Welcome to LookChem.com Sign In|Join Free

CAS

  • or

613-32-1

Post Buying Request

613-32-1 Suppliers

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier

613-32-1 Usage

General Description

5,10-dihydro-phenazine is a chemical compound with the molecular formula C12H10N2. It is a bicyclic aromatic compound with a phenazine core that is found in a variety of natural products as well as in synthetic pharmaceuticals. 5,10-dihydro-phenazine is known for its potential biological activities, including anti-tumor and antimicrobial properties. It has been studied for its potential use as a therapeutic agent in the treatment of cancer and bacterial infections. Additionally, 5,10-dihydro-phenazine has been investigated for its use in organic synthesis and material science due to its unique structure and reactivity. Overall, 5,10-dihydro-phenazine is an important chemical compound with diverse applications in the fields of medicine, biology, and materials science.

Check Digit Verification of cas no

The CAS Registry Mumber 613-32-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,1 and 3 respectively; the second part has 2 digits, 3 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 613-32:
(5*6)+(4*1)+(3*3)+(2*3)+(1*2)=51
51 % 10 = 1
So 613-32-1 is a valid CAS Registry Number.
InChI:InChI=1/C12H10N2/c1-2-6-10-9(5-1)13-11-7-3-4-8-12(11)14-10/h1-8,13-14H

613-32-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 5,10-dihydrophenazine

1.2 Other means of identification

Product number -
Other names dihydrophenazine

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:613-32-1 SDS

613-32-1Synthetic route

Phenazin
92-82-0

Phenazin

5,10-dihydrophenazine
613-32-1

5,10-dihydrophenazine

Conditions
ConditionsYield
With sodium dithionite; water In ethanol for 2.5h; Ambient temperature;98%
With sodium dithionite In ethanol; water at 20℃; for 4h; Inert atmosphere;98%
With sodium dithionite In ethanol; water at 85℃; for 0.5h; Inert atmosphere;97.5%
2-iodophenylamine
615-43-0

2-iodophenylamine

5,10-dihydrophenazine
613-32-1

5,10-dihydrophenazine

Conditions
ConditionsYield
With 18-crown-6 ether; copper; caesium carbonate In 1,2-dichloro-benzene for 24h; Reflux;72.1%
With copper(l) iodide; 2,2'-biimidazole; caesium carbonate In N,N-dimethyl-formamide at 120℃; for 24h; Ullmann reaction; Inert atmosphere;63%
2-bromoaniline
615-36-1

2-bromoaniline

5,10-dihydrophenazine
613-32-1

5,10-dihydrophenazine

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); acetophenone p-toluenesulfonylhydrazone; lithium tert-butoxide In 1,4-dioxane at 100℃; for 6h; Inert atmosphere;70%
Phenazin
92-82-0

Phenazin

A

5,10-dihydrophenazine
613-32-1

5,10-dihydrophenazine

B

1,2,3,4,6,7,8,9-octahydrophenazine
4006-50-2

1,2,3,4,6,7,8,9-octahydrophenazine

Conditions
ConditionsYield
With Cp*Rh(2-(2-pyridyl)phenyl)H; hydrogen In tetrahydrofuran at 80℃; under 3040.2 Torr; for 48h; Catalytic behavior; Glovebox;A 19%
B 54%
4‑methoxy‑N’‑(1‑phenylethylidene)benzenesulfonohydrazide

4‑methoxy‑N’‑(1‑phenylethylidene)benzenesulfonohydrazide

2-bromoaniline
615-36-1

2-bromoaniline

A

5,10-dihydrophenazine
613-32-1

5,10-dihydrophenazine

B

2-(1-phenylvinyl)aniline
64097-92-3

2-(1-phenylvinyl)aniline

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); lithium tert-butoxide; XPhos In 1,4-dioxane at 110℃; Inert atmosphere;A 30%
B 35%
4‑ntro‑N’‑(1‑phenylethylidene)benzenesulfonohydrazide

