Product Name

  • Name

    Phenylhydrazine

  • EINECS 202-873-5
  • CAS No. 100-63-0
  • Article Data237
  • CAS DataBase
  • Density 1.125 g/cm3
  • Solubility 145 g/L (20 °C) in water
  • Melting Point 19 °C
  • Formula C6H8N2
  • Boiling Point 243 °C at 760 mmHg
  • Molecular Weight 108.143
  • Flash Point 115.4 °C
  • Transport Information UN 2572 6.1/PG 2
  • Appearance colourless to pale yellow liquid
  • Safety 53-45-61
  • Risk Codes 45-23/24/25-36/38-43-48-50-68
  • Molecular Structure Molecular Structure of 100-63-0 (Phenylhydrazine)
  • Hazard Symbols ToxicT,DangerousN
  • Synonyms Hydrazinobenzene;Monophenylhydrazine;AI3-15399;BRN 0606080;CCRIS 511;Fenilidrazina;Fenilidrazina [Italian];Fenylhydrazine;Fenylhydrazine [Dutch];HSDB 1117;Hydrazine, phenyl-;Hydrazine-benzene;Hydrazobenzene;Phenylhydrazin [German];Phenylhydrazine [UN2572] [Poison];Phenylhydrazine and its salts;UN2572;
  • PSA 38.05000
  • LogP 1.74550

Synthetic route

benzene diazonium chloride
100-34-5

benzene diazonium chloride

phenylhydrazine
100-63-0

phenylhydrazine

Conditions
ConditionsYield
With palladium on activated charcoal; hydrogen at 30℃; under 3000.3 Torr; for 2h; Temperature; Pressure; Reagent/catalyst; Autoclave;94%
With hydrogenchloride; potassium chloride Electrolysis;
With hydrogenchloride; tin(ll) chloride
aniline
62-53-3

aniline

phenylhydrazine
100-63-0

phenylhydrazine

Conditions
ConditionsYield
With ammonium hydrogen sulfite; ammonium nitrite; ammonium bisulfite; sulfuric acid at 40 - 70℃; for 4h; pH=3;87.5%
Stage #1: aniline With hydrogenchloride; sodium nitrite In water at 65℃; pH=2.5;
Stage #2: With ammonium hydrogen sulfite In water at 8 - 70℃; for 1.75h; Temperature; pH-value; Further stages;
84%
Stage #1: aniline With hydrogenchloride; sodium nitrite In water for 2h;
Stage #2: With hydrogenchloride; sodium sulfite In water at 0 - 100℃; for 4h;
78.74%
iodobenzene
591-50-4

iodobenzene

phenylhydrazine
100-63-0

phenylhydrazine

Conditions
ConditionsYield
With potassium phosphate; copper(l) iodide; Oxalsaeure-bis-<β-benzoylhydrazid>; hydrazine hydrate In dimethyl sulfoxide at 20℃; for 12h;83%
With hydrazine hydrate for 3h; Reflux;
With potassium phosphate; copper(l) iodide; hydrazine hydrate at 120℃; for 6h; Sealed tube; Inert atmosphere;
Stage #1: iodobenzene With oxalic acid hydrazide; potassium phosphate; cetyltrimethylammonim bromide; 2,5-hexanedione; copper(I) bromide In water at 110℃; for 0.166667h; Sealed tube;
Stage #2: With hydrazine hydrate In water at 110℃; for 1h; Sealed tube;
68 %Chromat.
benzenediazonium tetrafluoroborate
369-57-3

benzenediazonium tetrafluoroborate

phenylhydrazine
100-63-0

phenylhydrazine

Conditions
ConditionsYield
With nickel dichloride; zinc In tetrahydrofuran Reduction;80%
Multi-step reaction with 2 steps
1: water; tetrahydrofuran / 0 - 20 °C
2: sulfuric acid / water; isopropyl alcohol / 6 h / Reflux
View Scheme
C24H22N2P(1+)*BF4(1-)

C24H22N2P(1+)*BF4(1-)

phenylhydrazine
100-63-0

phenylhydrazine

Conditions
ConditionsYield
With sulfuric acid In water; isopropyl alcohol for 6h; Reflux;79%
triphenyl-(N'-phenyl-hydrazino)-phosphonium; chloride

triphenyl-(N'-phenyl-hydrazino)-phosphonium; chloride

phenylhydrazine
100-63-0

phenylhydrazine

Conditions
ConditionsYield
With sulfuric acid In water; isopropyl alcohol for 6h; Reflux;75%
C24H22N2P(1+)*C2H3O2(1-)

