Phenoxazine supplier | CasNO.135-67-1

Name
Phenoxazine
EINECS 205-210-8
CAS No. 135-67-1
Article Data45
CAS DataBase
Density 1.196 g/cm³
Solubility soluble in ether, benzene, mineral acid and almost insoluble in water
Melting Point 156-159 °C(lit.)
Formula C₁₂H₉NO
Boiling Point 318 °C at 760 mmHg
Molecular Weight 183.21
Flash Point 122.6 °C
Transport Information
Appearance grey to green-grey fine crystalline powder
Safety 22-24/25
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Phenoxazine(6CI,7CI,8CI);5,6-Dibenzo-1,4-oxazine;NSC 72990;10H-Phenoxazine;
PSA 21.26000
LogP 3.67390

Synthetic route

: 6192-43-4
1-(10H-phenoxazin-10-yl)ethan-1-one

: 135-67-1
phenoxazine

Conditions

Conditions	Yield
With sodium methylate Inert atmosphere;	98%
Stage #1: 1-(10H-phenoxazin-10-yl)ethan-1-one With Triethoxysilane; sodium triethylborohydride In tert-butyl methyl ether at 80℃; for 24h; Stage #2: With hydrogenchloride In tert-butyl methyl ether; water at 20℃; for 1h; chemoselective reaction;	69%
With triethyl borane; sodium hydroxide In tert-butyl methyl ether at 80℃; for 6h; Inert atmosphere; Sealed tube;	63%
With sulfuric acid
Multi-step reaction with 2 steps 1: potassium hydroxide; triethyl borane / tetrahydrofuran / 24 h / 25 °C / Inert atmosphere; Schlenk technique; Sealed tube 2: sodium hydroxide; water / tetrahydrofuran / 1 h / 25 °C / Inert atmosphere; Schlenk technique; Sealed tube View Scheme

: N -(2-(2-fluorophenoxy)phenyl)acetamide

: 135-67-1
phenoxazine

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 155℃; for 0.25h; Microwave irradiation; chemoselective reaction;	90%

: 873977-74-3
N -(2-(2-chlorophenoxy)phenyl)acetamide

: 135-67-1
phenoxazine

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 155℃; for 0.25h; Microwave irradiation; chemoselective reaction;	85%

: 204847-21-2
N-(2-(2-bromophenoxy)phenyl)acetamide

: 135-67-1
phenoxazine

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 155℃; for 0.25h; Temperature; Solvent; Reagent/catalyst; Microwave irradiation; chemoselective reaction;	83%
Multi-step reaction with 2 steps 1: caesium carbonate / N,N-dimethyl-formamide / 0.25 h / 100 °C / Microwave irradiation 2: caesium carbonate / N,N-dimethyl-formamide / 0.25 h / 155 °C / Microwave irradiation View Scheme

: 1370030-52-6
N-(2-(2-iodophenoxy)phenyl)acetamide

: 135-67-1
phenoxazine

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 155℃; for 0.25h; Microwave irradiation; chemoselective reaction;	74%
Multi-step reaction with 2 steps 1: potassium carbonate; N,N`-dimethylethylenediamine / toluene / 24 h / 135 °C / Inert atmosphere 2: sodium methylate / Inert atmosphere View Scheme

: C12H9NO(1+)*ClO4(1-)

: 135-67-1
phenoxazine

Conditions

Conditions	Yield
With zinc	73%

cyclopentadienyliron hexafluorophosphate of phenoxazine: cyclopentadienyliron hexafluorophosphate of phenoxazine

: 135-67-1
phenoxazine

Conditions

Conditions	Yield
In N,N-dimethyl-formamide electrolysis in 0.2M KClO4 with mercury pool working electrode, Ag/0.1M AgNO3 reference electrode, Pt counter electrode, potential -1.90 V;	73%

: η6-phenoxazine-η5-cyclopentadienyliron hexafluorophosphate

: 135-67-1
phenoxazine

Conditions

Conditions	Yield
at 200 - 250℃; under 1 Torr; for 1h;	48%

: 204847-21-2
N-(2-(2-bromophenoxy)phenyl)acetamide

A: 6192-43-4
1-(10H-phenoxazin-10-yl)ethan-1-one

B: 135-67-1
phenoxazine

Conditions

Conditions	Yield
With sodium carbonate In N,N-dimethyl-formamide at 155℃; for 0.25h; Reagent/catalyst; Temperature; Microwave irradiation;	A 27% B 48%