4‑ntro‑N’‑(1‑phenylethylidene)benzenesulfonohydrazide

2-bromoaniline
615-36-1

2-bromoaniline

A

5,10-dihydrophenazine
613-32-1

5,10-dihydrophenazine

B

2-(1-phenylvinyl)aniline
64097-92-3

2-(1-phenylvinyl)aniline

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); lithium tert-butoxide; XPhos In 1,4-dioxane at 110℃; Inert atmosphere;A 35%
B 15%
N'‑(1‑phenylethylidene)benzenesulfonohydrazide
56975-77-0

N'‑(1‑phenylethylidene)benzenesulfonohydrazide

2-bromoaniline
615-36-1

2-bromoaniline

A

5,10-dihydrophenazine
613-32-1

5,10-dihydrophenazine

B

2-(1-phenylvinyl)aniline
64097-92-3

2-(1-phenylvinyl)aniline

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); lithium tert-butoxide; XPhos In 1,4-dioxane at 110℃; Inert atmosphere;A 11%
B 30%
acetophenone p-toluenesulfonylhydrazone
4545-21-5

acetophenone p-toluenesulfonylhydrazone

2-bromoaniline
615-36-1

2-bromoaniline

A

5,10-dihydrophenazine
613-32-1

5,10-dihydrophenazine

B

2-(1-phenylvinyl)aniline
64097-92-3

2-(1-phenylvinyl)aniline

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); lithium tert-butoxide; XPhos In 1,4-dioxane at 110℃; Inert atmosphere;A 22%
B 28%
bis(2-nitrophenyl)amine
18264-71-6

bis(2-nitrophenyl)amine

5,10-dihydrophenazine
613-32-1

5,10-dihydrophenazine

Conditions
ConditionsYield
With methanol; sodium
benzene-1,2-diol
120-80-9

benzene-1,2-diol

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

A

Phenazin
92-82-0

Phenazin

B

5,10-dihydrophenazine
613-32-1

5,10-dihydrophenazine

Conditions
ConditionsYield
at 200 - 210℃; im Rohr;
benzene-1,2-diol
120-80-9

benzene-1,2-diol

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

5,10-dihydrophenazine
613-32-1

5,10-dihydrophenazine

Phenazin
92-82-0

Phenazin

hydrogen sulfide
7783-06-4

hydrogen sulfide

ammonia
7664-41-7

ammonia

5,10-dihydrophenazine
613-32-1

5,10-dihydrophenazine

Phenazin
92-82-0

Phenazin

Na2S2O4

Na2S2O4

aqueous-alcoholic NaOH-solution

aqueous-alcoholic NaOH-solution

5,10-dihydrophenazine
613-32-1

5,10-dihydrophenazine

pyridine
110-86-1

pyridine

Phenazin
92-82-0

Phenazin

platinum

platinum

5,10-dihydrophenazine
613-32-1

5,10-dihydrophenazine

Conditions
ConditionsYield
Hydrogenation;
Phenazin-mono-N-Oxyd
304-81-4

Phenazin-mono-N-Oxyd

ethanol
64-17-5

ethanol

sodium amalgam

sodium amalgam

5,10-dihydrophenazine
613-32-1

5,10-dihydrophenazine

o-nitroiodobenzene
609-73-4

o-nitroiodobenzene

5,10-dihydrophenazine
613-32-1

5,10-dihydrophenazine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: K2CO3
2: sodium; methanol
View Scheme
2-nitro-aniline
88-74-4

2-nitro-aniline

5,10-dihydrophenazine
613-32-1

5,10-dihydrophenazine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: K2CO3
2: sodium; methanol
View Scheme
1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

5,10-dihydrophenazine
613-32-1

5,10-dihydrophenazine

N1-(2-bromophenyl)benzene-1,2-diamine

N1-(2-bromophenyl)benzene-1,2-diamine

5,10-dihydrophenazine
613-32-1

5,10-dihydrophenazine

Conditions
ConditionsYield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; caesium carbonate In toluene at 110℃; Inert atmosphere;
N1-(2-chlorophenyl)benzene-1,2-diamine
74864-94-1

