Product Name

  • Name

    Benzophenone hydrazone

  • EINECS 226-321-8
  • CAS No. 5350-57-2
  • Article Data83
  • CAS DataBase
  • Density 1.05 g/cm3
  • Solubility
  • Melting Point 95-98 °C(lit.)
  • Formula C13H12N2
  • Boiling Point 328 °C at 760 mmHg
  • Molecular Weight 196.252
  • Flash Point 152.1 °C
  • Transport Information UN 2811
  • Appearance white to light yellow crystal powder
  • Safety 22-24/25-36-26
  • Risk Codes 22-36/37/38-20/21/22
  • Molecular Structure Molecular Structure of 5350-57-2 (Benzophenone hydrazone)
  • Hazard Symbols HarmfulXn
  • Synonyms Diphenyl ketone hydrazone;Diphenylmethanone hydrazone;Methanone, diphenyl-, hydrazone;Benzophenone hydrazone(BPH);Benzophenine Hydrazone;Benzophenone, hydrazone (6CI,7CI,8CI);Methanone, diphenyl-, hydrazone;
  • PSA 38.38000
  • LogP 3.09800

Synthetic route

benzophenone
119-61-9

benzophenone

benzophenone hydrazone
5350-57-2

benzophenone hydrazone

Conditions
ConditionsYield
With hydrazine hydrate In ethanol for 12h; Heating;100%
With hydrazine hydrate; acetic acid In ethanol at 100℃; for 21h; Inert atmosphere;100%
With hydrazine hydrate In ethanol for 4h; Reflux;100%
Benzophenone oxime
574-66-3

Benzophenone oxime

benzophenone hydrazone
5350-57-2

benzophenone hydrazone

Conditions
ConditionsYield
With hydrazine hydrate In ethanol for 1h; Heating;95%
With hydrazine hydrate In diethylene glycol for 1h; Heating;
diazodiphenylmethane
908093-98-1

diazodiphenylmethane

benzophenone hydrazone
5350-57-2

benzophenone hydrazone

Conditions
ConditionsYield
With tetramethylammonium tetrafluoroborate; benzoic acid In N,N-dimethyl-formamide at 23℃; Product distribution; other proton donors, other temp.; electrolytic reduction;86%
benzophenone
119-61-9

benzophenone

hydrazine hydrate
7803-57-8

hydrazine hydrate

benzophenone hydrazone
5350-57-2

benzophenone hydrazone

Conditions
ConditionsYield
With 1-butyl-3-methylimidazolium Tetrafluoroborate at 100℃; for 4h;95.2%
diazodiphenylmethane
908093-98-1

diazodiphenylmethane

A

benzophenone
119-61-9

benzophenone

B

Diphenylmethane
101-81-5

Diphenylmethane

C

benzophenone hydrazone
5350-57-2

benzophenone hydrazone

D

benzophenone azine
983-79-9

benzophenone azine

E

N-benzhydrylbenzophenone hydrazone
25022-93-9

N-benzhydrylbenzophenone hydrazone

Conditions
ConditionsYield
With 2,2,2-trifluoroethanol; tetrabutylammonium perchlorate In N,N-dimethyl-formamide Product distribution; Ambient temperature; electrolytic reduction; other reagents, reagent ratio, potentials;A 0.1%
B 88%
C 2.5%
D 0.5%
E 0.4%
diazodiphenylmethane
908093-98-1

diazodiphenylmethane

A

benzophenone
119-61-9

benzophenone

B

Diphenylmethane
101-81-5

Diphenylmethane

C

benzophenone hydrazone
5350-57-2

benzophenone hydrazone

D

N-benzhydrylbenzophenone hydrazone
25022-93-9

N-benzhydrylbenzophenone hydrazone

Conditions
ConditionsYield
With tetrabutylammonium perchlorate; diethyl malonate In N,N-dimethyl-formamide at 20 - 23℃; Pt-cathode; Further byproducts given;A 1%
B 85%
C 7.6%
D 3%
trans-,trans-,trans-C12H18NiC(N2)(C6H5)2