: 113202-17-8
10-(α-methylbenzyl)phenoxazine

: 74-88-4
methyl iodide

A: 135-67-1
phenoxazine

B: 113201-93-7
4-methyl-N-(α-phenylethyl)phenoxazine

C: 113202-08-7
4,6-dimethyl-N-(α-phenylethyl)phenoxazine

Conditions

Conditions	Yield
With n-butyllithium Product distribution; other 10-alkylphenoxazines, other electrophiles, various ratios of reagents, regiospecifity of lithiation;	A 2% B 40% C 5.5%
With n-butyllithium 1.) THF, hexane, 0 deg C, 3 h, 2.) -78 deg C, 15 min; Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 95-55-6
2-amino-phenol

A: 135-67-1
phenoxazine

B: 2391-71-1
2-(2-hydroxyphenlylamino)phenol

Conditions

Conditions	Yield
With hydrogenchloride at 240℃; Condensation;	A 8% B 39%

: 495-18-1
Benzohydroxamic acid

A: 93-98-1
N-phenyl benzoyl amide

B: 135-67-1
phenoxazine

C: 123-30-8
4-amino-phenol

D: 62-53-3
aniline

E: 95-55-6
2-amino-phenol

F: 134-81-6
benzil

Conditions

Conditions	Yield
at 240℃; for 0.5h; Product distribution; Mechanism;	A 11% B 4% C n/a D 32% E n/a F 2%

...Expand

: 2688-84-8
2-phenoxyaniline

: 135-67-1
phenoxazine

Conditions

Conditions	Yield
With calcium oxide at 560℃;	18%

: 123703-96-8
cis-10-(1-Propenyl)phenoxazine

A: 135-67-1
phenoxazine

B: 1186080-18-1
1-ethyl-2-methyl-1H-pyrido[3,2,1-k,l]phenoxazine

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate In ethyl acetate at 60℃; for 1.66667h;	A n/a B 13.5%

: 120-80-9
benzene-1,2-diol

: 95-55-6
2-amino-phenol

: 135-67-1
phenoxazine

Conditions

Conditions	Yield
at 260℃; im mit Kohlendioxyd gefuellten Rohr und Behandeln des Reaktionsprodukts mit Alkohol und verd. Salzsaeure;
With 2-aminophenol hydrochloride at 220 - 230℃;
at 270℃;

: 51-19-4
2-aminophenol hydrochloride

: 95-55-6
2-amino-phenol

: 135-67-1
phenoxazine

Conditions

Conditions	Yield
at 200 - 240℃;
at 200 - 240℃;

: 95-55-6
2-amino-phenol

: 135-67-1
phenoxazine

Conditions

Conditions	Yield
With iodine at 270℃;
With hydrogenchloride

: 25782-99-4
10-Methyl-10H-phenoxazine

: 135-67-1
phenoxazine

Conditions

Conditions	Yield
With Pyridine hydrobromide at 200℃; for 0.666667h;

: 202-27-7
[1,2,3]triazolo[4,5,1-kl]phenoxazine

: 135-67-1
phenoxazine

Conditions

Conditions	Yield
With sulfuric acid; copper In ethanol Heating;

: 186581-53-3, 908094-01-9
diazomethane

: 124-38-9
carbon dioxide

: 113202-18-9
10-(tert-butyldimethylsilyl)-phenoxazine

A: 135-67-1
phenoxazine

B: 100725-72-2
methyl phenoxazine-4-carboxylate

C: 120033-13-8
10-(tert-Butyl-dimethyl-silanyl)-10H-phenoxazine-4-carboxylic acid methyl ester

D: 120033-18-3
dimethyl 10-(tert-butyldimethylsilyl)-phenoxazine-4,6-dicarboxylate

Conditions

Conditions	Yield
Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 186581-53-3, 908094-01-9
diazomethane

