Product Name

  • Name

    1,2-Diphenylhydrazine

  • EINECS 204-563-5
  • CAS No. 122-66-7
  • Article Data310
  • CAS DataBase
  • Density 1.179 g/cm3
  • Solubility 221 mg/L at 25 °C (U.S. EPA, 1980a)
  • Melting Point 123-126 °C(lit.)
  • Formula C12H12N2
  • Boiling Point 229.3 °C at 760 mmHg
  • Molecular Weight 184.241
  • Flash Point 87.7 °C
  • Transport Information UN 3077 9/PG 3
  • Appearance yellow crystalline powder
  • Safety 53-45-60-61
  • Risk Codes 45-22-50/53
  • Molecular Structure Molecular Structure of 122-66-7 (1,2-Diphenylhydrazine)
  • Hazard Symbols ToxicT, DangerousN
  • Synonyms Hydrazobenzene(8CI);Benzene,1,1'-hydrazobis-;N,N'-Bianiline;N,N'-Diphenylhydrazine;
  • PSA 24.06000
  • LogP 3.27160

Synthetic route

nitrobenzene
98-95-3

nitrobenzene

A

aniline
62-53-3

aniline

B

diphenyl hydrazine
122-66-7

diphenyl hydrazine

Conditions
ConditionsYield
With ammonia borane; gold on titanium oxide In ethanol at 20℃; for 0.5h; Inert atmosphere;A 92%
B 100%
With samarium; iodine; ammonium chloride In tetrahydrofuran; water at 20℃; for 4h; Reduction;A 56%
B 20%
Electrolysis;
C24H22N4OSi2

C24H22N4OSi2

diphenyl hydrazine
122-66-7

diphenyl hydrazine

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In chloroform-d1; water at 20℃; for 0.0833333h;100%
Azobenzene
1227476-15-4

Azobenzene

diphenyl hydrazine
122-66-7

diphenyl hydrazine

Conditions
ConditionsYield
With borane-ammonia complex; [C6H3-2,6-(CHN(t-Bu))2]Bi; water In tetrahydrofuran at 35℃; for 2h; Mechanism; Reagent/catalyst; Solvent; Temperature; Schlenk technique; Inert atmosphere;99%
With ammonium formate; 1-butyl-3-methylimidazolium Tetrafluoroborate; zinc In water at 20℃; for 0.416667h;98%
With hydrogen; potassium hydroxide In para-xylene at 80℃; for 5h;98.1%
azoxybenzene
495-48-7

azoxybenzene

diphenyl hydrazine
122-66-7

diphenyl hydrazine

Conditions
ConditionsYield
With sodium hydrogensulfide In ammonia at 40℃; for 5h; Product distribution;99%
With hydrazine hydrate; sodium hydroxide; [1,4]naphthoquinone at 55℃; for 6h; Temperature;99%
With sodium dithionite; 1,1′-dioctyl-4,4′-bipyridinium; potassium carbonate In water; acetonitrile at 35℃; for 1h;96%
Azobenzene
1227476-15-4

Azobenzene

bis(pinacol)diborane
73183-34-3

bis(pinacol)diborane

diphenyl hydrazine
122-66-7

diphenyl hydrazine

Conditions
ConditionsYield
Stage #1: Azobenzene; bis(pinacol)diborane With pyridine-4-carbonitrile In pentane at 70℃; for 24h; Inert atmosphere;
Stage #2: With water In pentane at 20℃; for 0.25h; Concentration; Temperature;
99%
N-Phenylhydroxylamine
100-65-2