trans-,trans-,trans-C12H18NiC(N2)(C6H5)2

B

benzophenone hydrazone
5350-57-2

benzophenone hydrazone

C

nickel
7440-02-0

nickel

Conditions
ConditionsYield
In diethyl ether byproducts: N2; heating cautiously to 20°C;A 89%
B n/a
C n/a
benzophenone semicarbazone
14066-73-0

benzophenone semicarbazone

benzophenone hydrazone
5350-57-2

benzophenone hydrazone

Conditions
ConditionsYield
With silica gel In dichloromethane Microwave irradiation;
benzophenone thiosemicarbazone
7341-60-8

benzophenone thiosemicarbazone

benzophenone hydrazone
5350-57-2

benzophenone hydrazone

Conditions
ConditionsYield
With silica gel In dichloromethane Microwave irradiation;
benzophenone N-phenylhydrazone
574-61-8

benzophenone N-phenylhydrazone

benzophenone hydrazone
5350-57-2

benzophenone hydrazone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: manganese(IV) oxide / 130 °C / Microwave irradiation
2: toluene-4-sulfonic acid; hydrazine hydrate / ethanol / 6.5 h / Reflux
View Scheme
C25H22P(1+)*C16H26B10N3(1-)

C25H22P(1+)*C16H26B10N3(1-)

A

benzophenone hydrazone
5350-57-2

benzophenone hydrazone

B

C25H22P(1+)*B10H12N(1-)

C25H22P(1+)*B10H12N(1-)

Conditions
ConditionsYield
With sodium hydroxide In ethanol Reflux;
diazodiphenylmethane
908093-98-1

diazodiphenylmethane

A

Diphenylmethane
101-81-5

Diphenylmethane

B

benzophenone hydrazone
5350-57-2

benzophenone hydrazone

C

benzophenone azine
983-79-9

benzophenone azine

D

N-benzhydrylbenzophenone hydrazone
25022-93-9

N-benzhydrylbenzophenone hydrazone

Conditions
ConditionsYield
With tetrabutylammonium perchlorate; diethyl malonate In N,N-dimethyl-formamide at 20 - 23℃; Mechanism; interm. anion radicals, var. temp.;A 34%
B 37%
C 0.3%
D 2.5%
With tetrabutylammonium perchlorate; diethyl malonate In N,N-dimethyl-formamide at 20 - 23℃; Pt-cathode;A 34%
B 37%
C 0.3%
D 2.5%
diphenyldiazomethane triphenylphosphazine
1109-01-9

diphenyldiazomethane triphenylphosphazine

A

benzophenone hydrazone
5350-57-2

benzophenone hydrazone

B

triphenylphosphine
603-35-0

triphenylphosphine

C

benzophenone azine
983-79-9

benzophenone azine

D

diphenylphosphane
829-85-6

diphenylphosphane

E

Benzhydrylamine
91-00-9

Benzhydrylamine

Conditions
ConditionsYield
With sodium In tetrahydrofuran for 45h; Mechanism;A 5.5%
B 38%
C 30%
D 25%
E 40%
benzophenone
119-61-9

benzophenone

ethanol
64-17-5

ethanol

hydrazine hydrate
7803-57-8

hydrazine hydrate

benzophenone hydrazone
5350-57-2

benzophenone hydrazone

Conditions
ConditionsYield
at 150℃; im Rohr;
ethanol
64-17-5

ethanol

benzophenone-(triethylphosphoranylidene-hydrazone)
82540-62-3

benzophenone-(triethylphosphoranylidene-hydrazone)

