9-Phenylacridine supplier | CasNO.602-56-2

Name
9-Phenylacridine
EINECS 210-020-3
CAS No. 602-56-2
Article Data63
CAS DataBase
Density 1.181 g/cm³
Solubility
Melting Point 184°C
Formula C₁₉H₁₃N
Boiling Point 411.1 °C at 760 mmHg
Molecular Weight 255.319
Flash Point 179.8 °C
Transport Information
Appearance Yellow Powder
Safety 22-24/25
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 9-Phenylacridine;9PA;NSC 62730;
PSA 12.89000
LogP 5.05500

Synthetic route

: 9-phenylacridinediazonium tetrafluoroborate

: 602-56-2
9-phenylacridine

Conditions

Conditions	Yield
With copper(I) oxide; hypophosphorous acid In dichloromethane; water; acetonitrile at 0 - 20℃;	100%

: 1207-69-8
9-Chloroacridine

: 98-80-6
phenylboronic acid

: 602-56-2
9-phenylacridine

Conditions

Conditions	Yield
With potassium phosphate In toluene at 100℃; for 24h; Catalytic behavior; Reagent/catalyst; Solvent; Time; Temperature; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere;	99%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In water; toluene at 40℃; for 3h;	96.8%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,2-dimethoxyethane; ethanol; water at 90℃; for 24h; Inert atmosphere;	87%
With palladium(II) acetate bis(diphenylphosphino)ferrocene; sodium carbonate In N,N-dimethyl-formamide at 100 - 110℃; for 16h; Phenylation;	60%
With potassium phosphate; palladium diacetate; tricyclohexylphosphine In water; toluene Reflux;

: 23699-69-6
phenyl(2-(phenylamino)phenyl)methanone

: 602-56-2
9-phenylacridine

Conditions

Conditions	Yield
With t-butyl bromide In 2,2,2-trifluoroethanol at 20℃; for 24h; Solvent; Inert atmosphere;	95%
With hydrogen iodide; iodine In methanol for 12h; Irradiation;	63%
With hydrogen iodide; iodine In methanol at 32℃; for 12h; Irradiation;	63%

: 17583-00-5
2-phenylaminobenzonitrile

: 98-80-6
phenylboronic acid

: 602-56-2
9-phenylacridine

Conditions

Conditions	Yield
With [2,2]bipyridinyl; methanesulfonic acid; palladium diacetate In water at 100℃; for 24h;	94%
With [2,2]bipyridinyl; methanesulfonic acid; palladium diacetate In water at 100℃; for 24h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature; Schlenk technique;	93%

: 2835-77-0
(2-aminophenyl)(phenyl)methanone

: 98-80-6
phenylboronic acid

: 602-56-2
9-phenylacridine

Conditions

Conditions	Yield
Stage #1: (2-aminophenyl)(phenyl)methanone; phenylboronic acid With copper diacetate In 2,2,2-trifluoroethanol at 20℃; for 12h; Stage #2: With t-butyl bromide In 2,2,2-trifluoroethanol at 20℃; for 24h; Reagent/catalyst; Solvent;	91%
With copper(II) bis(trifluoromethanesulfonate) In 1,1,2,2-tetrachloroethane at 100℃; for 14h; Reagent/catalyst; Solvent; Temperature; Sealed tube;	90%

: 10537-12-9
9-phenyl-9,10-dihydroacridine

: 602-56-2
9-phenylacridine

Conditions

Conditions	Yield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In benzene Heating;	90%
With diphenylzinc In toluene at 130℃; for 20h;	78%
With potassium hydroxide; potassium hexacyanoferrate(III); benzene

: 2835-77-0
(2-aminophenyl)(phenyl)methanone

: potassium phenyltrifluoborate

: 602-56-2
9-phenylacridine

Conditions

Conditions	Yield
Stage #1: (2-aminophenyl)(phenyl)methanone; potassium phenyltrifluoborate With copper diacetate In 2,2,2-trifluoroethanol at 20℃; for 12h; Stage #2: With t-butyl bromide In 2,2,2-trifluoroethanol at 20℃; for 24h;	86%

