Product Name

  • Name

    5,10-Dimethyldihydrophenazine

  • EINECS
  • CAS No. 15546-75-5
  • Article Data13
  • CAS DataBase
  • Density 1.117 g/cm3
  • Solubility
  • Melting Point 150-152 °C (dec.)(lit.)
  • Formula C14H14N2
  • Boiling Point 339.426 °C at 760 mmHg
  • Molecular Weight 210.279
  • Flash Point 149.748 °C
  • Transport Information UN 2811 6.1/PG 3
  • Appearance Yellowish crystal
  • Safety 26-28-36/37/39-45
  • Risk Codes 23/24/25-36/37/38
  • Molecular Structure Molecular Structure of 15546-75-5 (5,10-Dimethyldihydrophenazine)
  • Hazard Symbols ToxicT
  • Synonyms 5,10-Dihydro-5,10-dimethylphenazine;5,10-Dimethyl-5,10-dihydrophenazine;N,N'-Dimethylphenazine;NSC 149969;
  • PSA 9.86000
  • LogP 3.23220

Synthetic route

5,10-dimethyl-2,3,5,10-tetrahydro-phenazine

5,10-dimethyl-2,3,5,10-tetrahydro-phenazine

5,10-dihydro-5,10-dimethylphenazine
15546-75-5

5,10-dihydro-5,10-dimethylphenazine

Conditions
ConditionsYield
Lufteinwirkung;
N,N-dimethyl-1,2-phenylenediamine
2836-03-5

N,N-dimethyl-1,2-phenylenediamine

cyclohexane-1,2-dione
765-87-7

cyclohexane-1,2-dione

5,10-dihydro-5,10-dimethylphenazine
15546-75-5

5,10-dihydro-5,10-dimethylphenazine

Conditions
ConditionsYield
With sodium acetate; acetic acid
Phenazin
92-82-0

Phenazin

methyl iodide
74-88-4

methyl iodide

5,10-dihydro-5,10-dimethylphenazine
15546-75-5

5,10-dihydro-5,10-dimethylphenazine

Conditions
ConditionsYield
With potassium
5,10-dihydrophenazine
613-32-1

5,10-dihydrophenazine

methyl iodide
74-88-4

methyl iodide

5,10-dihydro-5,10-dimethylphenazine
15546-75-5

5,10-dihydro-5,10-dimethylphenazine

Conditions
ConditionsYield
With n-butyllithium In 1,2-dimethoxyethane; hexane for 0.833333h; Ambient temperature;2.1 g
Stage #1: 5,10-dihydrophenazine With sodium In tetrahydrofuran; toluene at 20℃; Inert atmosphere;
Stage #2: methyl iodide In tetrahydrofuran; toluene Inert atmosphere;
5-methyl-phenazinium-methyl sulfate

5-methyl-phenazinium-methyl sulfate

5,10-dihydro-5,10-dimethylphenazine
15546-75-5

5,10-dihydro-5,10-dimethylphenazine

Conditions
ConditionsYield
With methyl magnesium iodide; diethyl ether
methyl iodide
74-88-4

methyl iodide

dilithium-compound of 5,10-dihydro-phenazine

dilithium-compound of 5,10-dihydro-phenazine

5,10-dihydro-5,10-dimethylphenazine
15546-75-5

5,10-dihydro-5,10-dimethylphenazine

Conditions
ConditionsYield
With 1,2-dimethoxyethane
methyl iodide
74-88-4

methyl iodide

disodium-compound of 5,10-dihydro-phenazine

disodium-compound of 5,10-dihydro-phenazine

5,10-dihydro-5,10-dimethylphenazine
15546-75-5

5,10-dihydro-5,10-dimethylphenazine

Conditions
ConditionsYield
With 1,2-dimethoxyethane
methyl iodide
74-88-4

methyl iodide

lithium-compound of 5-methyl-5,10-dihydro-phenazine

lithium-compound of 5-methyl-5,10-dihydro-phenazine

5,10-dihydro-5,10-dimethylphenazine
15546-75-5

5,10-dihydro-5,10-dimethylphenazine

5-methyl-phenazinium-methyl sulfate

5-methyl-phenazinium-methyl sulfate

A

fully reduced 5-methylphenazinium
20057-16-3

fully reduced 5-methylphenazinium

B

5,10-dihydro-5,10-dimethylphenazine
15546-75-5

5,10-dihydro-5,10-dimethylphenazine

Conditions
ConditionsYield
With methyl magnesium iodide; diethyl ether anschliessend Behandeln mit H2O;
cyclohexane-1,2-dione
765-87-7