benzophenone hydrazone
5350-57-2

benzophenone hydrazone

ethanol
64-17-5

ethanol

diphenyldiazomethane triphenylphosphazine
1109-01-9

diphenyldiazomethane triphenylphosphazine

A

benzophenone hydrazone
5350-57-2

benzophenone hydrazone

B

Triphenylphosphine oxide
791-28-6

Triphenylphosphine oxide

ethanol
64-17-5

ethanol

benzhydrylidene-(diethyl-phenyl-phosphoranylidene)-hydrazine

benzhydrylidene-(diethyl-phenyl-phosphoranylidene)-hydrazine

A

benzophenone hydrazone
5350-57-2

benzophenone hydrazone

B

diethylphenylphosphine oxide
24323-92-0

diethylphenylphosphine oxide

ethanol
64-17-5

ethanol

diazodiphenylmethane
908093-98-1

diazodiphenylmethane

colloid/al palladium

colloid/al palladium

A

Diphenylmethane
101-81-5

Diphenylmethane

B

benzophenone hydrazone
5350-57-2

benzophenone hydrazone

Conditions
ConditionsYield
Hydrogenation;
benzophenone hydrazone
5350-57-2

benzophenone hydrazone

diazodiphenylmethane
908093-98-1

diazodiphenylmethane

Conditions
ConditionsYield
With lead(IV) acetate; 1,1,3,3-tetramethylguanidine In dichloromethane at -78℃;100%
With sodium sulfate; potassium hydroxide; mercury(II) oxide In diethyl ether; ethanol for 1h;100%
With sodium sulfate; potassium hydroxide; mercury(II) oxide In diethyl ether; ethanol for 1h;100%
[5-(benzhydrylidenehydrazonomethyl)-4-bromothiophen-2-ylmethyl]dimethylamine

[5-(benzhydrylidenehydrazonomethyl)-4-bromothiophen-2-ylmethyl]dimethylamine

benzophenone hydrazone
5350-57-2

benzophenone hydrazone

[4-(N'-benzhydrylidenehydrazino)-5-(benzhydrylidenehydrazonomethyl)thiophen-2-ylmethyl]dimethylamine

[4-(N'-benzhydrylidenehydrazino)-5-(benzhydrylidenehydrazonomethyl)thiophen-2-ylmethyl]dimethylamine

Conditions
ConditionsYield
With caesium carbonate; 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate In toluene at 100℃; for 4.5h;100%
1-(4-bromobenzyl)-4-methanesulfonylpiperazine
423743-43-5

1-(4-bromobenzyl)-4-methanesulfonylpiperazine

benzophenone hydrazone
5350-57-2

benzophenone hydrazone

N-benzhydrylidene-N'-[4-(4-methanesulfonylpiperazin-1-ylmethyl)phenyl]hydrazine
850170-96-6

N-benzhydrylidene-N'-[4-(4-methanesulfonylpiperazin-1-ylmethyl)phenyl]hydrazine

Conditions
ConditionsYield
With 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; palladium diacetate In toluene at 105℃; for 4h;100%
methyl 3-(4-bromophenyl)-2,2-dimethyl-3-phenylpropanoate
1025474-75-2

methyl 3-(4-bromophenyl)-2,2-dimethyl-3-phenylpropanoate

benzophenone hydrazone
5350-57-2

benzophenone hydrazone

C31H30N2O2
1025763-35-2

C31H30N2O2

Conditions
ConditionsYield
With caesium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In toluene at 95℃; for 12h;100%
benzophenone hydrazone
5350-57-2

benzophenone hydrazone

5-Bromo-2-fluoro-benzonitrile
179897-89-3

5-Bromo-2-fluoro-benzonitrile

benzophenone N-4-fluoro-3-cyanophenylhydrazone

benzophenone N-4-fluoro-3-cyanophenylhydrazone

Conditions
ConditionsYield
With sodium hydroxide; palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In tert-Amyl alcohol at 103℃; for 12h;100%
4-chloropentanoyl chloride
63480-12-6

4-chloropentanoyl chloride

benzophenone hydrazone
5350-57-2

benzophenone hydrazone

4-Chloro-N'-(diphenylmethylene)pentane hydrazide
1338582-47-0

4-Chloro-N'-(diphenylmethylene)pentane hydrazide

Conditions
ConditionsYield
With pyridine In dichloromethane at 0 - 20℃; for 16h;100%
benzophenone hydrazone
5350-57-2

benzophenone hydrazone

3-((2-chloropyridin-4-yl)oxy)-6-iodo-2-methylpyridine

3-((2-chloropyridin-4-yl)oxy)-6-iodo-2-methylpyridine

3-((2-chloropyridin-4-yl)oxy)-6-(2-(diphenylmethylene)hydrazinyl)-2-methylpyridine