N-Phenylhydroxylamine

A

aniline
62-53-3

aniline

B

diphenyl hydrazine
122-66-7

diphenyl hydrazine

Conditions
ConditionsYield
With aluminum telluride; water In tetrahydrofuran for 0.333333h; Product distribution; Heating;A 98%
B 1%
With aluminum telluride; water In tetrahydrofuran for 0.333333h; Heating;A 98%
B 1%
With bis(1,5-cyclooctadiene)diiridium(I) dichloride; 1,10-Phenanthroline; isopropyl alcohol; potassium hydroxide at 83℃; for 2h; Schlenk technique; Inert atmosphere;A 89 %Chromat.
B 11 %Chromat.
nitrobenzene
98-95-3

nitrobenzene

diphenyl hydrazine
122-66-7

diphenyl hydrazine

Conditions
ConditionsYield
With triethylsilane; indium(III) bromide In N,N-dimethyl-formamide at 60℃; for 8h;96%
With ammonia; lithium perchlorate In acetonitrile at 20℃; Electrolysis; chemoselective reaction;96%
With potassium hydroxide; aluminium In methanol at 20℃; for 0.25h; Reduction; Reductive coupling;95%
Azobenzene
1227476-15-4

Azobenzene

A

aniline
62-53-3

aniline

B

diphenyl hydrazine
122-66-7

diphenyl hydrazine

Conditions
ConditionsYield
With aluminum telluride; water In tetrahydrofuran for 0.333333h; Heating;A 4%
B 96%
With aluminum telluride; water In tetrahydrofuran for 0.333333h; Product distribution; Heating;A 4%
B 96%
With lithium vanadium(I) dihydride In tetrahydrofuran at 25℃; for 12h; Inert atmosphere;A 15%
B 85%
Nitrosobenzene
586-96-9

Nitrosobenzene

diphenyl hydrazine
122-66-7

diphenyl hydrazine

Conditions
ConditionsYield
With triethylsilane; indium(III) bromide In N,N-dimethyl-formamide at 60℃;94%
With diethyl ether; magnesium; magnesium iodide weiteres Reagens: Benzol; Eintragen des Reaktionsgemisches in Wasser;
Multi-step reaction with 3 steps
1: hydrazine
2: ; oxygen / ethanol / 1 h / 60 °C
3: ; hydrazine / 20 h / Reflux
View Scheme
Multi-step reaction with 2 steps
1: acetic acid / ethanol / 20 °C / Inert atmosphere
2: potassium carbonate; C30H29BrMnNO2P2; hydrogen / toluene / 24 h / 135 °C / 60006 Torr / Glovebox; Autoclave
View Scheme
trans-azobenzene
17082-12-1

trans-azobenzene

diphenyl hydrazine
122-66-7

diphenyl hydrazine

Conditions
ConditionsYield
With hydrazine hydrate In ethanol at 60℃; for 0.5h;92%
With borane-ammonia complex; tris(quinolin-8-yl)phosphite In tetrahydrofuran at 60℃; Kinetics; Catalytic behavior; Reagent/catalyst; Schlenk technique; Inert atmosphere; Sealed tube;91%
With sodium hydrogencarbonate; hydrazine hydrate; zirconium(IV) oxide In ethanol; water for 10h; Heating;86%
2-Chloronitrobenzene
88-73-3

2-Chloronitrobenzene

[1,4]naphthoquinone
130-15-4

[1,4]naphthoquinone

diphenyl hydrazine
122-66-7

diphenyl hydrazine

Conditions
ConditionsYield
With potassium hydroxide; platinum/charcoal In n-heptane; water; hydrogen91.5%
1,2-diphenyl-1,2-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)hydrazine

1,2-diphenyl-1,2-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)hydrazine

diphenyl hydrazine
122-66-7

diphenyl hydrazine

Conditions
ConditionsYield
With water at 20℃; for 48h; Inert atmosphere;90%
With water at 20℃; for 0.166667h; Inert atmosphere;
1,2-bis(2-chlorophenyl)hydrazine
782-74-1