cyclohexane-1,2-dione

5,10-dihydro-5,10-dimethylphenazine
15546-75-5

5,10-dihydro-5,10-dimethylphenazine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aqueous HCl
2: Lufteinwirkung
View Scheme
N,N'-dimethyl-1,2-phenylenediamine
3213-79-4

N,N'-dimethyl-1,2-phenylenediamine

5,10-dihydro-5,10-dimethylphenazine
15546-75-5

5,10-dihydro-5,10-dimethylphenazine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aqueous HCl
2: Lufteinwirkung
View Scheme
5,10-dihydro-5,10-dimethylphenazine
15546-75-5

5,10-dihydro-5,10-dimethylphenazine

silver(I) triflimide
189114-61-2

silver(I) triflimide

N,N'-dimethyl-5,10-dihydrophenazine-5-ium-5-yl bis(trifluoromethanesulfonyl)imide

N,N'-dimethyl-5,10-dihydrophenazine-5-ium-5-yl bis(trifluoromethanesulfonyl)imide

Conditions
ConditionsYield
In dichloromethane at 20℃; for 1h;93%
5,10-dihydro-5,10-dimethylphenazine
15546-75-5

5,10-dihydro-5,10-dimethylphenazine

C14H13Br2N2P

C14H13Br2N2P

Conditions
ConditionsYield
With phosphorus tribromide In pyridine at 20℃; for 12h;78%
5,10-dihydro-5,10-dimethylphenazine
15546-75-5

5,10-dihydro-5,10-dimethylphenazine

A

10-methyl-2(10H)-phenathiazineone
63508-56-5

10-methyl-2(10H)-phenathiazineone

B

Phenazin
92-82-0

Phenazin

Conditions
ConditionsYield
With hydrogen bromide; dimethyl sulfoxide at 100 - 110℃; for 2h; oxidative demethylation;A 12%
B 77%
5,10-dihydro-5,10-dimethylphenazine
15546-75-5

5,10-dihydro-5,10-dimethylphenazine

C14H12Br4N2P2

C14H12Br4N2P2

Conditions
ConditionsYield
With phosphorus tribromide In pyridine at 115℃; for 36h;75%
5,10-dihydro-5,10-dimethylphenazine
15546-75-5

5,10-dihydro-5,10-dimethylphenazine

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

2-formyl-5,10-dimethyl-5,10-dihydrophenazine
31102-98-4

2-formyl-5,10-dimethyl-5,10-dihydrophenazine

Conditions
ConditionsYield
With trichlorophosphate In 1,4-dioxane Ambient temperature;66%
With trichlorophosphate In 1,4-dioxane Mechanism;63%
With trichlorophosphate In 1,4-dioxane63%
With trichlorophosphate In 1,4-dioxane Mechanism;
With sodium acetate; trichlorophosphate In 1,4-dioxane at 20℃;
5,10-dihydro-5,10-dimethylphenazine
15546-75-5

5,10-dihydro-5,10-dimethylphenazine

ethenetetracarbonitrile
670-54-2

ethenetetracarbonitrile

2,2'-(2,3,5,10-tetrahydro-5,10-dimethylphenazine-2,3-ylidene)bis(propanedinitrile)
83720-88-1

2,2'-(2,3,5,10-tetrahydro-5,10-dimethylphenazine-2,3-ylidene)bis(propanedinitrile)