C24H22N2P(1+)*C2H3O2(1-)

phenylhydrazine
100-63-0

phenylhydrazine

Conditions
ConditionsYield
With sulfuric acid In water; isopropyl alcohol for 6h; Reflux;70%
4-tert-butyl-1,3-diphenyl-5-(E)-styryl-1,2,4-triazoline
90331-10-5

4-tert-butyl-1,3-diphenyl-5-(E)-styryl-1,2,4-triazoline

A

N-t-butylbenzamide
5894-65-5

N-t-butylbenzamide

B

3-phenyl-propenal
104-55-2

3-phenyl-propenal

C

phenylhydrazine
100-63-0

phenylhydrazine

D

(E)-1,3-diphenyl-5-styryl-1H-1,2,4-triazole

(E)-1,3-diphenyl-5-styryl-1H-1,2,4-triazole

Conditions
ConditionsYield
With hydrogenchloride In ethanol for 4h; Ambient temperature;A n/a
B n/a
C n/a
D 37%
aniline
62-53-3

aniline

A

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

1,2-diamino-benzene

B

phenylhydrazine
100-63-0

phenylhydrazine

C

1,4-phenylenediamine
106-50-3

1,4-phenylenediamine

Conditions
ConditionsYield
With chloroamine; cationic exchanger KU-23 In diethyl ether at 20℃; for 1.5h; Product distribution; var. time;A 11%
B 12%
C 5%
methanol
67-56-1

methanol

5-oxo-1-phenyl-2,5-dihydro-1H-[1,2,3]triazole-4-carboxylic acid methyl ester; phenylhydrazine salt

5-oxo-1-phenyl-2,5-dihydro-1H-[1,2,3]triazole-4-carboxylic acid methyl ester; phenylhydrazine salt

A

diazomalonic acid methyl ester-anilide

diazomalonic acid methyl ester-anilide

B

phenylhydrazine
100-63-0

phenylhydrazine

benzenediazonium
2684-02-8

benzenediazonium

phenylhydrazine
100-63-0

phenylhydrazine

Conditions
ConditionsYield
With alkali sulfite anschl. mit H2SO3;
With alkali sulfite anschl. mit Zink-Staub und Essigsaeure;
With hydrogenchloride; sodium sulfite
With sodium carbonate; sodium sulfite anschliessend Behandeln mit Schwefeldioxid und Erwaermen mit wss. Salzsaeure;
With alkali disulfite und anschl. Erhitzen mit HCl;
6-methyl-3-(1-phenylhydrazono-ethyl)-pyran-2,4-dione
29214-73-1

6-methyl-3-(1-phenylhydrazono-ethyl)-pyran-2,4-dione

furan-2,3,5(4H)-trione pyridine (1:1)

furan-2,3,5(4H)-trione pyridine (1:1)

phenylhydrazine
100-63-0

phenylhydrazine

p-phenylene-bis-hydrazine-N,N'-dicarboxylic acid tetramethyl ester

p-phenylene-bis-hydrazine-N,N'-dicarboxylic acid tetramethyl ester

furan-2,3,5(4H)-trione pyridine (1:1)

furan-2,3,5(4H)-trione pyridine (1:1)

A

phenylhydrazine
100-63-0

phenylhydrazine

B

1,4-phenylenediamine
106-50-3

1,4-phenylenediamine

2,4-diphenyl-1-(2,4,5-trimethyl-phenyl)-2,5-dihydro-1H-[1,2,3]triazole

2,4-diphenyl-1-(2,4,5-trimethyl-phenyl)-2,5-dihydro-1H-[1,2,3]triazole

acetic acid
64-19-7

acetic acid

phenylhydrazine
100-63-0

phenylhydrazine

benzenediazonium; hydroxide
54478-82-9

benzenediazonium; hydroxide

phenylhydrazine
100-63-0

phenylhydrazine

Conditions
ConditionsYield
With zinc at 0℃;
With sulphurous acid
benzenediazonium sulphate

benzenediazonium sulphate

phenylhydrazine
100-63-0

phenylhydrazine

Conditions
ConditionsYield
With hydrogenchloride at 0℃; durch elektrolytische Reduktion an einer Quecksilber-Kathode;
N-benzyl-N-phenylhydrazine
614-31-3

N-benzyl-N-phenylhydrazine

A

phenylhydrazine
100-63-0

phenylhydrazine

B

1-benzyl-2-benzylidene-1-phenylhydrazine
2725-46-4

1-benzyl-2-benzylidene-1-phenylhydrazine

benzene diazonium chloride
100-34-5

benzene diazonium chloride

triphenylphosphine
603-35-0

triphenylphosphine

phenylhydrazine
100-63-0

phenylhydrazine

Conditions
ConditionsYield
anschliessende Hydrolyse;
3-phenyl-carbazic acid ; phenylhydrazine salt
142877-70-1