N1-(2-chlorophenyl)benzene-1,2-diamine

5,10-dihydrophenazine
613-32-1

5,10-dihydrophenazine

Conditions
ConditionsYield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; caesium carbonate In toluene at 110℃; Inert atmosphere;
1,2-dichloro-benzene
95-50-1

1,2-dichloro-benzene

5,10-dihydrophenazine
613-32-1

5,10-dihydrophenazine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: caesium carbonate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate / toluene / 110 °C / Inert atmosphere
2: caesium carbonate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate / toluene / 110 °C / Inert atmosphere
View Scheme
5,10-dihydrophenazine
613-32-1

5,10-dihydrophenazine

1-Bromo-2-iodobenzene
583-55-1

1-Bromo-2-iodobenzene

4-bromo-1,1'-biphenyl
92-66-0

4-bromo-1,1'-biphenyl

5-biphenyl-4-yl-10-(2-bromophenyl)-5,10-dihydro-phenazine

5-biphenyl-4-yl-10-(2-bromophenyl)-5,10-dihydro-phenazine

Conditions
ConditionsYield
Stage #1: 5,10-dihydrophenazine; 4-bromo-1,1'-biphenyl With tris-(dibenzylideneacetone)dipalladium(0); palladium diacetate In toluene for 8h; Reflux;
Stage #2: 1-Bromo-2-iodobenzene In toluene for 8h; Reflux;
97%
5,10-dihydrophenazine
613-32-1

5,10-dihydrophenazine

Phenazin
92-82-0

Phenazin

Conditions
ConditionsYield
With oxygen; silver carbonate at 100℃; under 517.162 Torr; for 0.0833333h; Reagent/catalyst; Time;96%
durch Sublimieren;
With ethanol
5,10-dihydrophenazine
613-32-1

5,10-dihydrophenazine

methyl iodide
74-88-4

methyl iodide

fully reduced 5-methylphenazinium
20057-16-3

fully reduced 5-methylphenazinium

Conditions
ConditionsYield
Stage #1: 5,10-dihydrophenazine With potassium tert-butylate In tetrahydrofuran at 20℃; for 1h;
Stage #2: methyl iodide With phosphorus In tetrahydrofuran at 66℃; for 4h;
92%
With n-butyllithium In 1,2-dimethoxyethane; hexane for 0.5h; Ambient temperature; Yield given;
5,10-dihydrophenazine
613-32-1

5,10-dihydrophenazine

2-bromonaphthalene
580-13-2

2-bromonaphthalene

N,N-5,10-di(2-naphthalene)-5,10-dihydrophenazine

N,N-5,10-di(2-naphthalene)-5,10-dihydrophenazine

Conditions
ConditionsYield
With chloro-(2-dicyclohexylphosphino-2′,6′-diisopropoxy-1,1′-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II) methyl-tert-butyl ether adduct; sodium t-butanolate; ruphos In 1,4-dioxane at 110℃; for 10h; Sealed tube; Inert atmosphere;90%
5,10-dihydrophenazine
613-32-1

5,10-dihydrophenazine

2-bromo-5,10-dihydrophenazine
496269-44-4

2-bromo-5,10-dihydrophenazine

Conditions
ConditionsYield
With N-Bromosuccinimide In N,N-dimethyl-formamide at 0 - 20℃; Inert atmosphere;89.5%
5,10-dihydrophenazine
613-32-1

5,10-dihydrophenazine

terephthaloyl chloride
100-20-9

terephthaloyl chloride

Terephthaloyl-5',5''-bis(5,10-dihydrophenazin)
158670-59-8

Terephthaloyl-5',5''-bis(5,10-dihydrophenazin)

Conditions
ConditionsYield
With dmap In tetrahydrofuran; pyridine at 80℃; for 5h;85%
bromobenzene
108-86-1

bromobenzene

5,10-dihydrophenazine
613-32-1

5,10-dihydrophenazine

5,10-dihydro-5,10-diphenylphenazine
3665-72-3

5,10-dihydro-5,10-diphenylphenazine

Conditions
ConditionsYield
With tri-tert-butyl phosphine; palladium diacetate; sodium t-butanolate In toluene at 80℃;85%
With chloro(2-dicyclohexylphosphino-2′,6′-di-i-propoxy-1,1′-biphenyl)(2′-amino-1,1′-biphenyl-2-yl)-palladium(II); sodium t-butanolate; ruphos In 1,4-dioxane at 100℃; for 10h; Buchwald-Hartwig Coupling; Inert atmosphere;0.75 g
5,10-dihydrophenazine
613-32-1