Conditions
ConditionsYield
In acetone various solvents, reaction in aerobic and anaerobic conditions, effect of reaction conditions on the nature of the reaction products;22%
In acetone22%
Phenazin
92-82-0

Phenazin

5,10-dihydro-5,10-dimethylphenazine
15546-75-5

5,10-dihydro-5,10-dimethylphenazine

7,7',8,8'-tetracyanoquinodimethane
1518-16-7

7,7',8,8'-tetracyanoquinodimethane

3C14H14N2*2C12H8N2*5C12H4N4
74515-57-4

3C14H14N2*2C12H8N2*5C12H4N4

Conditions
ConditionsYield
In acetone cooling within few hours;
meta-dinitrobenzene
99-65-0

meta-dinitrobenzene

5,10-dihydro-5,10-dimethylphenazine
15546-75-5

5,10-dihydro-5,10-dimethylphenazine

5,10-Dimethyl-5,10-dihydro-phenazine; compound with 1,3-dinitro-benzene
125106-16-3

5,10-Dimethyl-5,10-dihydro-phenazine; compound with 1,3-dinitro-benzene

Conditions
ConditionsYield
In acetonitrile
para-dinitrobenzene
100-25-4

para-dinitrobenzene

5,10-dihydro-5,10-dimethylphenazine
15546-75-5

5,10-dihydro-5,10-dimethylphenazine

5,10-Dimethyl-5,10-dihydro-phenazine; compound with 1,4-dinitro-benzene
125106-15-2

5,10-Dimethyl-5,10-dihydro-phenazine; compound with 1,4-dinitro-benzene

Conditions
ConditionsYield
In acetonitrile
1,3,5-trinitrobenzene
99-35-4

1,3,5-trinitrobenzene

5,10-dihydro-5,10-dimethylphenazine
15546-75-5

5,10-dihydro-5,10-dimethylphenazine

5,10-Dimethyl-5,10-dihydro-phenazine; compound with 1,3,5-trinitro-benzene
125106-14-1

5,10-Dimethyl-5,10-dihydro-phenazine; compound with 1,3,5-trinitro-benzene

Conditions
ConditionsYield
In acetonitrile
5,10-dihydro-5,10-dimethylphenazine
15546-75-5

5,10-dihydro-5,10-dimethylphenazine

7,7',8,8'-tetracyanoquinodimethane
1518-16-7

7,7',8,8'-tetracyanoquinodimethane

2-(4-Dicyanomethylene-cyclohexa-2,5-dienylidene)-malononitrile; compound with 5,10-dimethyl-5,10-dihydro-phenazine
2531-30-8

2-(4-Dicyanomethylene-cyclohexa-2,5-dienylidene)-malononitrile; compound with 5,10-dimethyl-5,10-dihydro-phenazine

Conditions
ConditionsYield
In acetonitrile
With Phenazin In acetone for 24h; slow cooling;
2,4,7-trinitrofluorene-9-one
129-79-3

2,4,7-trinitrofluorene-9-one

5,10-dihydro-5,10-dimethylphenazine
15546-75-5

5,10-dihydro-5,10-dimethylphenazine

2,4,7-Trinitro-fluoren-9-one; compound with 5,10-dimethyl-5,10-dihydro-phenazine
125106-13-0

2,4,7-Trinitro-fluoren-9-one; compound with 5,10-dimethyl-5,10-dihydro-phenazine

Conditions
ConditionsYield
In acetonitrile
5,10-dihydro-5,10-dimethylphenazine
15546-75-5

5,10-dihydro-5,10-dimethylphenazine

ethenetetracarbonitrile
670-54-2

ethenetetracarbonitrile

5,10-Dimethyl-5,10-dihydro-phenazine; compound with 2,3-dicyano-but-2-enedinitrile
83720-87-0

5,10-Dimethyl-5,10-dihydro-phenazine; compound with 2,3-dicyano-but-2-enedinitrile

Conditions
ConditionsYield
In acetonitrile
5,10-dihydro-5,10-dimethylphenazine
15546-75-5