3-phenyl-carbazic acid ; phenylhydrazine salt

A

methylammonium carbonate
15719-64-9, 15719-76-3, 97762-63-5

methylammonium carbonate

B

phenylhydrazine
100-63-0

phenylhydrazine

Conditions
ConditionsYield
im geschlossenen Rohr;
Menthone
10458-14-7

Menthone

phenylhydrazine
100-63-0

phenylhydrazine

Conditions
ConditionsYield
Kinetics; l-menthone;
1-anilinomalonyl-3-methyl-4-(4'-nitrobenzeneazo)-5-pyrazolone
75205-75-3

1-anilinomalonyl-3-methyl-4-(4'-nitrobenzeneazo)-5-pyrazolone

A

4-amino-N-hydroxybenzenamine
43019-69-8

4-amino-N-hydroxybenzenamine

B

1-anilinomalonyl-3-methyl-4-aminopyrazolone
125464-25-7

1-anilinomalonyl-3-methyl-4-aminopyrazolone

C

3-(4-Hydroxy-3-methyl-5-oxo-4,5-dihydro-pyrazol-1-yl)-3-oxo-N-phenyl-propionamide

3-(4-Hydroxy-3-methyl-5-oxo-4,5-dihydro-pyrazol-1-yl)-3-oxo-N-phenyl-propionamide

D

phenylhydrazine
100-63-0

phenylhydrazine

Conditions
ConditionsYield
In water; N,N-dimethyl-formamide Mechanism; electrochemical reduction, buffer; pH range of 2-10;
3-(N-Nitro-N-phenylhydrazono)pentane-2,4-dione
129302-56-3

3-(N-Nitro-N-phenylhydrazono)pentane-2,4-dione

A

3-Aminopentan-2,4-dion
142414-84-4

3-Aminopentan-2,4-dion

B

phenylhydrazine
100-63-0

phenylhydrazine

Conditions
ConditionsYield
In water; N,N-dimethyl-formamide at 25℃; Product distribution; Mechanism; coulometry: E = -1.8V, pH 2.5; variation of condition;
C6H5N2(1+)*O4S(1-)

C6H5N2(1+)*O4S(1-)

A

bromobenzene
108-86-1

bromobenzene

B

biphenyl
92-52-4

biphenyl

C

chlorobenzene
108-90-7

chlorobenzene

D

phenylhydrazine
100-63-0

phenylhydrazine

E

benzene
71-43-2

benzene

F

phenol
108-95-2

phenol

Conditions
ConditionsYield
for 0.5h; Product distribution; Ambient temperature; in the absence and presence of reductant, stimulants ( SnCl2, Fe salts, ascorbic acid) and halide ions;
aniline
62-53-3

aniline

A

4-Aminobiphenyl
92-67-1

4-Aminobiphenyl

B

2-phenylaniline
90-41-5

2-phenylaniline

C

diphenylamine
122-39-4

diphenylamine

D

phenylhydrazine
100-63-0

phenylhydrazine

Conditions
ConditionsYield
With alkaline chloramine at 50℃; Product distribution; var. time;
benzaldehyde phenylhydrazone
588-64-7

benzaldehyde phenylhydrazone

A

benzaldehyde
100-52-7

benzaldehyde

B

phenylhydrazine
100-63-0

phenylhydrazine

Conditions
ConditionsYield
With hydrogenchloride; water In ethanol at 25℃; Rate constant; Thermodynamic data; Equilibrium constant; other cond.: further reagents; other obj. of st.: E(excit.), ΔH(excit.), -(DS(excit.));
hydrogenchloride
7647-01-0

hydrogenchloride

3-(β-phenylhydrazono-phenethyl)-phthalide

3-(β-phenylhydrazono-phenethyl)-phthalide

phenylhydrazine
100-63-0

phenylhydrazine

hydrogenchloride
7647-01-0

hydrogenchloride

3-(3-methyl-β-phenylhydrazono-phenethyl)-3H-benz[de]isochromen-1-one

3-(3-methyl-β-phenylhydrazono-phenethyl)-3H-benz[de]isochromen-1-one

phenylhydrazine
100-63-0

phenylhydrazine

5-methyl-3-phenyl-1,3,4-oxadiazol-2(3H)-one
28740-63-8

5-methyl-3-phenyl-1,3,4-oxadiazol-2(3H)-one

alcoholic ammonium sulfide solution

alcoholic ammonium sulfide solution

phenylhydrazine
100-63-0

phenylhydrazine

Conditions
ConditionsYield
at 100℃;
(5-methyl-3-phenyl-3H-[1,3,4]oxadiazol-2-ylidene)-phenyl-amine