: 108-94-1
cyclohexanone

: 2835-77-0
(2-aminophenyl)(phenyl)methanone

: 602-56-2
9-phenylacridine

Conditions

Conditions	Yield
With 2-aminopyridine; palladium(II) trimethylacetate; oxygen; citric acid In toluene at 110℃; under 760.051 Torr; for 18h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature;	83%
With oxygen; tris-(o-tolyl)phosphine; palladium dichloride In toluene; 1,1,2,2-tetrachloroethane at 160℃; for 24h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature; Sealed tube;	82%

: 10265-83-5
9-phenyl-1,2,3,4-tetrahydroacridine

: 602-56-2
9-phenylacridine

Conditions

Conditions	Yield
With 2-aminopyridine; palladium(II) trimethylacetate; oxygen In toluene at 110℃; under 760.051 Torr; for 18h; Reagent/catalyst; regioselective reaction;	82%
With 1,10-Phenanthroline; palladium(II) trifluoroacetate; oxygen In 1-methyl-pyrrolidin-2-one at 100℃; for 6h;	75%

: 260-94-6
acridine

: 1078-58-6
diphenylzinc

: 602-56-2
9-phenylacridine

Conditions

Conditions	Yield
With chloro(1,5-cyclooctadiene)rhodium(I) dimer; tricyclohexylphosphine In toluene at 160℃; for 20h; Inert atmosphere; regioselective reaction;	81%

: 66003-76-7
Diphenyliodonium triflate

: 2835-77-0
(2-aminophenyl)(phenyl)methanone

: 602-56-2
9-phenylacridine

Conditions

Conditions	Yield
With copper(l) iodide In 1,2-dichloro-ethane at 65℃; for 12h; Friedel-Crafts Alkylation; Inert atmosphere; Sealed tube;	76%

: 52744-72-6
(2-aminophenyl)diphenylmethanol

: 107-14-2
chloroacetonitrile

: 602-56-2
9-phenylacridine

Conditions

Conditions	Yield
Stage #1: (2-aminophenyl)diphenylmethanol; chloroacetonitrile With perchloric acid In nitromethane for 1h; Reflux; Stage #2: With sodium hydroxide In water for 0.166667h; Reflux;	75%

: 88284-48-4
2-(trimethylsilyl)phenyl trifluoromethanesulfonate

: 2835-77-0
(2-aminophenyl)(phenyl)methanone

: 602-56-2
9-phenylacridine

Conditions

Conditions	Yield
With tetrabutylammonium triphenyldifluorosilicate In 1,2-dimethoxyethane at 20℃; for 24h; Sealed vial;	72%

: 5824-40-8
Triphenylmethylamin

: 602-56-2
9-phenylacridine

Conditions

Conditions	Yield
With oxygen; copper diacetate In 1,3,5-trimethyl-benzene at 170℃; under 760.051 Torr; for 6h; Reagent/catalyst; Temperature;	72%

: 930-68-7
cyclohexenone

: 2835-77-0
(2-aminophenyl)(phenyl)methanone

: 602-56-2
9-phenylacridine

Conditions

Conditions	Yield
With oxygen; tris-(o-tolyl)phosphine; palladium dichloride In toluene; 1,1,2,2-tetrachloroethane at 160℃; for 24h; Sealed tube;	66%

: 122-39-4
diphenylamine

: 65-85-0
benzoic acid

: 602-56-2
9-phenylacridine

Conditions

Conditions	Yield
With phthalic acid dimethyl ester; zinc(II) chloride at 100℃; for 2h; Microwave irradiation;	65%
With zinc(II) chloride at 200 - 210℃; for 0.0833333h; microwave irradiation;	37%
With zinc(II) chloride at 260℃;

: 5824-40-8
Triphenylmethylamin

A: 602-56-2
9-phenylacridine

B: 52458-00-1
2-methyl-4,4-diphenyl-4H-benzo[d][1,3]oxazine

Conditions

Conditions	Yield
With copper diacetate In 1,3,5-trimethyl-benzene at 170℃; under 760.051 Torr; for 8h; Reagent/catalyst; Temperature;	A 62% B 1 %Chromat.