1,2-bis(2-chlorophenyl)hydrazine

butan-1-ol
71-36-3

butan-1-ol

A

2-Chloroaniline
95-51-2

2-Chloroaniline

B

diphenyl hydrazine
122-66-7

diphenyl hydrazine

Conditions
ConditionsYield
A n/a
B 89.8%
azoxybenzene
495-48-7

azoxybenzene

A

aniline
62-53-3

aniline

B

diphenyl hydrazine
122-66-7

diphenyl hydrazine

Conditions
ConditionsYield
With aluminum telluride; water In tetrahydrofuran for 0.333333h; Heating;A 6%
B 86%
With aluminum telluride; water In tetrahydrofuran for 0.333333h; Product distribution; Heating;A 6%
B 86%
Azobenzene
1227476-15-4

Azobenzene

benzyl alcohol
100-51-6

benzyl alcohol

A

N-Benzylaniline
758640-21-0

N-Benzylaniline

B

benzylidene phenylamine
538-51-2

benzylidene phenylamine

C

diphenyl hydrazine
122-66-7

diphenyl hydrazine

Conditions
ConditionsYield
With 1 wtpercent of Pd on TiO2 In water at 29.84℃; for 4h; UV-irradiation; Inert atmosphere;A 85%
B 5%
C 10%
1-(dimethyl(phenyl)silyl)-1,2-diphenyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)hydrazine

1-(dimethyl(phenyl)silyl)-1,2-diphenyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)hydrazine

diphenyl hydrazine
122-66-7

diphenyl hydrazine

Conditions
ConditionsYield
With potassium tert-butylate In isopropyl alcohol; toluene at 20℃; for 22h; Inert atmosphere;85%
diethoxyphosphoryl-acetic acid ethyl ester
867-13-0

diethoxyphosphoryl-acetic acid ethyl ester

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

Azobenzene
1227476-15-4

Azobenzene

A

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
24393-56-4

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

B

diphenyl hydrazine
122-66-7

diphenyl hydrazine

Conditions
ConditionsYield
In N,N-dimethyl-formamide Ambient temperature; electrolysis;A 80%
B n/a
azoxybenzene
495-48-7

azoxybenzene

A

diphenyl hydrazine
122-66-7

diphenyl hydrazine

B

Azobenzene
1227476-15-4

Azobenzene

Conditions
ConditionsYield
With 1,3-bis(N',N'-dimethyl-4-aminopyridinium)propane diiodide; sodium hydride In N,N-dimethyl-formamide at 20℃; for 18h; UV-irradiation;A 5%
B 80%
With 1,3-bis(N',N'-dimethyl-4-aminopyridinium)propane diiodide; sodium hydride In N,N-dimethyl-formamide at 20℃; for 18h; UV-irradiation;A 73%
B 18%
With sulfur In various solvent(s) at 100℃; for 2h; in an autoclave;A 84 % Chromat.
B 12 % Chromat.
p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

A

aniline
62-53-3

aniline

B

diphenyl hydrazine
122-66-7

diphenyl hydrazine

Conditions
ConditionsYield
With potassium hydroxide; aluminium In methanol at 20℃; for 0.416667h; Reduction; Reductive coupling;A 14%
B 80%
2-(trimethylsilyl)phenyl trifluoromethanesulfonate
88284-48-4

2-(trimethylsilyl)phenyl trifluoromethanesulfonate

toluene-4-sulfonic acid hydrazide
1576-35-8

toluene-4-sulfonic acid hydrazide

A

phenyltolylsulfone
640-57-3

phenyltolylsulfone

B

diphenyl hydrazine
122-66-7

diphenyl hydrazine

Conditions
ConditionsYield
With cesium fluoride In acetonitrile at 90℃;A 75%
B 12%
ethyl 2-diethoxyphosphorylpropionate
3699-66-9

ethyl 2-diethoxyphosphorylpropionate

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

Azobenzene
1227476-15-4

Azobenzene

A

ethyl (E)-3-(4-methoxyphenyl)-2-methylpropenoate
52750-05-7, 119870-81-4, 115754-00-2

ethyl (E)-3-(4-methoxyphenyl)-2-methylpropenoate

B

diphenyl hydrazine
122-66-7

diphenyl hydrazine

Conditions
ConditionsYield
In N,N-dimethyl-formamide Ambient temperature; electrolysis;A 70%
B n/a
diethyl (dichloromethyl)phosphonate
3167-62-2