(5-methyl-3-phenyl-3H-[1,3,4]oxadiazol-2-ylidene)-phenyl-amine

alcoholic KOH-solution

alcoholic KOH-solution

phenylhydrazine
100-63-0

phenylhydrazine

pyridine-2-carbaldehyde
1121-60-4

pyridine-2-carbaldehyde

phenylhydrazine
100-63-0

phenylhydrazine

(E)-1-(2-pyridinyl)methylene-2-phenylhydrazine
30915-38-9

(E)-1-(2-pyridinyl)methylene-2-phenylhydrazine

Conditions
ConditionsYield
In ethanol for 6h; Reflux;100%
With acetic acid In ethanol for 3h; Reflux;91%
With 1-deoxy-1-(methylamino)-D-glucitol In ethanol; water at 20℃; for 0.666667h; Green chemistry;85%
succinic acid anhydride
108-30-5

succinic acid anhydride

phenylhydrazine
100-63-0

phenylhydrazine

4-oxo-4-(2-phenylhydrazinyl)butanoic acid
14580-01-9

4-oxo-4-(2-phenylhydrazinyl)butanoic acid

Conditions
ConditionsYield
In acetonitrile at 20℃; for 24h;100%
With ethanol
acetic anhydride
108-24-7

acetic anhydride

phenylhydrazine
100-63-0

phenylhydrazine

1-acetyl-2-phenylhydrazine
114-83-0

1-acetyl-2-phenylhydrazine

Conditions
ConditionsYield
In diethyl ether at 0℃; for 10h;100%
Stage #1: phenylhydrazine With triethylamine In dichloromethane at 0℃; Inert atmosphere;
Stage #2: acetic anhydride In dichloromethane at 0 - 20℃; Inert atmosphere;
97%
With pyridine; aluminum oxide at 90 - 92℃; for 1h; microwave irradiation;65%
4-methyl-benzaldehyde
104-87-0

4-methyl-benzaldehyde

phenylhydrazine
100-63-0

phenylhydrazine

4-methylbenzaldehyde phenylhydrazone
2829-25-6

4-methylbenzaldehyde phenylhydrazone

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In dichloromethane100%
In neat (no solvent) at 20℃; for 0.00277778h;97%
With oxidized single-walled carbon nanotubes(SWCNs-COOH) In ethanol at 80℃; for 1.25h;96%
ethyl acetoacetate
141-97-9

ethyl acetoacetate

phenylhydrazine
100-63-0

phenylhydrazine

edaravone
89-25-8

edaravone

Conditions
ConditionsYield
In acetic acid Heating;100%
for 0.166667h; Irradiation;100%
at 0 - 90℃; for 1.5h;100%
2-chloro-benzaldehyde
89-98-5

2-chloro-benzaldehyde

phenylhydrazine
100-63-0

phenylhydrazine

2-chlorobenzaldehyde phenylhydrazone
34158-76-4

2-chlorobenzaldehyde phenylhydrazone

Conditions
ConditionsYield
In 1-methyl-pyrrolidin-2-one at 160℃; for 0.166667h; microwave irradiation;100%
With pyridinium p-toluenesulfonate In dichloromethane100%
4-chloro-benzoyl chloride
122-01-0

4-chloro-benzoyl chloride

phenylhydrazine
100-63-0

phenylhydrazine

2-(4-Chlorbenzoyl)-1-phenylhydrazid
15089-07-3

2-(4-Chlorbenzoyl)-1-phenylhydrazid

Conditions
ConditionsYield
With pyridine In tetrahydrofuran at 5 - 20℃; for 2h;100%
With pyridine for 20h;70%
With pyridine
cyclotridecanone
832-10-0

cyclotridecanone

phenylhydrazine
100-63-0

phenylhydrazine

5,6,7,8,9,10,11,12,13,14,15,16-dodecahydrocyclotridecan[b]indole
7140-32-1

5,6,7,8,9,10,11,12,13,14,15,16-dodecahydrocyclotridecan[b]indole

Conditions
ConditionsYield
With trichloroacetic acid at 100℃; for 0.0833333h; Fischer indole synthesis;100%
With hydrogenchloride; acetic acid
benzaldehyde
100-52-7

benzaldehyde

phenylhydrazine
100-63-0

phenylhydrazine

(E)-1-benzylidene-2-phenylhydrazine
588-64-7

(E)-1-benzylidene-2-phenylhydrazine

Conditions
ConditionsYield
In ethanol for 6h; Reflux;100%
In water for 0.0833333h; Sonication;95%
With 1-deoxy-1-(methylamino)-D-glucitol In ethanol; water at 20℃; for 0.666667h; Reagent/catalyst; Solvent; Concentration; Green chemistry;91%
3-phenyl-propenal
104-55-2