5,10-dihydrophenazine

1-benzyl-4-bromo-benzene
2116-36-1

1-benzyl-4-bromo-benzene

5,10-bis(4-benzylphenyl)-5,10-dihydrophenazine

5,10-bis(4-benzylphenyl)-5,10-dihydrophenazine

Conditions
ConditionsYield
With tri-tert-butyl phosphine; palladium diacetate; sodium t-butanolate In toluene Reflux;85%
5,10-dihydrophenazine
613-32-1

5,10-dihydrophenazine

4-methoxycarbonylphenyl bromide
619-42-1

4-methoxycarbonylphenyl bromide

dimethyl 4,4'-(phenazine-5,10-diyl)dibenzoate

dimethyl 4,4'-(phenazine-5,10-diyl)dibenzoate

Conditions
ConditionsYield
With palladium diacetate; caesium carbonate; XPhos In o-xylene at 130℃; for 12h;85%
5,10-dihydrophenazine
613-32-1

5,10-dihydrophenazine

4-N,N-diphenylamino-1-bromobenzene
36809-26-4

4-N,N-diphenylamino-1-bromobenzene

5,10-di-(p-diphenylaminophenyl)-5,10-dihydrophenazine

5,10-di-(p-diphenylaminophenyl)-5,10-dihydrophenazine

Conditions
ConditionsYield
With tri-tert-butyl phosphine; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In o-xylene at 20℃; for 3h;83%
With chloro-(2-dicyclohexylphosphino-2′,6′-diisopropoxy-1,1′-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II) methyl-tert-butyl ether adduct; sodium t-butanolate; ruphos In 1,4-dioxane at 110℃; for 12h; Inert atmosphere;20%
5,10-dihydrophenazine
613-32-1

5,10-dihydrophenazine

bis(trichloromethyl) carbonate
32315-10-9

bis(trichloromethyl) carbonate

5,10-dihydrophenazine-5-carbamoyl chloride

5,10-dihydrophenazine-5-carbamoyl chloride

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; Reagent/catalyst; Inert atmosphere;83%
5,10-dihydrophenazine
613-32-1

5,10-dihydrophenazine

2-chloro-5-bromonitrobenzene
41513-04-6

2-chloro-5-bromonitrobenzene

5,10-bis(4-chloro-2-nitrophenyl)-5,10-dihydrophenazine

5,10-bis(4-chloro-2-nitrophenyl)-5,10-dihydrophenazine

Conditions
ConditionsYield
With copper; potassium carbonate In 5,5-dimethyl-1,3-cyclohexadiene at 180℃; for 5h; Inert atmosphere;82%
5,10-dihydrophenazine
613-32-1

5,10-dihydrophenazine

para-iodoanisole
696-62-8

para-iodoanisole

5,10-bis(4-methoxyphenyl)-5,10-dihydrophenazine

5,10-bis(4-methoxyphenyl)-5,10-dihydrophenazine

Conditions
ConditionsYield
With sodium t-butanolate; ruphos In 1,4-dioxane at 110℃; for 12h; Buchwald-Hartwig Coupling; Schlenk technique;82%
5,10-dihydrophenazine
613-32-1

5,10-dihydrophenazine

6‐chloro‐5‐nitroquinoline
86984-32-9

6‐chloro‐5‐nitroquinoline

C30H18N6O4

C30H18N6O4

Conditions
ConditionsYield
With copper; potassium carbonate In 5,5-dimethyl-1,3-cyclohexadiene at 180℃; for 5h; Inert atmosphere;81%
5,10-dihydrophenazine
613-32-1