diethyl (dichloromethyl)phosphonate

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

Azobenzene
1227476-15-4

Azobenzene

A

1-(2,2-dichlorovinyl)-4-methoxybenzene
41448-64-0

1-(2,2-dichlorovinyl)-4-methoxybenzene

B

diphenyl hydrazine
122-66-7

diphenyl hydrazine

Conditions
ConditionsYield
In N,N-dimethyl-formamide Ambient temperature; electrolysis;A 70%
B n/a
nitrobenzene
98-95-3

nitrobenzene

A

aniline
62-53-3

aniline

B

diphenyl hydrazine
122-66-7

diphenyl hydrazine

C

Azobenzene
1227476-15-4

Azobenzene

D

azoxybenzene
495-48-7

azoxybenzene

Conditions
ConditionsYield
With indium; iodine In methanol at 50℃; for 12h; Product distribution; Further Variations:; reagents molar ratio;A 69%
B 20%
C n/a
D n/a

A

diphenyl hydrazine
122-66-7

diphenyl hydrazine

B

trans-azobenzene
17082-12-1

trans-azobenzene

Conditions
ConditionsYield
With 2-hydroxyethanethiol; {Fe(III)2Mn(II)O(OAc)6(Py)3} In N,N-dimethyl-formamide at 70℃; for 40h;A 66%
B 5%
nitrobenzene
98-95-3

nitrobenzene

A

diphenyl hydrazine
122-66-7

diphenyl hydrazine

B

Azobenzene
1227476-15-4

Azobenzene

Conditions
ConditionsYield
With indium(III) triflate; triethylsilane In N,N-dimethyl-formamide at 60℃; for 12h; Inert atmosphere;A 29%
B 64%
With 1,3-bis(N',N'-dimethyl-4-aminopyridinium)propane diiodide; sodium hydride In N,N-dimethyl-formamide at 20℃; for 18h; UV-irradiation;A 59%
B 23%
With methanol; iodine; magnesium for 1h; Product distribution; Ambient temperature; other nitroarenes, var. time, var. molar ratio, var. alcohols, also oxygen;A 34.5 % Chromat.
B 65.4 % Chromat.
Nitrosobenzene
586-96-9

Nitrosobenzene

A

aniline
62-53-3

aniline

B

diphenyl hydrazine
122-66-7

diphenyl hydrazine

Conditions
ConditionsYield
With aluminum telluride; water In tetrahydrofuran for 0.333333h; Product distribution; Heating;A 16%
B 63%
With aluminum telluride; water In tetrahydrofuran for 0.333333h; Heating;A 16%
B 63%
O,O-diethyl benzylphosphonate
1080-32-6

O,O-diethyl benzylphosphonate

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

Azobenzene
1227476-15-4

Azobenzene

A

E-1-(phenyl)-2-(4'-methoxyphenyl)ethene
1694-19-5

E-1-(phenyl)-2-(4'-methoxyphenyl)ethene

B

diphenyl hydrazine
122-66-7

diphenyl hydrazine

Conditions
ConditionsYield
In N,N-dimethyl-formamide Ambient temperature; electrolysis;A 60%
B n/a
O,O-diethyl benzylphosphonate
1080-32-6

O,O-diethyl benzylphosphonate

4-dimethylamino-benzaldehyde
100-10-7

4-dimethylamino-benzaldehyde

Azobenzene
1227476-15-4

Azobenzene

A

(E)-N,N-dimethyl-4-styrylbenzenamine
838-95-9

(E)-N,N-dimethyl-4-styrylbenzenamine

B

diphenyl hydrazine
122-66-7

diphenyl hydrazine

Conditions
ConditionsYield
In N,N-dimethyl-formamide Ambient temperature; electrolysis;A 55%
B n/a
Azobenzene
1227476-15-4