3-phenyl-propenal

phenylhydrazine
100-63-0

phenylhydrazine

cinnamaldehyde phenylhydrazone
1216-15-5

cinnamaldehyde phenylhydrazone

Conditions
ConditionsYield
piperidine In ethanol for 5h; Heating;100%
With oxidized single-walled carbon nanotubes(SWCNs-COOH) In ethanol at 80℃; for 0.75h;98%
With Dowex resin acid form In ethanol for 0.75h;88%
2-Adamantanone
700-58-3

2-Adamantanone

phenylhydrazine
100-63-0

phenylhydrazine

1-(adamantan-2-ylidene)-2-phenylhydrazine
94658-14-7

1-(adamantan-2-ylidene)-2-phenylhydrazine

Conditions
ConditionsYield
In dichloromethane at 20℃; for 2h; Inert atmosphere;100%
In ethanol; acetic acid98%
With 1-deoxy-1-(methylamino)-D-glucitol In ethanol; water at 20℃; for 0.583333h; Green chemistry;82%
With acetic acid for 0.25h; Ambient temperature;
2-carbethoxy-<11>-α-cyclothien-1-one
20894-58-0

2-carbethoxy-<11>-α-cyclothien-1-one

phenylhydrazine
100-63-0

phenylhydrazine

2-(Phenyl-hydrazono)-16-thia-bicyclo[11.2.1]hexadeca-1(15),13-diene-3-carboxylic acid ethyl ester

2-(Phenyl-hydrazono)-16-thia-bicyclo[11.2.1]hexadeca-1(15),13-diene-3-carboxylic acid ethyl ester

Conditions
ConditionsYield
In toluene at 110℃; for 1h;100%
2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

phenylhydrazine
100-63-0

phenylhydrazine

N-[1-(2-Bromo-phenyl)-eth-(Z)-ylidene]-N'-phenyl-hydrazine
1011736-72-3

N-[1-(2-Bromo-phenyl)-eth-(Z)-ylidene]-N'-phenyl-hydrazine

Conditions
ConditionsYield
In 1-methyl-pyrrolidin-2-one at 160℃; for 0.166667h; microwave irradiation;100%
In diethyl ether Heating;
With acetic acid In ethanol for 0.166667h; Heating; Yield given;
2,2,2-trichloro-1-(4-chlorophenyl)ethanone
27704-37-6

2,2,2-trichloro-1-(4-chlorophenyl)ethanone

phenylhydrazine
100-63-0

phenylhydrazine

2-(4-Chlorbenzoyl)-1-phenylhydrazid
15089-07-3

2-(4-Chlorbenzoyl)-1-phenylhydrazid

Conditions
ConditionsYield
With triethylamine In hexane at 25℃; for 3h;100%
N,N-Dimethyl-2,4-bis(trifluoroacetyl)-1-naphthylamine
115975-33-2

N,N-Dimethyl-2,4-bis(trifluoroacetyl)-1-naphthylamine

phenylhydrazine
100-63-0

phenylhydrazine

2,2,2-trifluoro-1-(2-phenyl-3-(trifluoromethyl)-2H-benzo[g]indazol-5-yl)ethanone
129602-66-0

2,2,2-trifluoro-1-(2-phenyl-3-(trifluoromethyl)-2H-benzo[g]indazol-5-yl)ethanone

Conditions
ConditionsYield
In acetonitrile for 24h; Heating;100%
2-ethyl-4-oxo-1,3-benzoxazinium perchlorate
56429-60-8

2-ethyl-4-oxo-1,3-benzoxazinium perchlorate

phenylhydrazine
100-63-0

phenylhydrazine

2-(5-Ethyl-2-phenyl-2H-[1,2,4]triazol-3-yl)-phenol
120029-39-2

2-(5-Ethyl-2-phenyl-2H-[1,2,4]triazol-3-yl)-phenol

Conditions
ConditionsYield
In acetic acid Heating;100%
4-Dimethylaminomethylene-2,6-dimethyl-heptane-3,5-dione
85302-03-0

