorene
2523-44-6

2-chloro-9H-fluorene

7-chloro-2-nitrofluorene
6939-05-5

7-chloro-2-nitrofluorene

Conditions
ConditionsYield
With nitric acid; acetic acid at 70 - 80℃;
With nitric acid
2-chloro-9H-fluorene
2523-44-6

2-chloro-9H-fluorene

2-bromo-7-chloro-9H-fluorene
99586-26-2

2-bromo-7-chloro-9H-fluorene

Conditions
ConditionsYield
With chloroform; bromine; iron
2-chloro-9H-fluorene
2523-44-6

2-chloro-9H-fluorene

2-chloro-7-iodo-fluorene

2-chloro-7-iodo-fluorene

Conditions
ConditionsYield
With sulfuric acid; iodine; nitric acid; acetic acid zuletzt Behandeln bei Siedetemperatur;
2-chloro-9H-fluorene
2523-44-6

2-chloro-9H-fluorene

chloroacetic acid
79-11-8

chloroacetic acid

(7-chloro-fluoren-2-yl)-acetic acid
41146-72-9

(7-chloro-fluoren-2-yl)-acetic acid

Conditions
ConditionsYield
With iron(III) oxide; potassium bromide
9-fluorenone
486-25-9

9-fluorenone

2-chloro-9H-fluorene
2523-44-6

2-chloro-9H-fluorene

2-Chlor-9'-hydroxy-9,9'-bifluorenyl
56485-95-1

2-Chlor-9'-hydroxy-9,9'-bifluorenyl

Conditions
ConditionsYield
(i) nBuLi, (ii) /BRN= 1636531/; Multistep reaction;
ethanol
64-17-5

ethanol

2-chloro-9H-fluorene
2523-44-6

2-chloro-9H-fluorene

Bis-(4-chlor-2,2'-biphenylylen)-1,3-butadien
56486-04-5

Bis-(4-chlor-2,2'-biphenylylen)-1,3-butadien

Conditions
ConditionsYield
With potassium hydroxide
tetrabenzo[5.5]fulvalene
746-47-4

tetrabenzo[5.5]fulvalene

2-chloro-9H-fluorene
2523-44-6

2-chloro-9H-fluorene

2-Chlor-9,9':9',9''-terfluorenyl
56486-11-4

2-Chlor-9,9':9',9''-terfluorenyl

Conditions
ConditionsYield
With pyridine; potassium hydroxide
2-chloro-9H-fluoren-9-one
3096-47-7

2-chloro-9H-fluoren-9-one

2-chloro-9H-fluorene
2523-44-6

2-chloro-9H-fluorene

2,2'-Dichlor-9-hydroxy-9,9'-bifluorenyl
56486-06-7

2,2'-Dichlor-9-hydroxy-9,9'-bifluorenyl

Conditions
ConditionsYield
(i) nBuLi, (ii) /BRN= 1951643/; Multistep reaction;
9-Brom-9,9'-bifluorenyl
13295-92-6

9-Brom-9,9'-bifluorenyl

2-chloro-9H-fluorene
2523-44-6

2-chloro-9H-fluorene

2-Chlor-9,9':9',9''-terfluorenyl
56486-11-4

2-Chlor-9,9':9',9''-terfluorenyl

Conditions
ConditionsYield
(i) nBuBr, Li, (ii) /BRN= 2006319/; Multistep reaction;
2-(9H-fluoren-9-ylidene)acetaldehyde
4425-71-2

2-(9H-fluoren-9-ylidene)acetaldehyde

2-chloro-9H-fluorene
2523-44-6

2-chloro-9H-fluorene

2-Chloro-9-[2-fluoren-9-ylidene-eth-(Z)-ylidene]-9H-fluorene

2-Chloro-9-[2-fluoren-9-ylidene-eth-(Z)-ylidene]-9H-fluorene

Conditions
ConditionsYield
With potassium hydroxide
2-chloro-9H-fluorene
2523-44-6

2-chloro-9H-fluorene

2-Chlor-9,9'-bifluorenyliden
56485-92-8

2-Chlor-9,9'-bifluorenyliden

2,2''-Dichlor-9,9':9',9''-terfluorenyl
56486-14-7

2,2''-Dichlor-9,9':9',9''-terfluorenyl

Conditions
ConditionsYield
With pyridine; potassium hydroxide
2-chloro-9H-fluorene
2523-44-6

2-chloro-9H-fluorene

2-Chlor-9-brom-9,9'-bifluorenyl
56485-93-9

2-Chlor-9-brom-9,9'-bifluorenyl

2,2'-Dichlor-9,9':9',9''-terfluorenyl
56486-13-6

2,2'-Dichlor-9,9':9',9''-terfluorenyl

Conditions
ConditionsYield
(i) nBuBr, Li, (ii) /BRN= 2482126/; Multistep reaction;

2-Chlorofluorene Chemical Properties

Molecular Structure:

Molecular Formula: C13H9Cl
Molecular Weight: 200.6636
IUPAC Name: 2-Chloro-9H-fluorene
Synonyms of 2-Chlorofluorene (CAS NO.2523-44-6): AI3-01713 ; NSC 97412 ; 9H-Fluorene, 2-chloro- (9CI) ; Fluorene, 2-chloro- (8CI)
CAS NO: 2523-44-6
Product Categories: Electronic Chemicals
Melting point: 96-97°C 
Index of Refraction: 1.653
Molar Refractivity: 58.69 cm3
Molar Volume: 160.2 cm3
Surface Tension: 48.3 dyne/cm
Density: 1.251 g/cm3
Flash Point: 157.5 °C
Enthalpy of Vaporization: 55.34 kJ/mol
Boiling Point: 333.4 °C at 760 mmHg
Vapour Pressure of 2-Chlorofluorene (CAS NO.2523-44-6): 0.000265 mmHg at 25°C

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