Azobenzene

benzyl alcohol
100-51-6

benzyl alcohol

A

N-Benzylaniline
758640-21-0

N-Benzylaniline

B

benzylidene phenylamine
538-51-2

benzylidene phenylamine

C

aniline
62-53-3

aniline

D

diphenyl hydrazine
122-66-7

diphenyl hydrazine

Conditions
ConditionsYield
With 0.5 wtpercent of Pd on TiO2 In water at 29.84℃; for 4h; UV-irradiation; Inert atmosphere;A 47%
B 10%
C 10%
D 27%
With 2 wtpercent of Pd on TiO2 In water at 29.84℃; for 4h; UV-irradiation; Inert atmosphere;A 6%
B 24%
C 30%
D 30%
azoxybenzene
495-48-7

azoxybenzene

A

aniline
62-53-3

aniline

B

diphenyl hydrazine
122-66-7

diphenyl hydrazine

C

Azobenzene
1227476-15-4

Azobenzene

Conditions
ConditionsYield
With sodium tetrahydroborate; nickel dichloride In methanol for 15h; Ambient temperature;A 17%
B 12.1%
C 45.7%
With sodium tetrahydroborate; chloro(1,5-cyclooctadiene)rhodium(I) dimer In isopropyl alcohol at 82.4℃;
diphenyl hydrazine
122-66-7

diphenyl hydrazine

Azobenzene
1227476-15-4

Azobenzene

Conditions
ConditionsYield
With sodium periodate In dichloromethane at 20℃; for 1h;100%
With pyridine; bromine In dichloromethane at 0℃; for 0.25h;100%
With benzeneseleninic anhydride In tetrahydrofuran for 0.166667h; Ambient temperature;99%
diphenyl hydrazine
122-66-7

diphenyl hydrazine

trans-azobenzene
17082-12-1

trans-azobenzene

Conditions
ConditionsYield
With tert-butylhypochlorite; sodium iodide In acetonitrile at 20℃; for 1h; Inert atmosphere;100%
With potassium tert-butylate; ammonia at -75 - 20℃; for 0.05h; Reagent/catalyst; Temperature; Sealed tube;99%
With pyridine; oxygen; copper(I) bromide In toluene under 760.051 Torr; for 0.25h;98%
chloro-diphenylphosphine
1079-66-9

chloro-diphenylphosphine

diphenyl hydrazine
122-66-7

diphenyl hydrazine

C24H21N2P*2ClH

C24H21N2P*2ClH

Conditions
ConditionsYield
In dichloromethane at 20℃; for 48h;98%
dimethylbis(η5-pentamethylcyclopentadienyl)uranium
67605-92-9

dimethylbis(η5-pentamethylcyclopentadienyl)uranium

diphenyl hydrazine
122-66-7

diphenyl hydrazine

(C5Me5)2U(=NPh)2

(C5Me5)2U(=NPh)2

Conditions
ConditionsYield
With C6Me6 In diethyl ether (Ar or He); stirring (68 h); recrystn. (toluene/diethyl ether);98%
Diphenylphosphine oxide
4559-70-0

Diphenylphosphine oxide

diphenyl hydrazine
122-66-7

diphenyl hydrazine

N,N′,P,P-tetraphenylphosphinic hydrazide
64718-16-7

N,N′,P,P-tetraphenylphosphinic hydrazide

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 100℃; for 0.5h; Sealed tube;98%
4-Phenylbenzaldehyde
3218-36-8

4-Phenylbenzaldehyde

diphenyl hydrazine
122-66-7

diphenyl hydrazine

diethyl malonate
105-53-3

diethyl malonate

4-([1,1'-biphenyl]-4-yl)-1,7-diphenyl-1,4,7,8-tetrahydrodipyrazolo[3,4-b:4',3'-e]pyridine-3,5-diol

4-([1,1'-biphenyl]-4-yl)-1,7-diphenyl-1,4,7,8-tetrahydrodipyrazolo[3,4-b:4',3'-e]pyridine-3,5-diol