4-Dimethylaminomethylene-2,6-dimethyl-heptane-3,5-dione

phenylhydrazine
100-63-0

phenylhydrazine

1-(5-Isopropyl-1-phenyl-1H-pyrazol-4-yl)-2-methyl-propan-1-one
85302-09-6

1-(5-Isopropyl-1-phenyl-1H-pyrazol-4-yl)-2-methyl-propan-1-one

Conditions
ConditionsYield
In acetic acid; butan-1-ol for 1h; Heating;100%
2-((dimethylamino)methylene)-1,3-diphenylpropane-1,3-dione
85302-05-2

2-((dimethylamino)methylene)-1,3-diphenylpropane-1,3-dione

phenylhydrazine
100-63-0

phenylhydrazine

4-Benzoyl-1,5-diphenyl-pyrazol
85302-11-0

4-Benzoyl-1,5-diphenyl-pyrazol

Conditions
ConditionsYield
In acetic acid; butan-1-ol for 3h; Heating;100%
In ethanol at 20℃; for 12h; Solvent; Inert atmosphere; regioselective reaction;89%
2-(4-chloro-phenyl)-benzo[e][1,3]oxazin-4-one; perchlorate
73389-18-1

2-(4-chloro-phenyl)-benzo[e][1,3]oxazin-4-one; perchlorate

phenylhydrazine
100-63-0

phenylhydrazine

2-[5-(4-Chloro-phenyl)-2-phenyl-2H-[1,2,4]triazol-3-yl]-phenol
120029-44-9

2-[5-(4-Chloro-phenyl)-2-phenyl-2H-[1,2,4]triazol-3-yl]-phenol

Conditions
ConditionsYield
In acetic acid Heating;100%
phenylhydrazine
100-63-0

phenylhydrazine

Glyoxilic acid
298-12-4

Glyoxilic acid

phenylhydrazonoacetic acid
6000-60-8

phenylhydrazonoacetic acid

Conditions
ConditionsYield
With hydrogenchloride In water100%
In water at 20℃; for 1h;95%
With hydrogenchloride In water at 0 - 20℃; for 1h;94%
phenylhydrazine
100-63-0

phenylhydrazine

cycloheptanone
502-42-1

cycloheptanone

5,6,7,8,9,10-hexahydrocyclohept[b]indole
2047-89-4

5,6,7,8,9,10-hexahydrocyclohept[b]indole

Conditions
ConditionsYield
With trichloroacetic acid at 100℃; for 0.0833333h; Fischer indole synthesis;100%
With 1,3-bis(3-sulfopropyl)-1H-imidazol-3-ium hydrogensulfate In water at 80℃; for 1h; Fischer indole synthesis;88%
With acetic acid for 0.5h; Heating;74%
phenylhydrazine
100-63-0

phenylhydrazine

1,3-Diphenylpropanone
102-04-5

1,3-Diphenylpropanone

2-benzyl-3-phenyl-1H-indole
4679-91-8

2-benzyl-3-phenyl-1H-indole

Conditions
ConditionsYield
With trichloroacetic acid at 100℃; for 0.0833333h; Fischer indole synthesis;100%
With phosphorus trichloride In benzene80%
With Amberlite IR 120 In ethanol at 80℃; for 12h; Fischer Indole Synthesis;80%
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In ethyl acetate at 110℃; for 0.25h; Fischer indole synthesis; Microwave irradiation; Sealed vessel;77%
1-(2-chloro-phenyl)-3-phenyl-2-propen-1-one
144017-77-6, 20426-47-5

1-(2-chloro-phenyl)-3-phenyl-2-propen-1-one

phenylhydrazine
100-63-0

phenylhydrazine

1,5-diphenyl-3-(o-chlorohenyl)pyrazoline

1,5-diphenyl-3-(o-chlorohenyl)pyrazoline

Conditions
ConditionsYield
With acetic acid In ethanol for 0.5h; Heating;100%
phenylhydrazine
100-63-0

phenylhydrazine

ortho-bromobenzaldehyde
6630-33-7

ortho-bromobenzaldehyde

2-Brombenzaldehyd-Phenylhydrazon
10407-11-1

2-Brombenzaldehyd-Phenylhydrazon

Conditions
ConditionsYield
100%
phenylhydrazine
100-63-0

phenylhydrazine

5-methylthio-2-selenophenethiol

5-methylthio-2-selenophenethiol

N-[5-Methylsulfanyl-4-(5-methylsulfanyl-selenophen-2-ylsulfanyl)-dihydro-selenophen-(2E)-ylidene]-N'-phenyl-hydrazine

N-[5-Methylsulfanyl-4-(5-methylsulfanyl-selenophen-2-ylsulfanyl)-dihydro-selenophen-(2E)-ylidene]-N'-phenyl-hydrazine

Conditions
ConditionsYield
With water100%
(Z)-methyl 2-hydroxy-4-oxo-4-(o-tolyl)but-2-enoate