: 124-38-9
carbon dioxide

: 113202-17-8
10-(α-methylbenzyl)phenoxazine

A: 135-67-1
phenoxazine

B: 100725-72-2
methyl phenoxazine-4-carboxylate

C: 113202-06-5
methyl N-(α-phenylethyl)phenoxazine-4-carboxylate

D: 113202-07-6
dimethyl 10-(α-methylbenzyl)phenoxazine-4,6-dicarboxylate

Conditions

Conditions	Yield
Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 75-77-4
chloro-trimethyl-silane

: 113202-18-9
10-(tert-butyldimethylsilyl)-phenoxazine

A: 135-67-1
phenoxazine

B: 120033-12-7
10-(tert-Butyl-dimethyl-silanyl)-4-trimethylsilanyl-10H-phenoxazine

Conditions

Conditions	Yield
With n-butyllithium 1.) THF, hexane, 0 deg C, 3 h, 2.) -78 deg C, 15 min; Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 75-77-4
chloro-trimethyl-silane

: 113202-18-9
10-(tert-butyldimethylsilyl)-phenoxazine

A: 135-67-1
phenoxazine

B: 120033-17-2
10-(tert-Butyl-dimethyl-silanyl)-4,6-bis-trimethylsilanyl-10H-phenoxazine

Conditions

Conditions	Yield
With n-butyllithium 1.) THF, hexane, 0 deg C, 3 h, 2.) 0 deg C, 1 h; Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 75-77-4
chloro-trimethyl-silane

: 113202-17-8
10-(α-methylbenzyl)phenoxazine

A: 135-67-1
phenoxazine

B: 113201-94-8
10-(1-Phenyl-ethyl)-4-trimethylsilanyl-10H-phenoxazine

Conditions

Conditions	Yield
With n-butyllithium 1.) THF, hexane, 0 deg C, 3 h, 2.) -78 deg C, 15 min; Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 75-77-4
chloro-trimethyl-silane

: 113202-17-8
10-(α-methylbenzyl)phenoxazine

A: 135-67-1
phenoxazine

B: 113201-94-8
10-(1-Phenyl-ethyl)-4-trimethylsilanyl-10H-phenoxazine

C: 120033-10-5
4,6-bis(trimethylsilyl)-10-(α-methylbenzyl)phenoxazine

Conditions

Conditions	Yield
With n-butyllithium 1.) THF, hexane, 0 deg C, 3 h, 2.) 0 deg C, 1 h; Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 624-92-0
Dimethyldisulphide

: 113202-18-9
10-(tert-butyldimethylsilyl)-phenoxazine

A: 135-67-1
phenoxazine

B: 120033-11-6
10-(tert-Butyl-dimethyl-silanyl)-4-methylsulfanyl-10H-phenoxazine

C: 120033-15-0
10-(tert-Butyl-dimethyl-silanyl)-4,6-bis-methylsulfanyl-10H-phenoxazine

Conditions

Conditions	Yield
With n-butyllithium 1.) THF, hexane, 0 deg C, 3 h, 2.) -78 deg C, 15 min; Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 624-92-0
Dimethyldisulphide

: 113202-17-8
10-(α-methylbenzyl)phenoxazine

A: 135-67-1
phenoxazine

B: 113201-99-3
4-(methylthio)phenoxazine

C: 113202-14-5
4,6-bis(methylthio)phenoxazine

D: 113202-10-1
4,6-dimethylthio-N-(α-phenylethyl)phenoxazine

Conditions

Conditions	Yield
With n-butyllithium 1.) THF, hexane, 0 deg C, 3 h, 2.) 0 deg C, 1 h; Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 624-92-0
Dimethyldisulphide

: 113202-17-8
10-(α-methylbenzyl)phenoxazine

A: 135-67-1
phenoxazine

B: 113201-95-9
4-(methylthio)-10-(α-methylbenzyl)phenoxazine

C: 113202-10-1
4,6-dimethylthio-N-(α-phenylethyl)phenoxazine

Conditions

Conditions	Yield
With n-butyllithium 1.) THF, hexane, 0 deg C, 3 h, 2.) -78 deg C, 15 min; Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 124-38-9
carbon dioxide

: 113202-18-9
10-(tert-butyldimethylsilyl)-phenoxazine

A: 135-67-1
phenoxazine

B: 99847-07-1
10H-phenoxazine-4-carboxylic acid

C: 113201-97-1
10-(tert-Butyl-dimethyl-silanyl)-10H-phenoxazine-4-carboxylic acid