Conditions
ConditionsYield
With ammonium acetate In ethanol for 0.0333333h; Reflux; Green chemistry;98%
1,1'-thiocarbonylbis(1,2,4-triazole)
63976-76-1

1,1'-thiocarbonylbis(1,2,4-triazole)

diphenyl hydrazine
122-66-7

diphenyl hydrazine

[1,2,4]Triazole-1-carbothioic acid N,N'-diphenyl-hydrazide
90396-11-5

[1,2,4]Triazole-1-carbothioic acid N,N'-diphenyl-hydrazide

Conditions
ConditionsYield
In acetone for 1.5h; Heating;97%
diphenyl hydrazine
122-66-7

diphenyl hydrazine

methyl iodide
74-88-4

methyl iodide

N,N'-dimethyl-N,N'-diphenyl-hydrazine
14996-70-4

N,N'-dimethyl-N,N'-diphenyl-hydrazine

Conditions
ConditionsYield
Stage #1: diphenyl hydrazine; methyl iodide With n-butyllithium In tetrahydrofuran; hexane at -60 - 20℃; for 2h;
Stage #2: methyl iodide In tetrahydrofuran; hexane for 3h; Further stages.;
97%
Stage #1: diphenyl hydrazine With n-butyllithium In tetrahydrofuran; hexane at -78 - -60℃; for 0.25h; Inert atmosphere;
Stage #2: methyl iodide In tetrahydrofuran; hexane at -60 - 20℃; for 4h; Inert atmosphere;
97%
tetrahydrofuran
109-99-9

tetrahydrofuran

diphenyl hydrazine
122-66-7

diphenyl hydrazine

C48H57Li3N6O3*C6H14

C48H57Li3N6O3*C6H14

Conditions
ConditionsYield
Stage #1: diphenyl hydrazine With trimethylsilylmethyllithium In tetrahydrofuran at 20℃; for 4h; Inert atmosphere;
Stage #2: tetrahydrofuran In hexane at -20℃; Inert atmosphere;
97%
bis(4-methoxyphenyl)phosphine oxide
15754-51-5

bis(4-methoxyphenyl)phosphine oxide

diphenyl hydrazine
122-66-7

diphenyl hydrazine

P,P-bis(4-methoxyphenyl)-N,N′-diphenylphosphinic hydrazide

P,P-bis(4-methoxyphenyl)-N,N′-diphenylphosphinic hydrazide

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 100℃; for 1h; Sealed tube;97%
allyl bromide
106-95-6

allyl bromide

diphenyl hydrazine
122-66-7

diphenyl hydrazine

N-allyl-N,N'-diphenylhydrazine
40395-35-5

N-allyl-N,N'-diphenylhydrazine

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran; hexane at -60 - 20℃; for 1h;96%
Stage #1: diphenyl hydrazine With n-butyllithium In tetrahydrofuran; hexane at -78 - -60℃; for 0.25h; Inert atmosphere;
Stage #2: allyl bromide In tetrahydrofuran; hexane at -60 - 20℃; for 1h; Inert atmosphere;
96%
With tetra(n-butyl)ammonium hydroxide; potassium bromide In dichloromethane
ethyl acetoacetate
141-97-9

ethyl acetoacetate

4-bromo-benzaldehyde
1122-91-4

4-bromo-benzaldehyde

diphenyl hydrazine
122-66-7

diphenyl hydrazine

4-(4-bromophenyl)-3,5-dimethyl-1,7-diphenyl-1,4,7,8-tetrahydrodipyrazolo[3,4-b:4',3'-e]pyridine

4-(4-bromophenyl)-3,5-dimethyl-1,7-diphenyl-1,4,7,8-tetrahydrodipyrazolo[3,4-b:4',3'-e]pyridine

Conditions
ConditionsYield
With ammonium acetate In ethanol for 0.5h; Reflux; Green chemistry;96%
Ethyl oxalyl chloride
4755-77-5

