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Name	Phenylhydrazine	EINECS	202-873-5
CAS No.	100-63-0	Density	1.125 g/cm³
PSA	38.05000	LogP	1.74550
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		Hazard Symbols	T,N
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;	Article Data	237

Phenylhydrazine Synthetic route

: 100-34-5
benzene diazonium chloride

: 100-63-0
phenylhydrazine

Conditions

Conditions	Yield
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

: 62-53-3
aniline

: 100-63-0
phenylhydrazine

Conditions

Conditions	Yield
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%

: 591-50-4
iodobenzene

: 100-63-0
phenylhydrazine

Conditions

Conditions	Yield
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.

: 369-57-3
benzenediazonium tetrafluoroborate

: 100-63-0
phenylhydrazine

Conditions

Conditions	Yield
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-)

: 100-63-0
phenylhydrazine

Conditions

Conditions	Yield
With sulfuric acid In water; isopropyl alcohol for 6h; Reflux;	79%

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

: 100-63-0
phenylhydrazine

Conditions

Conditions	Yield
With sulfuric acid In water; isopropyl alcohol for 6h; Reflux;	75%

: C24H22N2P(1+)*C2H3O2(1-)

: 100-63-0
phenylhydrazine

Conditions

Conditions	Yield
With sulfuric acid In water; isopropyl alcohol for 6h; Reflux;	70%

: 90331-10-5
4-tert-butyl-1,3-diphenyl-5-(E)-styryl-1,2,4-triazoline

A: 5894-65-5
N-t-butylbenzamide

B: 104-55-2
3-phenyl-propenal

C: 100-63-0
phenylhydrazine

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

Conditions

Conditions	Yield
With hydrogenchloride In ethanol for 4h; Ambient temperature;	A n/a B n/a C n/a D 37%

: 62-53-3
aniline

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

B: 100-63-0
phenylhydrazine

C: 106-50-3
1,4-phenylenediamine

Conditions

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

: 67-56-1
methanol

: 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

B: 100-63-0
phenylhydrazine

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): Toxic T, Dangerous N
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 NO_x; 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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