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59-88-1

Basic Information
CAS No.: 59-88-1
Name: Phenylhydrazine hydrochloride
Article Data: 57
Molecular Structure:
Molecular Structure of 59-88-1 (Phenylhydrazine hydrochloride)
Formula: C6H8N2.HCl
Molecular Weight: 144.604
Synonyms: Hydrazine,phenyl-, monohydrochloride (8CI,9CI);N-Phenylhydrazine hydrochloride;Phenylhydrazine monohydrochloride;Phenylhydrazinium chloride;Phenylhydrazinehydrochloride;
EINECS: 200-444-7
Density: 1.125g/cm3
Melting Point: 250-254 °C (dec.)(lit.)
Boiling Point: 243 °C at 760 mmHg
Flash Point: 115.4 °C
Solubility: 50 g/L (20 ºC)
Appearance: white to tan solid
Hazard Symbols: ToxicT, DangerousN
Risk Codes: 45-23/24/25-36/38-43-48/23/24/25-50-68
Safety: 53-45-61
Transport Information: UN 2811 6.1/PG 3
PSA: 38.05000
LogP: 2.54750
Synthetic route
62-53-3

aniline

59-88-1

phenylhydrazine hydrochloride

Conditions
ConditionsYield
Stage #1: aniline With hydrogenchloride; sodium nitrite In water at 0℃; for 1h;
Stage #2: With hydrogenchloride; tin(ll) chloride In water at 20℃; for 2h;
98%
Stage #1: aniline With hydrogenchloride In water for 0.166667h; Cooling with ice;
Stage #2: With sodium nitrite In water for 1h; Cooling with ice;
Stage #3: With hydrogenchloride; tin(ll) chloride In water for 3h; Cooling with ice;
94.1%
Stage #1: aniline With hydrogenchloride; sodium nitrite In water at 0 - 5℃; for 1h;
Stage #2: With sodium sulfite In water at 80℃; for 2h;
Stage #3: With hydrogenchloride In water at 100℃; for 2h;
94%
65578-58-7

di-tert-butyl 1-phenylhydrazine-1,2-dicarboxylate

59-88-1

phenylhydrazine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane; isopropyl alcohol for 0.25h; Heating;88%
591-50-4

iodobenzene

59-88-1

phenylhydrazine hydrochloride

Conditions
ConditionsYield
Stage #1: iodobenzene With potassium phosphate; copper(l) iodide; N,N′-bis(2,6-dimethylphenyl)oxalamide; cetyltrimethylammonim bromide In water at 80℃; for 0.25h; Schlenk technique; Inert atmosphere; Sealed tube;
Stage #2: With hydrazine hydrate In water at 80℃; Inert atmosphere; Schlenk technique; Sealed tube;
Stage #3: With hydrogenchloride In water pH=3 - 4; Inert atmosphere; Schlenk technique; Sealed tube;
87%

buta-1,3-diene-1,4-diylbis(triphenylphosphonium chloride)

100-63-0

phenylhydrazine

A

(2-(phenylhydrazono)butane-1,4-diyl)bis(triphenylphosphonium chloride)

B

59-88-1

phenylhydrazine hydrochloride

Conditions
ConditionsYield
With chloroform at 60℃;A 85%
B 0.5 g
108-86-1

bromobenzene

59-88-1

phenylhydrazine hydrochloride

Conditions
ConditionsYield
Stage #1: bromobenzene With potassium phosphate; copper(l) iodide; N,N′-bis(2,6-dimethylphenyl)oxalamide; cetyltrimethylammonim bromide In water at 80℃; for 0.25h; Schlenk technique; Inert atmosphere; Sealed tube;
Stage #2: With hydrazine hydrate In water at 80℃; Inert atmosphere; Schlenk technique; Sealed tube;
Stage #3: With hydrogenchloride In water pH=3 - 4; Inert atmosphere; Schlenk technique; Sealed tube;
85%
Stage #1: bromobenzene With potassium phosphate; N,N'-bis(2,5-dimethylpyrrol-1-yl)oxalamide; cetyltrimethylammonim bromide; copper(I) bromide In water at 110℃; for 0.166667h; Sealed tube; Inert atmosphere;
Stage #2: With hydrazine hydrate In water at 110℃; for 1h; Sealed tube; Inert atmosphere;
Stage #3: With hydrogenchloride In dichloromethane; water
71%
Multi-step reaction with 2 steps
1: bis(triphenylphosphine)nickel(II) chloride; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride; sodium t-butanolate / 1,4-dioxane / 5 h / 50 °C / Inert atmosphere
2: hydrogenchloride / water / 20 °C
View Scheme
91363-25-6

phenylazobenzenethiosulfonate

59-88-1

phenylhydrazine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride; sodium sulfite at 40 - 60℃; for 4h;79%
574-61-8

benzophenone N-phenylhydrazone

59-88-1

phenylhydrazine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In water at 20℃;56%
53643-43-9, 61893-91-2, 106423-29-4

but-2-ene-1,4-diylbis(triphenylphosphinium) dichloride

100-63-0

phenylhydrazine

A

1092094-57-9

C24H21N2P*ClH

B

1299467-45-0

triphenyl(4-phenylhydrazonobut-2-enyl)phosphonium chloride

C

(2-(phenylhydrazono)butane-1,4-diyl)bis(triphenylphosphonium chloride)