Ethyl oxalyl chloride

diphenyl hydrazine
122-66-7

diphenyl hydrazine

ethyl 2-(1,2-diphenylhydrazino)-2-oxoacetate
97738-62-0

ethyl 2-(1,2-diphenylhydrazino)-2-oxoacetate

Conditions
ConditionsYield
With triethylamine95%
Indole-3-carboxaldehyde
487-89-8

Indole-3-carboxaldehyde

ethyl acetoacetate
141-97-9

ethyl acetoacetate

diphenyl hydrazine
122-66-7

diphenyl hydrazine

4-(1H-indol-3-yl)-3,5-dimethyl-1,7-diphenyl-1,4,7,8-tetrahydrodipyrazolo[3,4-b:4',3'-e]pyridine

4-(1H-indol-3-yl)-3,5-dimethyl-1,7-diphenyl-1,4,7,8-tetrahydrodipyrazolo[3,4-b:4',3'-e]pyridine

Conditions
ConditionsYield
With ammonium acetate In ethanol for 0.5h; Reflux; Green chemistry;95%
diphenyl hydrazine
122-66-7

diphenyl hydrazine

aniline
62-53-3

aniline

Conditions
ConditionsYield
With hydrogen; NiCl2-Li-[poly(2-vinyl-naphthalene)-co-(divinylbenzene)] In tetrahydrofuran at 20℃; under 760.051 Torr; for 12h;93%
With titanium tetrachloride; magnesium In tetrahydrofuran at 20℃; Inert atmosphere;91%
With β-D-glucose; water at 25℃; for 10h; UV-irradiation;90%
dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

diphenyl hydrazine
122-66-7

diphenyl hydrazine

A

N-phenyl-N',N-dicyclohexylguanidine
4833-42-5

N-phenyl-N',N-dicyclohexylguanidine

B

trans-azobenzene
17082-12-1

trans-azobenzene

Conditions
ConditionsYield
With trimethylsilylmethyllithium In benzene at 110℃; for 24h; Glovebox; Schlenk technique; Inert atmosphere;A 93%
B n/a
(4-methoxyphenyl)(phenyl)phosphine oxide

(4-methoxyphenyl)(phenyl)phosphine oxide

diphenyl hydrazine
122-66-7

diphenyl hydrazine

P-(4-methoxyphenyl)-N,N′,P-triphenylphosphinic hydrazide

P-(4-methoxyphenyl)-N,N′,P-triphenylphosphinic hydrazide

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 100℃; for 0.5h; Reagent/catalyst; Solvent; Temperature; Sealed tube;93%
ethyl acetoacetate
141-97-9

ethyl acetoacetate

4-Phenylbenzaldehyde
3218-36-8

4-Phenylbenzaldehyde

diphenyl hydrazine
122-66-7

diphenyl hydrazine

4-([1,1'-biphenyl]-4-yl)-3,5-dimethyl-1,7-diphenyl-1,4,7,8-tetrahydrodipyrazolo[3,4-b:4',3'-e]pyridine

4-([1,1'-biphenyl]-4-yl)-3,5-dimethyl-1,7-diphenyl-1,4,7,8-tetrahydrodipyrazolo[3,4-b:4',3'-e]pyridine

Conditions
ConditionsYield
With ammonium acetate In ethanol for 0.5h; Reflux; Green chemistry;93%
phenylborondichloride
873-51-8

phenylborondichloride

diphenyl hydrazine
122-66-7

diphenyl hydrazine

hexaphenyl-1.2.4.5-tetraaza-3.6-diborane
13831-68-0

hexaphenyl-1.2.4.5-tetraaza-3.6-diborane

Conditions
ConditionsYield
With triethylamine In benzene 4 h heating 40-60°C;92%
With (C2H5)3N In benzene 4 h heating 40-60°C;92%
With triethylamine In benzene
2-(p-methoxyphenyl)-4-phenyl-6-(p-nitrophenyl)-3,4-dihydro-2H-sym-tetrazin-1-yl
99910-01-7