: 4051-56-3
N,N-diphenylbenzamide

A: 602-56-2
9-phenylacridine

B: 4058-17-7
4-benzoyldiphenylamine

C: 86-74-8
9H-carbazole

Conditions

Conditions	Yield
With iodine In methanol at 32℃; for 35h; Irradiation;	A 22% B 59% C 8%
With iodine In methanol at 32℃; for 35h; Irradiation;	A 22% B 59% C 8%
With iodine In methanol at 32℃; for 35h; Product distribution; Irradiation; several N-aroyldiphenylamine;	A 22% B 59% C 8%

...Expand

: 2835-77-0
(2-aminophenyl)(phenyl)methanone

: 822-87-7
2-Chlorocyclohexanone

: 602-56-2
9-phenylacridine

Conditions

Conditions	Yield
With oxygen; tris-(o-tolyl)phosphine; palladium dichloride In toluene; 1,1,2,2-tetrachloroethane at 160℃; for 36h; Sealed tube;	55%

: 10-phenyl-10H-dibenzo[b,e]iodinin-5-ium trifluoromethanesulfonate

: 602-56-2
9-phenylacridine

Conditions

Conditions	Yield
Stage #1: 10-phenyl-10H-dibenzo[b,e]iodinin-5-ium trifluoromethanesulfonate With sodium azide; triphenylphosphine In N,N-dimethyl acetamide; water at 120℃; for 0.5h; Inert atmosphere; Schlenk technique; Stage #2: With copper(I) thiophene-2-carboxylate; caesium carbonate In N,N-dimethyl acetamide; water at 120℃; for 48h; Inert atmosphere; Schlenk technique;	53%
Stage #1: 10-phenyl-10H-dibenzo[b,e]iodinin-5-ium trifluoromethanesulfonate With sodium azide; water; triphenylphosphine In N,N-dimethyl acetamide at 120℃; for 0.5h; Inert atmosphere; Schlenk technique; Stage #2: With copper(I) thiophene-2-carboxylate; caesium carbonate In N,N-dimethyl acetamide at 120℃; for 48h; Inert atmosphere; Schlenk technique;	53%

: 24388-23-6
2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole

: 2835-77-0
(2-aminophenyl)(phenyl)methanone

: 602-56-2
9-phenylacridine

Conditions

Conditions	Yield
Stage #1: 2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole; (2-aminophenyl)(phenyl)methanone With copper diacetate In 2,2,2-trifluoroethanol at 20℃; for 12h; Stage #2: With t-butyl bromide In 2,2,2-trifluoroethanol at 20℃; for 24h;	52%

: 4357-57-7
9-bromoacridine

: 98-80-6
phenylboronic acid

: 602-56-2
9-phenylacridine

Conditions

Conditions	Yield
With palladium(II) acetate bis(diphenylphosphino)ferrocene; sodium carbonate In N,N-dimethyl-formamide at 100 - 110℃; for 16h; Phenylation;	50%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 100℃; for 8h; Suzuki Coupling; Inert atmosphere;

: 10228-92-9
9-iodoacridine

: 98-80-6
phenylboronic acid

: 602-56-2
9-phenylacridine

Conditions

Conditions	Yield
With palladium(II) acetate bis(diphenylphosphino)ferrocene; sodium carbonate In N,N-dimethyl-formamide at 100 - 110℃; for 16h; Phenylation;	38%

: 591-51-5
phenyllithium

: 88-17-5
2-(trifluoromethyl)benzenamine

A: 602-56-2
9-phenylacridine

B: 33449-17-1
o-Aminophenyl-triphenylmethan

Conditions

Conditions	Yield
In tetrahydrofuran -78 deg C, 30 min -> 0 deg C;	A 31% B 25%

...Expand

: 9-trifluoromethanesulphonyloxyacridine trifluoromethanesulphonic acid salt

: 98-80-6
phenylboronic acid

: 602-56-2
9-phenylacridine

Conditions

Conditions	Yield
With palladium(II) acetate bis(diphenylphosphino)ferrocene; sodium carbonate In N,N-dimethyl-formamide at 100 - 110℃; for 16h; Phenylation;	30%