5,10-dihydrophenazine

chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

5,10-Dihydrophenazin-5,10-dicarbonsaeure-diethylester

5,10-Dihydrophenazin-5,10-dicarbonsaeure-diethylester

Conditions
ConditionsYield
at 80℃; for 5h;79%
5,10-dihydrophenazine
613-32-1

5,10-dihydrophenazine

2-chloroethyl methyl ether
627-42-9

2-chloroethyl methyl ether

5,10-bis(2-methoxyethyl)-5,10-dihydrophenazine

5,10-bis(2-methoxyethyl)-5,10-dihydrophenazine

Conditions
ConditionsYield
Stage #1: 5,10-dihydrophenazine With n-butyllithium In tetrahydrofuran; hexane at 20℃; for 0.5h; Inert atmosphere;
Stage #2: 2-chloroethyl methyl ether In tetrahydrofuran; hexane at 20℃; Inert atmosphere;
78.2%
5,10-dihydrophenazine
613-32-1

5,10-dihydrophenazine

1-bromo-4-phenylethynylbenzene
13667-12-4

1-bromo-4-phenylethynylbenzene

5,10-bis(4-(phenylethynyl)phenyl)-5,10-dihydrophenazine

5,10-bis(4-(phenylethynyl)phenyl)-5,10-dihydrophenazine

Conditions
ConditionsYield
With tri-tert-butyl phosphine; palladium diacetate; sodium t-butanolate In toluene Reflux;78%
5,10-dihydrophenazine
613-32-1

5,10-dihydrophenazine

7-bromo-5,9-dioxa-13b-boranaphtho[3,2,1-de]anthracene

7-bromo-5,9-dioxa-13b-boranaphtho[3,2,1-de]anthracene

5,10-di(5,9-dioxa-13b-boranaphtho[3,2,1-de]anthracen-7-yl)-5,10-dihydrophenazine

5,10-di(5,9-dioxa-13b-boranaphtho[3,2,1-de]anthracen-7-yl)-5,10-dihydrophenazine

Conditions
ConditionsYield
Stage #1: 5,10-dihydrophenazine; 7-bromo-5,9-dioxa-13b-boranaphtho[3,2,1-de]anthracene With potassium carbonate In toluene for 0.166667h; Buchwald-Hartwig Coupling; Inert atmosphere;
Stage #2: With tri-tert-butyl phosphine; palladium diacetate In toluene Buchwald-Hartwig Coupling; Reflux; Inert atmosphere;
78%
5,10-dihydrophenazine
613-32-1

5,10-dihydrophenazine

methyl chloroformate
79-22-1

methyl chloroformate

5,10-Dihydrophenazin-5,10-dicarbonsaeure-dimethylester
85926-31-4

5,10-Dihydrophenazin-5,10-dicarbonsaeure-dimethylester

Conditions
ConditionsYield
at 80℃; for 5h;77%
5,10-dihydrophenazine
613-32-1

5,10-dihydrophenazine

benzene-1,3-dicarbonyl dichloride
99-63-8

benzene-1,3-dicarbonyl dichloride

Isophthaloyl-5',5''-bis(5,10-dihydrophenazin)
158670-60-1

Isophthaloyl-5',5''-bis(5,10-dihydrophenazin)

Conditions
ConditionsYield
With dmap In tetrahydrofuran; pyridine at 80℃; for 5h;77%
5,10-dihydrophenazine
613-32-1

5,10-dihydrophenazine

7-bromo-2,12-di-tert-butyl-5,9-dioxa-13b-boranaphtho[3,2,1-de]anthracene

7-bromo-2,12-di-tert-butyl-5,9-dioxa-13b-boranaphtho[3,2,1-de]anthracene

5,10-bis(2,12-di-tert-butyl-5,9-dioxa-13b-boranaphtho[3,2,1-de]anthracen-7-yl)-5,10-dihydrophenazine

5,10-bis(2,12-di-tert-butyl-5,9-dioxa-13b-boranaphtho[3,2,1-de]anthracen-7-yl)-5,10-dihydrophenazine