D: 263908-45-8
10-(tert-butyldimethylsilyl)-phenoxazine-4,6-dicarboxylic acid

Conditions

Conditions	Yield
With n-butyllithium 1.) THF, hexane, 0 deg C, 3 h, 2.) -78 deg C, 15 min; Multistep reaction;
With n-butyllithium 1.) THF, hexane, 0 deg C, 3 h, 2.) 0 deg C, 1 h; Multistep reaction;

...Expand

: 124-38-9
carbon dioxide

: 113202-17-8
10-(α-methylbenzyl)phenoxazine

A: 135-67-1
phenoxazine

B: 113202-20-3
10-(1-Phenyl-ethyl)-10H-phenoxazine-4-carboxylic acid

C: 113202-09-8
10-(α-methylbenzyl)phenoxazine-4,6-dicarboxylic acid

Conditions

Conditions	Yield
With n-butyllithium 1.) THF, hexane, 0 deg C, 3 h, 2.) -78 deg C, 15 min; Multistep reaction;
With n-butyllithium 1.) THF, hexane, 0 deg C, 3 h, 2.) -78 deg C, 15 min; Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 110-88-3
1,3,5-Trioxan

: 135-67-1
phenoxazine

: 25782-99-4
10-Methyl-10H-phenoxazine

Conditions

Conditions	Yield
With triethylsilane; trifluoroacetic acid In dichloromethane at 20℃; for 24h; Inert atmosphere; chemoselective reaction;	99%

: 135-67-1
phenoxazine

: 58536-47-3
2-phenyl-4,6-bis(p-bromophenyl)pyrimidine

: 4,6-bis(4-(10H-phenoxazin-10-yl)phenyl)-2-phenylpyrimidine

Conditions

Conditions	Yield
With palladium diacetate; sodium t-butanolate; tri tert-butylphosphoniumtetrafluoroborate In N,N-dimethyl-formamide at 130℃; for 48h; Inert atmosphere;	98%

: 110-52-1
1,4-dibromo-butane

: 135-67-1
phenoxazine

: 10-(4-bromobutyl)-10H-phenoxazine

Conditions

Conditions	Yield
With Aliquat 336; sodium hydroxide In water Heating;	98%

: 135-67-1
phenoxazine

: 30363-03-2
2,4,6-tris(4-bromophenyl)-1,3,5-triazine

: 2,4,6-tri(4-(10H-phenoxazin-10H-yl)phenyl)-1,3,5-triazine

Conditions

Conditions	Yield
With tri-tert-butyl phosphine; palladium diacetate; potassium carbonate In toluene for 24h; Reflux;	97%
Stage #1: phenoxazine; 2,4,6-tris(4-bromophenyl)-1,3,5-triazine With potassium carbonate In toluene at 20℃; for 0.166667h; Inert atmosphere; Stage #2: With tri-tert-butyl phosphine; palladium diacetate In toluene for 24h; Inert atmosphere; Reflux;	96.5%

: 135-67-1
phenoxazine

: 204589-02-6
4,6-bis(4-bromophenyl)-2-methylpyrimidine

: 4,6-bis(4-(10H-phenoxazin-10-yl)phenyl)-2-methylpyrimidine

Conditions

Conditions	Yield
With palladium diacetate; sodium t-butanolate; tri tert-butylphosphoniumtetrafluoroborate In N,N-dimethyl-formamide at 130℃; for 48h; Inert atmosphere;	97%

: 135-67-1
phenoxazine

: 38870-31-4
7-bromo-2,3-diphenyl-5-azaquinoxaline

: 2,3-diphenyl-7-(10H-phenoxazin-10-yl)pyrido[2,3-b]pyrazine

Conditions

Conditions	Yield
With palladium diacetate; sodium t-butanolate; tri tert-butylphosphoniumtetrafluoroborate In toluene at 110℃; for 48h;	97%
With tri-tert-butylphosphonium tetrafluoroborate; palladium diacetate; sodium t-butanolate In toluene Inert atmosphere; Reflux;	97%

: 18908-66-2
2-ethylhexyl bromide

: 135-67-1
phenoxazine

: 10-(2-ethylhexyl)-10H-phenoxazine

Conditions

Conditions	Yield
Stage #1: phenoxazine With tetraethylammonium bromide; potassium hydroxide In acetone at 50℃; for 1.5h; Inert atmosphere; Stage #2: 3-bromomethylheptane In acetone at 60℃; Inert atmosphere;	97%
With potassium hydroxide