: 209412-72-6
[1-Phenyl-1-(2-phenylamino-phenyl)-meth-(E)-ylideneaminooxy]-ethaneperoxoic acid tert-butyl ester

A: 602-56-2
9-phenylacridine

B: 1,4-diphenyl-1,2-dihydroquinazolin-2-one

C: Phenyl-(2-phenylamino-phenyl)-methanone O-tert-butoxymethyl-oxime

Conditions

Conditions	Yield
In various solvent(s) for 1h; Heating;	A 20% B 8% C 27%

...Expand

: 108-86-1
bromobenzene

: acridin-9-ylboronic acid

: 602-56-2
9-phenylacridine

Conditions

Conditions	Yield
With palladium(II) acetate bis(diphenylphosphino)ferrocene; sodium carbonate In N,N-dimethyl-formamide at 100 - 110℃; for 16h; Phenylation;	23%

: [1-[2-(Methyl-phenyl-amino)-phenyl]-1-phenyl-meth-(E)-ylideneaminooxy]-ethaneperoxoic acid tert-butyl ester

A: 602-56-2
9-phenylacridine

B: 1859-76-3
2-(methylamino)benzophenone

C: 1,4-diphenyl-1,2-dihydroquinazolin-2-one

D: [2-(Methyl-phenyl-amino)-phenyl]-phenyl-methanone O-tert-butoxymethyl-oxime

Conditions

Conditions	Yield
In various solvent(s) for 1h; Heating;	A 18% B 2% C 7% D 17%

...Expand

: 209412-78-2
[1-(2-Diphenylamino-phenyl)-1-phenyl-meth-(E)-ylideneaminooxy]-ethaneperoxoic acid tert-butyl ester

A: 602-56-2
9-phenylacridine

B: 95888-29-2
9,10-diphenyl-9,10-dihydro-acridine

C: 1,4-diphenyl-1,2-dihydroquinazolin-2-one

D: (2-Diphenylamino-phenyl)-phenyl-methanone O-tert-butoxymethyl-oxime

Conditions

Conditions	Yield
In various solvent(s) for 1h; Heating;	A 5% B 16% C 7% D 15%
In various solvent(s) for 1h; Heating;	A 5% B 16% C 7% D 7%

...Expand

: 602-56-2
9-phenylacridine

: 74-88-4
methyl iodide

: 56733-21-2
N-methyl-9-phenylacridinium iodide

Conditions

Conditions	Yield
for 10h; Sealed tube;	99.6%
In acetonitrile at 85℃; for 24h; Sealed tube;	76%
for 3h; Reflux; Inert atmosphere;	75%

: 602-56-2
9-phenylacridine

: 333-27-7
methyl trifluoromethanesulfonate

: 94707-38-7
10-methyl-9-phenylacridinium trifluoromethanesulphonate

Conditions

Conditions	Yield
In dichloromethane	82%
With 2,6-di-tert-butyl-pyridine In dichloromethane at 20℃; for 3h;	79%
With 2,6-di-tert-butyl-pyridine In dichloromethane at 20℃; for 3h;	79%

: 602-56-2
9-phenylacridine

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

: 99941-47-6
9,10-ethano-9,10-dihydro-9-phenylacridine

Conditions

Conditions	Yield
With sodium In tetrahydrofuran the reductive metalation of the compound and the reactions of the dianion with electrophiles;	71%
With sodium 1.)THF, 5 h 2.)-70 deg C to 20 deg C; Yield given. Multistep reaction;

: 602-56-2
9-phenylacridine

: 10537-12-9
9-phenyl-9,10-dihydroacridine

Conditions

Conditions	Yield
With hydrogen In toluene at 120℃; under 22502.3 Torr; for 48h; Autoclave;	70%
With hydrogenchloride; zinc
With sodium amalgam; ethanol