Conditions
ConditionsYield
Stage #1: 5,10-dihydrophenazine; 7-bromo-2,12-di-tert-butyl-5,9-dioxa-13b-boranaphtho[3,2,1-de]anthracene With potassium carbonate In toluene for 0.166667h; Buchwald-Hartwig Coupling; Inert atmosphere;
Stage #2: With tri-tert-butyl phosphine; palladium diacetate In toluene for 20h; Buchwald-Hartwig Coupling; Reflux; Inert atmosphere;
75%
5,10-dihydrophenazine
613-32-1

5,10-dihydrophenazine

phenyl chloroformate
1885-14-9

phenyl chloroformate

5,10-Dihydrophenazin-5,10-dicarbonsaeure-diphenylester
158670-54-3

5,10-Dihydrophenazin-5,10-dicarbonsaeure-diphenylester

Conditions
ConditionsYield
With dmap In pyridine for 3h; Heating;74%
5,10-dihydrophenazine
613-32-1

5,10-dihydrophenazine

p-trifluoromethylphenyl bromide
402-43-7

p-trifluoromethylphenyl bromide

5,10-bis(4-(trifluoromethyl)phenyl)-5,10-dihydrophenazine

5,10-bis(4-(trifluoromethyl)phenyl)-5,10-dihydrophenazine

Conditions
ConditionsYield
With sodium t-butanolate; ruphos In 1,4-dioxane at 110℃; for 12h; Buchwald-Hartwig Coupling; Schlenk technique;73%
With chloro(2-dicyclohexylphosphino-2′,6′-di-i-propoxy-1,1′-biphenyl)(2′-amino-1,1′-biphenyl-2-yl)-palladium(II); sodium t-butanolate; ruphos In 1,4-dioxane at 100℃; for 10h; Buchwald-Hartwig Coupling; Inert atmosphere;0.96 g
With chloro-(2-dicyclohexylphosphino-2′,6′-diisopropoxy-1,1′-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II) methyl-tert-butyl ether adduct; sodium t-butanolate; ruphos In 1,4-dioxane at 110℃; for 10h; Inert atmosphere; Sealed tube;
1-bromo-4-methoxy-benzene
104-92-7

1-bromo-4-methoxy-benzene

5,10-dihydrophenazine
613-32-1

5,10-dihydrophenazine

5,10-bis(4-methoxyphenyl)-5,10-dihydrophenazine

5,10-bis(4-methoxyphenyl)-5,10-dihydrophenazine

Conditions
ConditionsYield
With chloro-(2-dicyclohexylphosphino-2’,6’-diisopropoxy-1,1‘-biphenyl)[2-(2-aminoethyl)phenyl] palladium(ll) methyl-tert-butyl ether adduct; sodium t-butanolate; ruphos In 1,4-dioxane at 110℃; for 16h; Buchwald-Hartwig Coupling; Schlenk technique; Inert atmosphere;73%
With chloro-(2-dicyclohexylphosphino-2’,6’-diisopropoxy-1,1‘-biphenyl)[2-(2-aminoethyl)phenyl] palladium(ll) methyl-tert-butyl ether adduct; sodium t-butanolate; ruphos In 1,4-dioxane at 110℃; for 10h; Inert atmosphere; Sealed tube;46%
5,10-dihydrophenazine
613-32-1

5,10-dihydrophenazine

2-bromo-4,6-diphenyl-1,3,5-triazabenzene
80984-79-8

2-bromo-4,6-diphenyl-1,3,5-triazabenzene

5-(3,5-diphenyltriazine 2-yl)-10H-dihydrophenazine

5-(3,5-diphenyltriazine 2-yl)-10H-dihydrophenazine

Conditions
ConditionsYield
With copper; sodium t-butanolate In toluene for 24h; Inert atmosphere; Reflux;71%
5,10-dihydrophenazine
613-32-1

5,10-dihydrophenazine

iodobenzene
591-50-4

iodobenzene

5-phenyl-5,10-dihydro-phenazine
49662-17-1

5-phenyl-5,10-dihydro-phenazine

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene at 115℃; for 12h; Inert atmosphere;70.9%
5,10-dihydrophenazine
613-32-1