: 135-67-1
phenoxazine

: C20H10Br3FN2

: C56H34FN5O3

Conditions

Conditions	Yield
With palladium diacetate; sodium t-butanolate; tri tert-butylphosphoniumtetrafluoroborate In toluene at 110℃; for 48h;	97%

: 135-67-1
phenoxazine

: 1897-52-5
2,6 difluorobenzonitrile

: 2,6-di(10H-phenoxazin-10-yl)benzonitrile

Conditions

Conditions	Yield
With sodium ethanolate In N,N-dimethyl-formamide at 70 - 150℃; for 48h;	97%
With sodium hydride In hexane; N,N-dimethyl-formamide; mineral oil for 10h; Inert atmosphere;	82%

: 135-67-1
phenoxazine

: 459-57-4
4-fluorobenzaldehyde

: 4-(10H-phenoxazin-10-yl)benzaldehyde

Conditions

Conditions	Yield
With potassium phosphate In N,N-dimethyl-formamide for 16h; Reflux; Inert atmosphere;	97%
With potassium carbonate In N,N-dimethyl-formamide at 0.14℃; for 48h;	31.9%

: 135-67-1
phenoxazine

: 143-15-7
1-dodecylbromide

: 1083062-16-1
10-dodecyl-10H-phenoxazine

Conditions

Conditions	Yield
With cetyltrimethylammonim bromide; sodium hydroxide In acetone Reflux;	96%

: 135-67-1
phenoxazine

: 136039-69-5
1,3-bis-(4-bromobenzoyl)benzene

: 1618669-36-5
1,3-bis{4-(10H-phenoxazine-10-yl)benzoyl}benzene

Conditions

Conditions	Yield
With bis(tri-t-butylphosphine)palladium(0); potassium carbonate In toluene at 120℃; for 24h; Buchwald-Hartwig Coupling;	96%

: 2033-89-8
3,4-dimethoxyphenol

: 135-67-1
phenoxazine

: C20H17NO4

Conditions

Conditions	Yield
With dipotassium peroxodisulfate In acetonitrile at 20℃; for 12h; Irradiation;	96%
With ammonium peroxydisulfate; 2,4,6-triphenylpyrylium tetrafluoroborate In dichloromethane at 20℃; Irradiation;	92%

: 135-67-1
phenoxazine

: 2,6-bis(4-chlorophenyl)isonicotinonitrile

: 2,6-bis(4-(10H-phenoxazin-10-yl)phenyl)isonicotinonitrile

Conditions

Conditions	Yield
With tri-tert-butyl phosphine; palladium diacetate; potassium carbonate In toluene for 22h; Buchwald-Hartwig Coupling; Inert atmosphere; Reflux;	96%
With tri-tert-butyl phosphine; palladium diacetate; potassium carbonate In toluene at 110℃; for 25h; Inert atmosphere;	96%

: 135-67-1
phenoxazine

: 890148-78-4
2,4,6-tris(3-bromophenyl)-1,3,5-triazine

: 2,4,6-tri(3-N-phenoxazylphenyl)-1,3,5-triazine

Conditions

Conditions	Yield
Stage #1: phenoxazine; 2,4,6-tris(3-bromophenyl)-1,3,5-triazine With potassium carbonate In toluene at 20℃; for 0.166667h; Inert atmosphere; Stage #2: With tri-tert-butyl phosphine; palladium diacetate In toluene for 24h; Inert atmosphere; Reflux;	95.3%

: 108-86-1
bromobenzene

: 135-67-1
phenoxazine

: 37832-25-0
10-phenyl-10H-phenoxazine

Conditions

Conditions	Yield
With tri-tert-butyl phosphine; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In toluene Reflux; Inert atmosphere;	95%
With tri-tert-butyl phosphine; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In toluene for 6h; Inert atmosphere; Reflux;	95%
With tri-tert-butyl phosphine; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In toluene at 120℃; for 48h; Inert atmosphere;	76.8%