2-(p-methoxyphenyl)-4-phenyl-6-(p-nitrophenyl)-3,4-dihydro-2H-sym-tetrazin-1-yl

diphenyl hydrazine
122-66-7

diphenyl hydrazine

A

2-(p-methoxyphenyl)-4-phenyl-6-(p-nitrophenyl)-1,2,3,4-tetrahydro-sym-tetrazine
96385-57-8

2-(p-methoxyphenyl)-4-phenyl-6-(p-nitrophenyl)-1,2,3,4-tetrahydro-sym-tetrazine

B

Azobenzene
1227476-15-4

Azobenzene

Conditions
ConditionsYield
In benzeneA 92%
B 90%
In acetonitrile at 20℃; Rate constant; Equilibrium constant; activation energy (Ea), ΔS(excit.);

1,2-Diphenylhydrazine Consensus Reports

NTP 10th Report on Carcinogens. NCI Carcinogenesis Bioassay (feed); Clear Evidence: mouse, rat NCITR*    National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-CG-TR-92 ,1978. . Community Right-To-Know List. Reported in EPA TSCA Inventory.

1,2-Diphenylhydrazine Standards and Recommendations

DFG MAK: Animal Carcinogen, Suspected Human Carcinogen

1,2-Diphenylhydrazine Specification

The Hydrazobenzene with CAS registry number of 122-66-7 is also called Hydrazine,1,2-diphenyl-. The IUPAC name is 1,2-diphenylhydrazine. Its EINECS registry number is 204-563-5. In addition, the molecular formula is C12H12N2 and the molecular weight is 184.24. It is a kind of yellow crystalline powder.

Physical properties about this chemical are: (1)ACD/LogP: 2.94; (2)ACD/LogD (pH 5.5): 2.94; (3)ACD/LogD (pH 7.4): 2.94; (4)ACD/BCF (pH 5.5): 100.69; (5)ACD/BCF (pH 7.4): 101.01; (6)ACD/KOC (pH 5.5): 943.92; (7)ACD/KOC (pH 7.4): 946.98; (8)#H bond acceptors: 2; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 3; (11)Polar Surface Area: 6.48 Å2; (12)Index of Refraction: 1.7; (13)Molar Refractivity: 60.4 cm3; (14)Molar Volume: 156.2 cm3; (15)Polarizability: 23.94 ×10-24cm3; (16)Surface Tension: 52.5 dyne/cm; (17)Density: 1.179 g/cm3; (18)Flash Point: 87.7 °C; (19)Enthalpy of Vaporization: 46.59 kJ/mol; (20)Boiling Point: 229.3 °C at 760 mmHg; (21)Vapour Pressure: 0.07 mmHg at 25°C.

Preparation of Hydrazobenzene: it can be prepared by diphenyldiazene. This reaction is a kind of reduction reaction. And it will need reagents ultrasonically activated nickel and N2H4*H2O, and solvents toluene and tetrahydrofuran. The reaction time is 5 minutes at reaction temperature of 20 °C. The yield is about 90.3%.

Hydrazobenzene can be prepared by diphenyldiazene

Uses of Hydrazobenzene: this chemical can be used to produce anti-inflammatory drugs in pharmaceutical industry and benzidine dyes. In addition, it can be used to get trans-diphenyldiazene and aniline. This reaction will need reagent hydrated HZSM-5. The reaction time is 30 minutes at reaction temperature of 150 °C. The yield is about 59%.

Hydrazobenzene can be used to get trans-diphenyldiazene and aniline

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful if swallowed and may cause cancer. In addition, it is very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. You should avoid exposure-obtain special instructions before use. During using it, you should avoid release to the environment. And you can refer to special instructions/safety data sheets. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.).

You can still convert the following datas into molecular structure:
(1)SMILES: c2(NNc1ccccc1)ccccc2
(2)InChI: InChI=1/C12H12N2/c1-3-7-11(8-4-1)13-14-12-9-5-2-6-10-12/h1-10,13-14H
(3)InChIKey: YBQZXXMEJHZYMB-UHFFFAOYAR

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