5,10-dihydrophenazine

iodobenzene
591-50-4

iodobenzene

5,10-dihydro-5,10-diphenylphenazine
3665-72-3

5,10-dihydro-5,10-diphenylphenazine

Conditions
ConditionsYield
With chloro-(2-dicyclohexylphosphino-2′,6′-diisopropoxy-1,1′-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II) methyl-tert-butyl ether adduct; sodium t-butanolate; ruphos In 1,4-dioxane at 110℃; for 10h; Inert atmosphere; Sealed tube;69%
With sodium t-butanolate; ruphos In 1,4-dioxane at 110℃; for 12h; Buchwald-Hartwig Coupling; Schlenk technique;25%

613-32-1Relevant articles and documents

NIR organic dyes based on phenazine-cyanine for photoacoustic imaging-guided photothermal therapy

Yan, Yongchao,Chen, Jiawen,Yang, Zhijuan,Zhang, Xiao,Liu, Zhuang,Hua, Jianli

, p. 7420 - 7426 (2018)

As non-invasive diagnosis and therapy methods, photoacoustic (PA) imaging and photothermal therapy (PTT) have attracted extensive attention. Herein, two new acceptor-donor-acceptor near-infrared organic phenazine-cyanine dyes PH-1 and PH-2 were reported for photoacoustic imaging-guided photodynamic therapy. In the strong donor phenazine molecule, the electron-withdrawing indole salt unit was introduced for absorption to the near-infrared region. To improve water solubility, the two organic dyes were assembled with human serum albumin (HSA) to form nanoparticles of appropriate sizes, i.e., PH-1@HSA and PH-2@HSA, which showed excellent stability in both weakly acidic and weakly basic environments. Moreover, the results showed that PH-1@HSA and PH-2@HSA nanoparticles can effectively transform luminous energy to thermal energy in vitro and in vivo, and they can be utilized for PA imaging. Importantly, PH-1@HSA can accumulate in mice subcutaneous tumors by enhanced permeability and retention (EPR) and damage cancer tissues effectively.

Highly efficient green organic light emitting diodes with phenanthroimidazole-based thermally activated delayed fluorescence emitters

Huang, Zhi,Xiang, Songpo,Zhang, Qing,Lv, Xialei,Ye, Shaofeng,Guo, Runda,Wang, Lei

, p. 2379 - 2386 (2018)

Here, a phenanthroimidazole moiety was firstly introduced into the construction of thermally activated delayed fluorescence (TADF) emitters, and two novel TADF emitters consisting of phenanthroimidazole as the acceptor group and phenazine as the donor group, 1-(4-(tert-butyl)phenyl)-2-(4-(10-phenylphenazin-5(10H)-yl)phenyl)-1H-phenanthro[9,10-d]imidazole (PPZTPI) and 1-phenyl-2-(4-(10-phenylphenazin-5(10H)-yl)phenyl)-1H-phenanthro[9,10-d]imidazole (PPZPPI) were designed and synthesized. The highly twisted conformation between phenazine and phenanthroimidazole in the molecules results in effective spatial separation of the HOMO and LUMO and small singlet-triplet splittings. Both compounds possess obvious TADF features. Their crystallographic properties, electronic structures, thermal stabilities, photophysical properties, and energy levels are studied systematically. Organic light-emitting diodes (OLEDs) using these two green TADF emitters demonstrate high external quantum efficiencies of 21.06% for PPZPPI and 20.52% for PPZTPI, respectively, which is comparable to most of the previously reported TADF OLEDs.

Formation of 5,10-dihydrophenazine from phenazine by Pseudomonas cepacia IFO 15124 at low oxygen tensions

Kawashima, Hideki,Ogawa, Satoshi

, p. 1186 - 1187 (1996)

5,10-Dihydrophenazine (H2Phen) was formed from phenazine (Phen) by Pseudomonas cepacia IFO 15124 in growing cultures at low oxygen tensions. Effects of culture conditions on microbial reduction of Phen with this strain were investigated. Under optimized conditions, the transformation of Phen to H2Phen by this strain gave the molar conversion yield of 30%. However, H2Phen was not detected in the culture medium when the strain was incubated with Phen with sufficient aeration.