: 135-67-1
phenoxazine

: 141034-81-3
4,6-bis(4-bromophenyl)pyrimidine

: 4,6-bis(4-(10H-phenoxazin-10-yl)phenyl)pyrimidine

Conditions

Conditions	Yield
With palladium diacetate; sodium t-butanolate; tri tert-butylphosphoniumtetrafluoroborate In N,N-dimethyl-formamide at 130℃; for 48h; Inert atmosphere;	95%

: 135-67-1
phenoxazine

: 2,3-bis(4′-bromophenyl)-6,7-difluoroquinoxaline

: 10,10'-((6,7-difluoroquinoxaline-2,3-diyl)bis(4,1-phenylene))bis(10H-phenoxazine)

Conditions

Conditions	Yield
With palladium diacetate; sodium t-butanolate; tri tert-butylphosphoniumtetrafluoroborate In toluene at 110℃; for 48h;	95%
With palladium diacetate; sodium t-butanolate; tri tert-butylphosphoniumtetrafluoroborate In toluene Reflux; Inert atmosphere;	93%
With tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate; tri tert-butylphosphoniumtetrafluoroborate In toluene at 100℃; Inert atmosphere;	80%

: 135-67-1
phenoxazine

: 1122-91-4
4-bromo-benzaldehyde

: 4-(10H-phenoxazin-10-yl)benzaldehyde

Conditions

Conditions	Yield
With tri-tert-butyl phosphine; palladium diacetate; potassium carbonate In toluene at 110 - 120℃; Inert atmosphere;	95%
With palladium diacetate; caesium carbonate; triphenylphosphine In toluene at 110℃; for 24h; Inert atmosphere;	82.6%

: 135-67-1
phenoxazine

: 4-(4-chlorophenyl)-2,6-diphenylpyridine-3,5-dicarbonitrile

: 4-(4-(10H-phenoxazin-10-yl)phenyl)-2,6-diphenylpyridine-3,5-dicarbonitrile

Conditions

Conditions	Yield
With palladium diacetate; sodium t-butanolate; tri tert-butylphosphoniumtetrafluoroborate In toluene at 110℃; for 24h; Inert atmosphere;	95%

: 1498-81-3
4-(4-bromophenyl)-2,6-diphenylpyridine

: 135-67-1
phenoxazine

: C35H24N2O

Conditions

Conditions	Yield
Stage #1: 4-(4-bromophenyl)-2,6-diphenylpyridine; phenoxazine With potassium carbonate In toluene for 0.25h; Inert atmosphere; Stage #2: With triisopropylamine; palladium diacetate In toluene for 48h; Reflux; Inert atmosphere;	94%

: 135-67-1
phenoxazine

: 78-33-1
tri-p-tert-butylphenol phosphate ester

: 10-(4-(tert-butyl)phenyl)-10H-phenoxazine

Conditions

Conditions	Yield
With bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]; N-[2-(di(1-adamantyl)phosphino)phenyl]morpholine; potassium carbonate at 130℃; for 4h; Schlenk technique; Inert atmosphere; Sealed tube;	94%
With N-[2-(di(1-adamantyl)phosphino)phenyl]morpholine; [Pd(π-cinnamyl)Cl]2 at 130℃; for 4h; Schlenk technique; Inert atmosphere; Sealed tube;	94%

: 135-67-1
phenoxazine

: 619-44-3
methyl 4-iodobenzoate

: methyl 4-(10H-phenoxazin-10-yl)benzoate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 220℃; for 6h; Inert atmosphere;	94%
With copper(I) oxide In N,N-dimethyl acetamide at 160℃; for 24h; Inert atmosphere;	90%
With copper(I) oxide In N,N-dimethyl acetamide at 160℃; for 8h;	90%

: 135-67-1
phenoxazine

: 2',7'-dibromospiro[fluorene-9,9'-thioxanthene]-10',10'-dioxide

: 2',7'-di(10H-phenoxazin-10-yl)spiro[fluorene-9,9'-thioxanthene]-10',10'-dioxide

Conditions

Conditions	Yield
With tri-tert-butyl phosphine; palladium diacetate; sodium t-butanolate In toluene at 110℃; for 24h; Inert atmosphere;	94%
With tri-tert-butyl phosphine; palladium diacetate; sodium t-butanolate In toluene at 110℃; for 24h; Buchwald-Hartwig Coupling; Inert atmosphere;	76%