5,10-dihydro-5,10-dimethylphenazine

ethenetetracarbonitrile
670-54-2

ethenetetracarbonitrile

5,10-Dimethyl-5,10-dihydro-phenazine; compound with 2,3-dicyano-but-2-enedinitrile
83720-87-0

5,10-Dimethyl-5,10-dihydro-phenazine; compound with 2,3-dicyano-but-2-enedinitrile

Conditions
ConditionsYield
In toluene; acetonitrile for 3h;
5,10-dihydro-5,10-dimethylphenazine
15546-75-5

5,10-dihydro-5,10-dimethylphenazine

1,2,4,5-tetracyanobenzene
712-74-3

1,2,4,5-tetracyanobenzene

5,10-Dimethyl-5,10-dihydro-phenazine; compound with benzene-1,2,4,5-tetracarbonitrile
102964-35-2

5,10-Dimethyl-5,10-dihydro-phenazine; compound with benzene-1,2,4,5-tetracarbonitrile

Conditions
ConditionsYield
In acetonitrile
5,10-dihydro-5,10-dimethylphenazine
15546-75-5

5,10-dihydro-5,10-dimethylphenazine

9-dicyanomethylene-2,4,7-trinitrofluorene
1172-02-7

9-dicyanomethylene-2,4,7-trinitrofluorene

2-(2,4,7-Trinitro-fluoren-9-ylidene)-malononitrile; compound with 5,10-dimethyl-5,10-dihydro-phenazine
125106-12-9

2-(2,4,7-Trinitro-fluoren-9-ylidene)-malononitrile; compound with 5,10-dimethyl-5,10-dihydro-phenazine

Conditions
ConditionsYield
In acetonitrile
5,10-dihydro-5,10-dimethylphenazine
15546-75-5

5,10-dihydro-5,10-dimethylphenazine

chloranil
118-75-2

chloranil

5,10-Dimethyl-5,10-dihydro-phenazine; compound with 2,3,5,6-tetrachloro-[1,4]benzoquinone
125106-11-8

5,10-Dimethyl-5,10-dihydro-phenazine; compound with 2,3,5,6-tetrachloro-[1,4]benzoquinone

Conditions
ConditionsYield
In acetonitrile
5,10-dihydro-5,10-dimethylphenazine
15546-75-5

5,10-dihydro-5,10-dimethylphenazine

benzo<1,2-c:4,5-c'>bis<1,2,5>thiadiazole-4,8-diylidenebis(malononitrile)
99794-32-8

benzo<1,2-c:4,5-c'>bis<1,2,5>thiadiazole-4,8-diylidenebis(malononitrile)

2-(8-Dicyanomethylene-8H-benzo[1,2-c;4,5-c']bis[1,2,5]thiadiazol-4-ylidene)-malononitrile; compound with 5,10-dimethyl-5,10-dihydro-phenazine
104792-52-1

2-(8-Dicyanomethylene-8H-benzo[1,2-c;4,5-c']bis[1,2,5]thiadiazol-4-ylidene)-malononitrile; compound with 5,10-dimethyl-5,10-dihydro-phenazine

5,10-dihydro-5,10-dimethylphenazine
15546-75-5

5,10-dihydro-5,10-dimethylphenazine

5,10-Dimethyl-5,10-dihydro-phenazine; compound with 2,3-dicyano-but-2-enedinitrile
83720-87-0

5,10-Dimethyl-5,10-dihydro-phenazine; compound with 2,3-dicyano-but-2-enedinitrile

C19H15N5O
83720-86-9

C19H15N5O

Conditions
ConditionsYield
With oxygen In ethanol
5,10-dihydro-5,10-dimethylphenazine
15546-75-5

5,10-dihydro-5,10-dimethylphenazine

2,3-dicyano-5,6-dichloro-p-benzoquinone
84-58-2

2,3-dicyano-5,6-dichloro-p-benzoquinone

5,10-Dimethyl-5,10-dihydro-phenazine; compound with 4,5-dichloro-3,6-dioxo-cyclohexa-1,4-diene-1,2-dicarbonitrile
125106-10-7