A robust phenazine-containing organic polymer as catalyst for amine oxidative coupling reactions

Guo, Zhiyong,Lin, Junyu,Zhan, Hongbing

, p. 338 - 344 (2020)

Here we present the design and synthesis of a new robust microporous organic polymer (TPBP) decorated with phenazine groups which endowed reversibly redox-active properties. The obtained TPBP possesses relatively high surface area (359 m2/g) and good thermal stability. TPBP exhibits excellent catalytic capability for the oxidative homocoupling of amines with high activity and selectivity toward target products. Besides, this metal-free catalyst demonstrated excellent recyclability after 6 cycles under the investigated conditions. By means of EPR and UV-vis spectroscopy, a plausible mechanism of the amine oxidative coupling reaction was deduced via a single electron transfer from TPBP radical cations to amine substrates.

-

Voronkov et al.

, (1977)

-

Controlled emission colors and singlet-triplet energy gaps of dihydrophenazine-based thermally activated delayed fluorescence emitters

Lee, Jiyoung,Shizu, Katsuyuki,Tanaka, Hiroyuki,Nakanotani, Hajime,Yasuda, Takuma,Kaji, Hironori,Adachi, Chihaya

, p. 2175 - 2181 (2015)

We have developed thermally activated delayed fluorescence (TADF) emitters containing 5,10-dihydrophenazine as an electron donor and various electron-acceptor units. The TADF emitters exhibit wide ranges of emission colors from green to orange, singlet-triplet energy gaps ΔEST of ~0-0.19 eV, and delayed fluorescence lifetimes τd of 0.1-50 μs. An organic light-emitting diode containing one of the TADF emitters exhibits a maximum external quantum efficiency (EQE) of 12%, which is higher than those obtained with conventional fluorescent emitters. Time-resolved photoluminescence measurements of the compounds in a host matrix reveal that TADF makes a large contribution to the EQE of the devices. Our findings provide guidelines for modulating ΔEST and τd of TADF emitters.

Bio-inspired Molecular Redesign of a Multi-redox Catholyte for High-Energy Non-aqueous Organic Redox Flow Batteries

Kwon, Giyun,Lee, Kyunam,Lee, Myeong Hwan,Lee, Byungju,Lee, Sechan,Jung, Sung-Kyun,Ku, Kyojin,Kim, Jihyeon,Park, Soo Young,Kwon, Ji Eon,Kang, Kisuk

, p. 2642 - 2656 (2019)

-

Concerted Multiproton-Multielectron Transfer for the Reduction of O2to H2O with a Polyoxovanadate Cluster

Brennessel, William W.,Fertig, Alex A.,Matson, Ellen M.,McKone, James R.

, p. 15756 - 15768 (2021/10/02)

The concerted transfer of protons and electrons enables the activation of small-molecule substrates by bypassing energetically costly intermediates. Here, we present the synthesis and characterization of several hydrogenated forms of an organofunctionalized vanadium oxide assembly, [V6O13(TRIOLNO2)2]2-, and their ability to facilitate the concerted transfer of protons and electrons to O2. Electrochemical analysis reveals that the fully reduced cluster is capable of mediating 2e-/2H+ transfer reactions from surface hydroxide ligands, with an average bond dissociation free energy (BDFE) of 61.6 kcal/mol. Complementary stoichiometric experiments with hydrogen-atom-accepting reagents of established bond strengths confirm that the electrochemically established BDFE predicts the 2H+/2e- transfer reactivity of the assembly. Finally, the reactivity of the reduced polyoxovanadate toward O2 reduction is summarized; our results indicate a stepwise reduction of the substrate, proceeding through H2O2 en route to the formation of H2O. Kinetic isotope effect experiments confirm the participation of hydrogen transfer in the rate-determining step of both the reduction of O2 and H2O2. This work constitutes the first example of hydrogen atom transfer for small-molecule activation with reduced polyoxometalates, where both electron and proton originate from the cluster.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 613-32-1