3-((2-chloropyridin-4-yl)oxy)-6-(2-(diphenylmethylene)hydrazinyl)-2-methylpyridine

Conditions
ConditionsYield
With palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate In toluene at 105℃; for 16h; Inert atmosphere;100%
methyl 2-chloroacetoacetate
4755-81-1

methyl 2-chloroacetoacetate

benzophenone hydrazone
5350-57-2

benzophenone hydrazone

methyl 4-chloro-3-methyl-5,5-diphenyl-4,5-dihydro-1H-pyrazole-4-carboxylate

methyl 4-chloro-3-methyl-5,5-diphenyl-4,5-dihydro-1H-pyrazole-4-carboxylate

Conditions
ConditionsYield
at 100℃; for 0.0166667h; Microwave irradiation; Green chemistry;100%
benzophenone hydrazone
5350-57-2

benzophenone hydrazone

ethyl acetoacetate
141-97-9

ethyl acetoacetate

ethyl 3-methyl-5,5-diphenyl-4,5-dihydro-1H-pyrazole-4-carboxylate

ethyl 3-methyl-5,5-diphenyl-4,5-dihydro-1H-pyrazole-4-carboxylate

Conditions
ConditionsYield
at 100℃; for 0.0166667h; Microwave irradiation; Green chemistry;100%
benzophenone hydrazone
5350-57-2

benzophenone hydrazone

acetoacetic acid methyl ester
105-45-3

acetoacetic acid methyl ester

methyl 3-methyl-5,5-diphenyl-4,5-dihydro-1H-pyrazole-4-carboxylate

methyl 3-methyl-5,5-diphenyl-4,5-dihydro-1H-pyrazole-4-carboxylate

Conditions
ConditionsYield
at 100℃; for 0.0166667h; Microwave irradiation; Green chemistry;100%
benzophenone hydrazone
5350-57-2

benzophenone hydrazone

2-bromo-5-(2,6-dichloro-4-nitrophenoxy)benzonitrile

2-bromo-5-(2,6-dichloro-4-nitrophenoxy)benzonitrile

5-(2,6-dichloro-4-nitrophenoxy)-2-(2-(diphenylmethylene)hydrazinyl)benzonitrile

5-(2,6-dichloro-4-nitrophenoxy)-2-(2-(diphenylmethylene)hydrazinyl)benzonitrile

Conditions
ConditionsYield
Stage #1: benzophenone hydrazone With palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In toluene at 100℃; for 0.05h; Inert atmosphere;
Stage #2: 2-bromo-5-(2,6-dichloro-4-nitrophenoxy)benzonitrile With caesium carbonate In toluene at 100℃; for 5h; Inert atmosphere;
100%
benzophenone hydrazone
5350-57-2

benzophenone hydrazone

benzophenone azine
983-79-9

benzophenone azine

Conditions
ConditionsYield
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In dimethyl sulfoxide at 25 - 45℃; for 0.416667h;99%
With iron(III) chloride In chloroform for 3h; Reflux;99%
With iron(III) chloride In chloroform for 3h; Time; Reflux;99%
benzophenone hydrazone
5350-57-2

benzophenone hydrazone

cyclohexanone
108-94-1

cyclohexanone

1-cyclohexylidene-2-(diphenylmethylene)hydrazine
110421-88-0

1-cyclohexylidene-2-(diphenylmethylene)hydrazine

Conditions
ConditionsYield
In ethanol for 16h; Reflux;99%
[bis(acetoxy)iodo]benzene
3240-34-4

[bis(acetoxy)iodo]benzene

benzophenone hydrazone
5350-57-2

benzophenone hydrazone

benzhydryl acetate
954-67-6

benzhydryl acetate

Conditions
ConditionsYield
99%
para-bromotoluene
106-38-7

para-bromotoluene

benzophenone hydrazone
5350-57-2

benzophenone hydrazone

N-(4-methylphenyl) benzophenone hydrazone
40594-88-5

N-(4-methylphenyl) benzophenone hydrazone

Conditions
ConditionsYield
With palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate In toluene at 100℃; Arylation;99%
With palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate In toluene at 100℃;97%
With sodium hydroxide; 2-(dicyclohexylphosphino)-2'-methylbiphenyl; palladium diacetate In tert-Amyl alcohol at 103℃; for 3h; Product distribution; Further Variations:; Catalysts; Reagents; Solvents; Temperatures;92%
2-methylphenyl bromide
95-46-5