(Z)-methyl 2-hydroxy-4-oxo-4-(o-tolyl)but-2-enoate

phenylhydrazine
100-63-0

phenylhydrazine

methyl 5-(2-methylphenyl)-1-phenylpyrazole-3-carboxylate
235789-32-9

methyl 5-(2-methylphenyl)-1-phenylpyrazole-3-carboxylate

Conditions
ConditionsYield
With acetic acid for 2h; Heating;100%
phenylhydrazine
100-63-0

phenylhydrazine

ethyl 3-(diethoxyphosphoryl)-3,3-difluoro-2-oxopropionate
113161-58-3

ethyl 3-(diethoxyphosphoryl)-3,3-difluoro-2-oxopropionate

ethyl 3-diethoxyphosphoryl-3,3-difluoro-2-(phenylhydrazono)propionate

ethyl 3-diethoxyphosphoryl-3,3-difluoro-2-(phenylhydrazono)propionate

Conditions
ConditionsYield
In benzene for 2h; Substitution;100%
phenylhydrazine
100-63-0

phenylhydrazine

(E)-benzalacetone
1896-62-4

(E)-benzalacetone

(E)-1-phenyl-2-((E)-4-phenylbut-3-en-2-ylidene)hydrazine
358723-67-8

(E)-1-phenyl-2-((E)-4-phenylbut-3-en-2-ylidene)hydrazine

Conditions
ConditionsYield
at 20℃; for 0.0833333h;100%
With acetic acid In methanol at 20℃; Inert atmosphere;85%
With acetic acid In methanol for 0.75h; Heating;
With acetic acid In methanol at 20℃;
phenylhydrazine
100-63-0

phenylhydrazine

S-tert-butyl cyclohexylcarbamoylthioacetate
339274-36-1

S-tert-butyl cyclohexylcarbamoylthioacetate

N-Cyclohexyl-2-(N'-phenyl-hydrazinocarbonyl)-acetamide
62970-56-3

N-Cyclohexyl-2-(N'-phenyl-hydrazinocarbonyl)-acetamide

Conditions
ConditionsYield
With silver trifluoroacetate In 1,2-dimethoxyethane at 20℃;100%
phenylhydrazine
100-63-0

phenylhydrazine

4,4,4-trifluoro-1-(2-fluorophenyl)butane-1,3-dione
111102-82-0

4,4,4-trifluoro-1-(2-fluorophenyl)butane-1,3-dione

5-(2-fluorophenyl)-1-phenyl-3-trifluoromethylpyrazole

5-(2-fluorophenyl)-1-phenyl-3-trifluoromethylpyrazole

Conditions
ConditionsYield
With sulfuric acid In ethanol100%

Phenylhydrazine Chemical Properties

IUPAC Name: Phenylhydrazine
Synonyms of Phenylhydrazine (CAS NO.100-63-0): 4-15-00-00050 (Beilstein Handbook Reference) ; AI3-15399 ; BRN 0606080 ; CCRIS 511 ; EINECS 202-873-5 ; Fenilidrazina ; Fenilidrazina [Italian] ; Fenylhydrazine ; Fenylhydrazine [Dutch] ; HSDB 1117 ; Hydrazine, phenyl- ; Hydrazine-benzene ; Hydrazinobenzene ; Hydrazobenzene ; Monophenylhydrazine ; Phenylhydrazin ; Phenylhydrazin [German] ; Phenylhydrazine [UN2572] [Poison] ; Phenylhydrazine and its salts ; UN2572
CAS NO: 100-63-0
Classification Code: Mutation data ; Noxae ; Oxidants ; Reproductive Effect ; Tumor data
Molecular Formula: C6H8N2
Molecular Weight: 108.1411
Molecular Structure:

Melting Point: 19 °C 
Polar Surface Area: 6.48 Å2
Index of Refraction: 1.643
Molar Refractivity: 34.76 cm3
Molar Volume: 96 cm3
Surface Tension: 49.9 dyne/cm
Density: 1.125 g/cm3
Flash Point: 115.4 °C
Enthalpy of Vaporization: 48 kJ/mol
Boiling Point: 243 °C at 760 mmHg
Vapour Pressure: 0.0329 mmHg at 25°C

Phenylhydrazine Uses

 Phenylhydrazine (CAS NO.100-63-0) is mainly used to produce dyes, pharmaceuticals, reagents,etc.