: 602-56-2
9-phenylacridine

: 1078-58-6
diphenylzinc

: 1352136-04-9
4,9-diphenylacridine

Conditions

Conditions	Yield
With bis(1,5-cyclooctadiene)nickel (0); N,N′-bis(2,6-diisopropylphenyl)imidazolylidene hydrochloride; sodium t-butanolate In toluene at 160℃; for 20h; Inert atmosphere; regioselective reaction;	68%

: 602-56-2
9-phenylacridine

: 77-78-1
dimethyl sulfate

: 99941-46-5
9-methyl-9-phenyl-10-methyl-9,10-dihydroacridine

Conditions

Conditions	Yield
With sodium In tetrahydrofuran the reductive metalation of the compound and the reactions of the dianion with electrophiles;	61%
With sodium 1.)THF, 5 h 2.)-70 deg C to 20 deg C; Yield given. Multistep reaction;

: 602-56-2
9-phenylacridine

A: 10265-83-5
9-phenyl-1,2,3,4-tetrahydroacridine

B: 22575-89-9
9-phenyl-1,2,3,4,5,6,7,8-octahydro-acridine

C: 10537-12-9
9-phenyl-9,10-dihydroacridine

Conditions

Conditions	Yield
With hydrogenchloride; nickel-aluminium In 1,4-dioxane at 95℃;	A 14% B 58% C 14%

...Expand

: 602-56-2
9-phenylacridine

: 7029-31-4
bis(2-methylphenyl)zinc

: 1352136-28-7
9-phenyl-4-(2-tolyl)acridine

Conditions

Conditions	Yield
With bis(1,5-cyclooctadiene)nickel (0); N,N′-bis(2,6-diisopropylphenyl)imidazolylidene hydrochloride; sodium t-butanolate In toluene at 160℃; for 20h; Inert atmosphere; regioselective reaction;	52%

: 602-56-2
9-phenylacridine

: 4-bromo-9-phenylacridine

Conditions

Conditions	Yield
With N-Bromosuccinimide In acetonitrile at 65℃; for 12h; Inert atmosphere;	52%

9-Phenylacridine Chemical Properties

Product Name: Acridine, 9-phenyl- (CAS NO.602-56-2)

Molecular Formula: C₁₉H₁₃N
Molecular Weight: 255.31g/mol
Mol File: 602-56-2.mol
EINECS: 210-020-3
Melting Point: 184°C
Boiling point: 411.1 °C at 760 mmHg
Flash Point: 179.8 °C
Density: 1.181 g/cm³
Surface Tension: 52.7 dyne/cm
Enthalpy of Vaporization: 63.78 kJ/mol
Vapour Pressure: 1.36E-06 mmHg at 25°C
XLogP3-AA: 5.2
H-Bond Donor: 0
H-Bond Acceptor: 1
Structure Descriptors of Acridine, 9-phenyl- (CAS NO.602-56-2):
IUPAC Name: 9-phenylacridine
Canonical SMILES: C1=CC=C(C=C1)C2=C3C=CC=CC3=NC4=CC=CC=C42
InChI: InChI=1S/C19H13N/c1-2-8-14(9-3-1)19-15-10-4-6-12-17(15)20-18-13-7-5-11-
16(18)19/h1-13H
InChIKey: MTRFEWTWIPAXLG-UHFFFAOYSA-N
Product Categories: Miscellaneous

9-Phenylacridine Safety Profile

Safety Information of Acridine, 9-phenyl- (CAS NO.602-56-2):
Safety Statements: 22-24/25
22: Do not breathe dust
24: Avoid contact with skin
25: Avoid contact with eyes

9-Phenylacridine Specification

Acridine, 9-phenyl- , its CAS NO. is 602-56-2, the synonyms are EINECS 210-020-3 ; 9-Phenylacridine .

Product Name

9-Phenylacridine

Synthetic route

9-Phenylacridine Chemical Properties

9-Phenylacridine Safety Profile

9-Phenylacridine Specification

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