2-methylphenyl bromide

benzophenone hydrazone
5350-57-2

benzophenone hydrazone

N-(2-methylphenyl)benzophenone hydrazone
213257-69-3

N-(2-methylphenyl)benzophenone hydrazone

Conditions
ConditionsYield
With sodium t-butanolate; 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate In toluene at 90℃; for 8h;99%
With sodium hydroxide; 2-(dicyclohexylphosphino)-2'-methylbiphenyl; palladium diacetate In tert-Amyl alcohol at 103℃;85%
Stage #1: 2-methylphenyl bromide With sodium hydroxide In tert-Amyl alcohol Heating;
Stage #2: benzophenone hydrazone With 2-(dicyclohexylphosphino)-2'-methylbiphenyl; palladium diacetate In tert-Amyl alcohol at 103℃;
85%
2-chloropyridine
109-09-1

2-chloropyridine

benzophenone hydrazone
5350-57-2

benzophenone hydrazone

2-[2-(diphenylmethylene)hydrazinyl]pyridine
19848-68-1

2-[2-(diphenylmethylene)hydrazinyl]pyridine

Conditions
ConditionsYield
With (R)-(-)-1-[(S)-2-(dicyclohexylphosphino)ferrocenyl]ethyl di-t-butylphosphine; sodium t-butanolate; palladium diacetate In 1,2-dimethoxyethane at 70℃; for 16h;99%
With 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; palladium diacetate In toluene at 100℃; for 16h;70%
3-Chloropyridine
626-60-8

3-Chloropyridine

benzophenone hydrazone
5350-57-2

benzophenone hydrazone

3-(2-(diphenylmethylene)hydrazinyl)pyridine

3-(2-(diphenylmethylene)hydrazinyl)pyridine

Conditions
ConditionsYield
With (R)-(-)-1-[(S)-2-(dicyclohexylphosphino)ferrocenyl]ethyl di-t-butylphosphine; sodium t-butanolate; palladium diacetate In 1,2-dimethoxyethane at 70℃; for 16h;99%
benzophenone hydrazone
5350-57-2

benzophenone hydrazone

o-cyanobromobenzene
2042-37-7

o-cyanobromobenzene

2-(2-(diphenylmethylene)hydrazinyl)benzonitrile
1219024-53-9

2-(2-(diphenylmethylene)hydrazinyl)benzonitrile

Conditions
ConditionsYield
Stage #1: benzophenone hydrazone With palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In toluene at 100℃; for 0.05h; Inert atmosphere;
Stage #2: o-cyanobromobenzene With caesium carbonate In toluene at 20 - 100℃; for 7h; Inert atmosphere;
99%
Stage #1: benzophenone hydrazone With palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In toluene at 100℃; for 0.25h; Inert atmosphere;
Stage #2: o-cyanobromobenzene With caesium carbonate In toluene at 100℃; for 43h; Inert atmosphere;
74%
With palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In toluene at 100℃; for 12h; Inert atmosphere;
benzophenone hydrazone
5350-57-2

benzophenone hydrazone

2,5-hexanedione
110-13-4

2,5-hexanedione

N-(diphenylmethylidene)-2,5-dimethyl-1H-pyrrol-1-amine
1429629-84-4

N-(diphenylmethylidene)-2,5-dimethyl-1H-pyrrol-1-amine

Conditions
ConditionsYield
With sulfated anatase In neat (no solvent) at 20℃; for 0.05h; Paal-Knorr Pyrrole Synthesis; Milling; Green chemistry;99%
1,1,1-trifluoro-2-propanone
421-50-1