Phenylhydrazine Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LDLo intravenous 120mg/kg (120mg/kg)   U.S. Public Health Service, Public Health Bulletin. Vol. 271, Pg. 159, 1941.
dog LDLo oral 200mg/kg (200mg/kg)   U.S. Public Health Service, Public Health Bulletin. Vol. 271, Pg. 159, 1941.
frog LDLo unreported 300mg/kg (300mg/kg)   U.S. Public Health Service, Public Health Bulletin. Vol. 271, Pg. 159, 1941.
guinea pig LD50 oral 80mg/kg (80mg/kg) BEHAVIORAL: EXCITEMENT

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)
Hygiene and Sanitation Vol. 30(7-9), Pg. 191, 1965.
mouse LC50 inhalation 2120mg/m3 (2120mg/m3)   Trudy Leningradskogo Sanitarno-Gigienicheskogo Meditsinskogo Instituta. Vol. 115, Pg. 59, 1977.
mouse LD50 intraperitoneal 170mg/kg (170mg/kg)   Cancer Research. Vol. 41, Pg. 1469, 1981.
mouse LD50 oral 175mg/kg (175mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 30(8), Pg. 21, 1965.
mouse LDLo subcutaneous 170mg/kg (170mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

LUNGS, THORAX, OR RESPIRATION: CYANOSIS
Journal of Industrial Hygiene and Toxicology. Vol. 18, Pg. 1, 1936.
rabbit LD50 oral 80mg/kg (80mg/kg) BEHAVIORAL: EXCITEMENT

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)
Hygiene and Sanitation Vol. 30(7-9), Pg. 191, 1965.
rabbit LDLo skin 90mg/kg (90mg/kg) LUNGS, THORAX, OR RESPIRATION: CYANOSIS

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

KIDNEY, URETER, AND BLADDER: HEMATURIA
National Technical Information Service. Vol. OTS0546542,
rat LC50 inhalation 2610mg/m3 (2610mg/m3)   Trudy Leningradskogo Sanitarno-Gigienicheskogo Meditsinskogo Instituta. Vol. 115, Pg. 59, 1977.
rat LD50 oral 188mg/kg (188mg/kg) BEHAVIORAL: EXCITEMENT

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)
Hygiene and Sanitation Vol. 30(7-9), Pg. 191, 1965.

Phenylhydrazine Consensus Reports

Reported in EPA TSCA Inventory.

Phenylhydrazine Safety Profile

Hazard Codes of Phenylhydrazine (CAS NO.100-63-0): ToxicT,DangerousN
Risk Statements: 45-23/24/25-36/38-43-48-50-68 
R45: May cause cancer. 
R23/24/25: Toxic by inhalation, in contact with skin and if swallowed. 
R36/38: Irritating to eyes and skin. 
R43: May cause sensitization by skin contact. 
R48: Danger of serious damage to health by prolonged exposure. 
R50: Very toxic to aquatic organisms. 
R68: Possible risk of irreversible effects.
Safety Statements: 53-45-61 
S53: Avoid exposure - obtain special instructions before use. 
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S61: Avoid release to the environment. Refer to special instructions / safety data sheets.
RIDADR: UN 2572 6.1/PG 2
WGK Germany: 3
RTECS: MV8925000
F: 8-10-23
HazardClass: 6.1
PackingGroup: II
Confirmed carcinogen with experimental carcinogenic data. Poison by ingestion, subcutaneous, and intravenous routes. Experimental reproductive effects. Mutation data reported. Ingestion or subcutaneous injection can cause hemolysis of red blood cells. Other effects are damage to the spleen, liver, kidneys, and bone marrow. The most common effect of occupational exposure is the development of dermatitis, which, in sensitized persons, may be quite severe. Systemic effects include anemia and general weakness, gastrointestinal disturbances, and injury to the kidneys. Flammable when exposed to heat, flame, or oxidizers. To fight fire, use alcohol foam. Violent reaction with 2-phenylamino-3-phenyloxazirane. Reacts with perchloryl fluoride to form an explosive product. Vigorous reaction with lead(IV) oxide. Used as a chemical reagent, in organic synthesis, and in the manufacture of dyes and drugs. Dangerous; when heated to decomposition it emits highly toxic fumes of NOx; can react with oxidizing materials.

Phenylhydrazine Standards and Recommendations

OSHA PEL: TWA 5 ppm (skin); STEL 10 ppm
ACGIH TLV: TWA 0.1 ppm (skin); Animal Carcinogen
DFG MAK: Confirmed Animal Carcinogen with Unknown Relevance to Humans
NIOSH REL: CL 0.6 mg/m3/2H
DOT Classification:  6.1; Label: Poison

Phenylhydrazine Analytical Methods

For occupational chemical analysis use NIOSH: Phenyl Hydrazine, S160.

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