: 135-67-1
phenoxazine

: 194416-45-0
4-bromo-N,N-bis-(4-methoxyphenyl)aniline

: C32H26N2O3

Conditions

Conditions	Yield
With tri-tert-butyl phosphine; palladium diacetate; sodium t-butanolate In toluene at 20 - 110℃; for 24h; Inert atmosphere;	93.2%

: 135-67-1
phenoxazine

: 262424-49-7
5-bromo-10,15,20-tris(3,5-di-tert-butylphenyl)porphyrinato nickel(II)

: C74H79N5NiO

Conditions

Conditions	Yield
With C40H57Cl2N3Pd; sodium t-butanolate In tetrahydrofuran at 60℃; for 13h; Buchwald-Hartwig Coupling; Inert atmosphere;	93%

: 948-65-2
2-phenyl-indole

: 135-67-1
phenoxazine

: 10-(2-phenyl-1H-indol-3-yl)-10H-phenoxazine

Conditions

Conditions	Yield
With oxygen; potassium carbonate In 1,2-dichloro-benzene at 130℃; for 3h;	93%
With oxygen; sodium nitrite In toluene at 0 - 20℃; Sealed tube;	61%

: 135-67-1
phenoxazine

: C36H27Br2N

: C60H43N3O2

Conditions

Conditions	Yield
With palladium diacetate; sodium t-butanolate; tri tert-butylphosphoniumtetrafluoroborate In water; toluene at 120℃; for 24h; Glovebox; Inert atmosphere;	93%

: 135-67-1
phenoxazine

: (1R,2S,6R)-2-(benzyloxy)-7-oxabicyclo[4.1.0]heptane

: (1R,2S,6S)-2-(benzyloxy)-6-(10H-phenoxazin-10-yl)cyclohexan-1-ol

Conditions

Conditions	Yield
With ytterbium(III) triflate In 1,2-dichloro-ethane	93%
With ytterbium(III) triflate In 1,2-dichloro-ethane	93%

Phenoxazine Specification

The IUPAC name of Phenoxazine is 10H-phenoxazine. With the CAS registry number 135-67-1 and EINECS 205-210-8, it is aslo named as 5,6-Dibenzo-1,4-oxazine. The product's categories are Phenylamine Series; Benzoxazines; Building Blocks; Heterocyclic Building Blocks; N-Containing; Others. It is grey to green-grey fine crystalline powder which is soluble in ether, benzene, mineral acid and almost insoluble in water. When using this chemical, people should not breathe dust and avoid contact with skin and eyes. Additionally, it should be sealed in the container.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 3.84; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.84; (4)ACD/LogD (pH 7.4): 3.84; (5)ACD/BCF (pH 5.5): 490.94; (6)ACD/BCF (pH 7.4): 491.04; (7)ACD/KOC (pH 5.5): 2936.41; (8)ACD/KOC (pH 7.4): 2936.99; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 0; (12)Index of Refraction: 1.624; (13)Molar Refractivity: 54.13 cm³; (14)Molar Volume: 153.1 cm³; (15)Polarizability: 21.46×10^-24 cm³; (16)Surface Tension: 48.5 dyne/cm; (17)Enthalpy of Vaporization: 55.94 kJ/mol; (18)Vapour Pressure: 0.000372 mmHg at 25°C; (19)Exact Mass: 183.068414; (20)MonoIsotopic Mass: 183.068414; (21)Topological Polar Surface Area: 21.3; (22)Heavy Atom Count: 14; (23)Complexity: 187.

Uses of Phenoxazine: It is used as dyes intermediate. It is also used in organic synthesis and biochemical research. In addition, it can react with chloroacetyl chloride to get 10-chloroacetyl-10H-phenoxazine. This reaction needs solvent benzene by heating. The reaction time is 20 hours.

People can use the following data to convert to the molecule structure.
1. SMILES:O2c1ccccc1Nc3c2cccc3
2. InChI:InChI=1/C12H9NO/c1-3-7-11-9(5-1)13-10-6-2-4-8-12(10)14-11/h1-8,13H
3. InChIKey:TZMSYXZUNZXBOL-UHFFFAOYAS

Product Name

Phenoxazine

Synthetic route

Phenoxazine Specification

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