1,1,1-trifluoro-2-propanone

benzophenone hydrazone
5350-57-2

benzophenone hydrazone

1-(diphenylmethylene)-2-(1,1,1-trifluoropropan-2-ylidene)hydrazine

1-(diphenylmethylene)-2-(1,1,1-trifluoropropan-2-ylidene)hydrazine

Conditions
ConditionsYield
In neat (no solvent) Heating; Inert atmosphere; Sealed tube;99%
at 40℃; for 12h;98%
at 40℃; for 12h;98%
In ethanol at 40℃; for 4h;98%
In ethanol at 40℃; for 4h;98%
1,1-difluoroacetone
431-05-0

1,1-difluoroacetone

benzophenone hydrazone
5350-57-2

benzophenone hydrazone

1-(1,1-difluoropropan-2-ylidene)-2-(diphenylmethylene)hydrazine

1-(1,1-difluoropropan-2-ylidene)-2-(diphenylmethylene)hydrazine

Conditions
ConditionsYield
In neat (no solvent) Heating; Inert atmosphere; Sealed tube;99%
at 40℃; for 12h; Concentration;93%
at 40℃; for 12h;93%
Stage #1: 1,1-difluoroacetone; benzophenone hydrazone In ethanol at 40℃; for 3h;
Stage #2: With sodium hydrogencarbonate In ethanol for 1h;
In ethanol at 40℃; for 3h;
2-(2-chloroethoxy)acetyl chloride
39229-33-9

2-(2-chloroethoxy)acetyl chloride

benzophenone hydrazone
5350-57-2

benzophenone hydrazone

C17H17ClN2O2

C17H17ClN2O2

Conditions
ConditionsYield
With pyridine In dichloromethane99%
benzophenone hydrazone
5350-57-2

benzophenone hydrazone

benzophenone
119-61-9

benzophenone

Conditions
ConditionsYield
Stage #1: benzophenone hydrazone With chloro-trimethyl-silane; sodium iodide In acetonitrile at 20℃;
Stage #2: With water In acetonitrile for 0.0833333h;
98%
With copper(II) sulfate In tetrahydrofuran; methanol; water for 3.5h; Heating;90%
With dinitrogen tetraoxide In acetonitrile at -40℃; for 0.166667h;85%
bromochlorobenzene
106-39-8

bromochlorobenzene

benzophenone hydrazone
5350-57-2

benzophenone hydrazone

N-benzhydrylidene-N'-(4-chlorophenyl)-hydrazine
40594-87-4

N-benzhydrylidene-N'-(4-chlorophenyl)-hydrazine

Conditions
ConditionsYield
With palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; sodium t-butanolate In toluene at 80℃; for 1.5h; Arylation;98%
With sodium hydroxide; 2-(dicyclohexylphosphino)-2'-methylbiphenyl; palladium diacetate In tert-Amyl alcohol at 103℃;97%
Stage #1: bromochlorobenzene With sodium hydroxide In tert-Amyl alcohol Heating;
Stage #2: benzophenone hydrazone With 2-(dicyclohexylphosphino)-2'-methylbiphenyl; palladium diacetate In tert-Amyl alcohol at 103℃;
97%
3-methoxyphenyl bromide
2398-37-0

3-methoxyphenyl bromide

benzophenone hydrazone
5350-57-2

benzophenone hydrazone

N-(3-methoxyphenyl) benzophenone hydrazone
210536-90-6

N-(3-methoxyphenyl) benzophenone hydrazone

Conditions
ConditionsYield
With palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; sodium t-butanolate In toluene at 80℃; for 6h; Arylation;98%
With palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate In toluene at 100℃;95%
With bis(triphenylphosphine)nickel(II) chloride; sodium t-butanolate; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride In 1,4-dioxane at 50℃; for 5h; Inert atmosphere;59%
benzophenone hydrazone
5350-57-2

benzophenone hydrazone

cyclohexa-1,3-diene
1165952-91-9

cyclohexa-1,3-diene

1-(cyclohex-2-enyl)-2-(diphenylmethylene)hydrazine
959624-04-5

1-(cyclohex-2-enyl)-2-(diphenylmethylene)hydrazine

Conditions
ConditionsYield
With 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; bis(η3-allyl-μ-chloropalladium(II)) In dichloromethane at 23℃; for 24h;98%
benzophenone hydrazone
5350-57-2

