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| CAS No.: | 100-63-0 |
|---|---|
| Name: | Phenylhydrazine |
| Molecular Structure: | |
|
|
|
| Formula: | C6H8N2 |
| Molecular Weight: | 108.143 |
| 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; |
| EINECS: | 202-873-5 |
| Density: | 1.125 g/cm3 |
| Melting Point: | 19 °C |
| Boiling Point: | 243 °C at 760 mmHg |
| Flash Point: | 115.4 °C |
| Solubility: | 145 g/L (20 °C) in water |
| Appearance: | colourless to pale yellow liquid |
| Hazard Symbols: |
 T, N
|
| Risk Codes: | 45-23/24/25-36/38-43-48-50-68 |
| Safety: | 53-45-61 |
| Transport Information: | UN 2572 6.1/PG 2 |
| PSA: | 38.05000 |
| LogP: | 1.74550 |
| 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 |
| 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% |
| 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. |
| 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 |
phenylhydrazine
| Conditions | Yield |
|---|---|
| With sulfuric acid In water; isopropyl alcohol for 6h; Reflux; | 79% |
phenylhydrazine
| Conditions | Yield |
|---|---|
| With sulfuric acid In water; isopropyl alcohol for 6h; Reflux; | 75% |
phenylhydrazine
| Conditions | Yield |
|---|---|
| With sulfuric acid In water; isopropyl alcohol for 6h; Reflux; | 70% |
4-tert-butyl-1,3-diphenyl-5-(E)-styryl-1,2,4-triazoline
A
N-t-butylbenzamide
B
3-phenyl-propenal
C
phenylhydrazine
| Conditions | Yield |
|---|---|
| With hydrogenchloride In ethanol for 4h; Ambient temperature; | A n/a B n/a C n/a D 37% |
| 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% |
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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:
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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 (CAS NO.100-63-0) is mainly used to produce dyes, pharmaceuticals, reagents,etc.
| 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. |
Reported in EPA TSCA Inventory.
Hazard Codes of Phenylhydrazine (CAS NO.100-63-0): 
T,
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 NOx; can react with oxidizing materials.
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
For occupational chemical analysis use NIOSH: Phenyl Hydrazine, S160.