5,10-Dimethyl-5,10-dihydro-phenazine; compound with 4,5-dichloro-3,6-dioxo-cyclohexa-1,4-diene-1,2-dicarbonitrile

Conditions
ConditionsYield
In acetonitrile
5,10-dihydro-5,10-dimethylphenazine
15546-75-5

5,10-dihydro-5,10-dimethylphenazine

malononitrile
109-77-3

malononitrile

2-(10-(methylphenazine)-2-ylidene)propanedinitrile
83720-90-5

2-(10-(methylphenazine)-2-ylidene)propanedinitrile

5,10-dihydro-5,10-dimethylphenazine
15546-75-5

5,10-dihydro-5,10-dimethylphenazine

p-benzoquinone
106-51-4

p-benzoquinone

5,10-Dimethyl-5,10-dihydro-phenazine; compound with [1,4]benzoquinone
125106-17-4

5,10-Dimethyl-5,10-dihydro-phenazine; compound with [1,4]benzoquinone

Conditions
ConditionsYield
In acetonitrile
5,10-dihydro-5,10-dimethylphenazine
15546-75-5

5,10-dihydro-5,10-dimethylphenazine

C14H14N2(1+)*BF4(1-)

C14H14N2(1+)*BF4(1-)

Conditions
ConditionsYield
With nitrosonium tetrafluoroborate; trifluoroacetic acid In acetonitrile
5,10-dihydro-5,10-dimethylphenazine
15546-75-5

5,10-dihydro-5,10-dimethylphenazine

C14H14N2(1+)*Cl2O2P(1-)

C14H14N2(1+)*Cl2O2P(1-)

Conditions
ConditionsYield
With N,N-dimethyl-formamide; trichlorophosphate In benzene
5,10-dihydro-5,10-dimethylphenazine
15546-75-5

5,10-dihydro-5,10-dimethylphenazine

5,10-dihydro-5,10-dimethylphenazine radical cation

5,10-dihydro-5,10-dimethylphenazine radical cation

Conditions
ConditionsYield
With 1,1,2,2-tetraisopropylhydrazine radical cation; tetrabutylammonium perchlorate In acetonitrile at 25℃; Rate constant; single electron transfer, other reagents;

5,10-Dimethyldihydrophenazine Chemical Properties

Molecular Structure of 5,10-Dimethyldihydrophenazine (CAS NO.15546-75-5):

IUPAC Name: 5,10-dimethylphenazine
Empirical Formula: C14H14N2
Molecular Weight: 210.2744
H bond acceptors: 2
H bond donors: 0
Freely Rotating Bonds: 0
Polar Surface Area: 6.48 Å2
Index of Refraction: 1.615
Molar Refractivity: 65.73 cm3
Molar Volume: 188.1 cm3
Surface Tension: 41.3 dyne/cm
Density: 1.117 g/cm3
Flash Point: 149.7 °C
Enthalpy of Vaporization: 58.29 kJ/mol
Boiling Point: 339.4 °C at 760 mmHg
Vapour Pressure: 9.2E-05 mmHg at 25°C
Melting point: 150-152 °C (dec.)(lit.)
Product Categories: Heterocyclic Building Blocks; N-Containing;Others

5,10-Dimethyldihydrophenazine Safety Profile

Hazard Codes: ToxicT
Risk Statements: 23/24/25-36/37/38
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed. 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-28-36/37/39-45
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S28:After contact with skin, wash immediately with plenty of soap-suds. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR: UN 2811 6.1/PG 3
WGK Germany: 3
HazardClass: 6.1(b)
PackingGroup: III

5,10-Dimethyldihydrophenazine Specification

  5,10-Dimethyldihydrophenazine , with CAS number of 15546-75-5, can be called phenazine, 5,10-dihydro-5,10-dimethyl- ; 5,10-Dihydro-5,10-dimethylphenazine ; 5,10-dihydro-5,10-dimethylphenazine 98% .

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