benzophenone hydrazone

Diphenylmethane
101-81-5

Diphenylmethane

Conditions
ConditionsYield
With palladium 10% on activated carbon; water; hydrazine hydrate In ethanol at 100℃; Reagent/catalyst;97%
With potassium hydroxide for 0.5h; Reduction; Wolff-Kishner reduction; microwave irradiation;95%
With castor soap at 240℃; for 4h;50%
With potassium hydroxide In diethylene glycol for 3.5h; Wolff-Kishner reduction; Heating;
With potassium hydroxide In ethylene glycol at 200℃; Wolff-Kishner Reduction;
1.4-dibromobenzene
106-37-6

1.4-dibromobenzene

benzophenone hydrazone
5350-57-2

benzophenone hydrazone

N-benzhydrylidene-N'-(4-bromophenyl)-hydrazine
106046-95-1

N-benzhydrylidene-N'-(4-bromophenyl)-hydrazine

Conditions
ConditionsYield
With palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; sodium t-butanolate In toluene at 80℃; for 4h; Arylation;97%
With bis(triphenylphosphine)nickel(II) chloride; sodium t-butanolate; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride In 1,4-dioxane at 50℃; for 5h; Inert atmosphere;50%

Benzophenone Hydrazone Specification

The Benzophenone Hydrazone is an organic compound with the formula C13H12N2. The IUPAC name of this chemical is benzhydrylidenehydrazine. With the CAS registry number 5350-57-2, it is also named as (Diphenylmethylene)hydrazine. The product's categories are Pharmaceutical Intermediates; Aromatic Hydrazides, Hydrazines, Hydrazones and Oximes; Phenylhydrazine; Heterocyclic Compounds. Besides, it is a white to light yellow crystal powder, which should be stored in a dark cool and closed place. It can be used for intermediates of organic pigments and pharmaceutical.

Physical properties about Benzophenone Hydrazone are: (1)ACD/LogP: 2.79; (2)ACD/LogD (pH 5.5): 2.79; (3)ACD/LogD (pH 7.4): 2.79; (4)ACD/BCF (pH 5.5): 77.69; (5)ACD/BCF (pH 7.4): 77.7; (6)ACD/KOC (pH 5.5): 784.71; (7)ACD/KOC (pH 7.4): 784.8; (8)#H bond acceptors: 2; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 3; (11)Polar Surface Area: 15.6 Å2; (12)Index of Refraction: 1.583; (13)Molar Refractivity: 62.32 cm3; (14)Molar Volume: 186.3 cm3; (15)Polarizability: 24.7×10-24cm3; (16)Surface Tension: 41.7 dyne/cm; (17)Density: 1.05 g/cm3; (18)Flash Point: 152.1 °C; (19)Enthalpy of Vaporization: 57.03 kJ/mol; (20)Boiling Point: 328 °C at 760 mmHg; (21)Vapour Pressure: 0.000196 mmHg at 25°C.

Preparation: this chemical can be prepared by benzophenone. This reaction will need reagent anhydrous ethanol and hydrazine.



Uses of Benzophenone Hydrazone: it can be used to produce diazo-diphenyl-methane at ambient temperature. It will need reagent methanol and CH2Cl2.

When you are using this chemical, please be cautious about it as the following:
It is harmful by inhalation, in contact with skin and if swallowed. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides, this chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable protective clothing, do not breathe dust and avoid contact with skin and eyes.

You can still convert the following datas into molecular structure:
(1)SMILES: N(/N)=C(/c1ccccc1)c2ccccc2
(2)InChI: InChI=1/C13H12N2/c14-15-13(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H,14H2
(3)InChIKey: QYCSNMDOZNUZIT-UHFFFAOYAR
(4)Std. InChI: InChI=1S/C13H12N2/c14-15-13(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H,14H2
(5)Std. InChIKey: QYCSNMDOZNUZIT-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 134mg/kg (134mg/kg)   Pharmaceutical Chemistry Journal Vol. 27, Pg. 58, 1993.

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