D

59-88-1

phenylhydrazine hydrochloride

E

791-28-6

Triphenylphosphine oxide

Conditions
ConditionsYield
In chloroform at 55 - 57℃; for 10h;A 19%
B 46%
C 7%
D 0.37 g
E 34%
125329-73-9, 57127-49-8

{Et4N}{oxomolybdenum(Cl)4(H2O)}

100-63-0

phenylhydrazine

{molybdenum(cis-(bisdiazenido)Cl(μ-OC3H7)(phenylhydrazine)2}

B

59-88-1

phenylhydrazine hydrochloride

Conditions
ConditionsYield
In propan-1-ol addn. of org. compd. to suspn. of Mo-compd. in propanol, stirring (5 h, room temp.); filtn., standing (room temp., 48 h); elem. anal.;A 39%
B n/a
6542-67-2

2,4,6-tris(trichloromethyl)-s-triazine

100-63-0

phenylhydrazine

59-88-1

phenylhydrazine hydrochloride

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Consensus Reports

Reported in EPA TSCA Inventory. EPA Extremely Hazardous Substances List.

Standards and Recommendations

NIOSH REL: (Hydrazines) CL 0.6 mg/m3/2H

Specification

The Phenylhydrazine hydrochloride is an organic compound with the formula C6H8N2.HCl. The IUPAC name of this chemical is phenylhydrazine hydrochloride. With the CAS registry number 59-88-1, it is also named as Phenylhydrazinium Chloride. The product's categories are Hydrazines; Nitrogen Compounds; Organic Building Blocks; Food & Beverage; Reagents for Analysis of Carbohydrates; Reagents for Food Analysis; HydrazinesStains and Dyes; P; Stains & Dyes, A to. Besides, it is a white to tan solid, which should be stored in a closed cool and dry place. It is used as intermediates in medicine, pesticide and dye.

Physical properties about Phenylhydrazine hydrochloride are: (1)ACD/LogP: 1.25 ; (2)ACD/LogD (pH 5.5): 1.04; (3)ACD/LogD (pH 7.4): 1.25; (4)ACD/BCF (pH 5.5): 3.26; (5)ACD/BCF (pH 7.4): 5.21; (6)ACD/KOC (pH 5.5): 70.82; (7)ACD/KOC (pH 7.4): 113.16; (8)#H bond acceptors: 2; (9)#H bond donors: 3; (10)#Freely Rotating Bonds: 2; (11)Polar Surface Area: 6.48 Å2; (12)Flash Point: 115.4 °C; (13)Enthalpy of Vaporization: 48 kJ/mol; (14)Boiling Point: 243 °C at 760 mmHg; (15)Vapour Pressure: 0.0329 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
It is toxic by inhalation, in contact with skin and if swallowed. It may cause sensitisation by skin contact and may cause cancer. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides, this chemical is danger of serious damage to health by prolonged exposure through inhalation, in contact with skin and if swallowed. It is very toxic to aquatic organisms. When you are using it, avoid release to the environment. Refer to special instructions/safety data sheet. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: Cl.NNc1ccccc1
(2)InChI: InChI=1/C6H8N2.ClH/c7-8-6-4-2-1-3-5-6;/h1-5,8H,7H2;1H CopyCopied
(3)InChIKey: JOVOSQBPPZZESK-UHFFFAOYAS
(4)Std. InChI: InChI=1S/C6H8N2.ClH/c7-8-6-4-2-1-3-5-6;/h1-5,8H,7H2;1H
(5)Std. InChIKey: JOVOSQBPPZZESK-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 900ug/kg (0.9mg/kg)   Quarterly Journal of Crude Drug Research. Vol. 9, Pg. 1455, 1969.
mouse LD50 oral 2100mg/kg (2100mg/kg)   Quarterly Journal of Crude Drug Research. Vol. 9, Pg. 1455, 1969.
mouse LD50 subcutaneous 89mg/kg (89mg/kg)   Farmaco, Edizione Scientifica. Vol. 9, Pg. 274, 1954.
rabbit LDLo oral 25mg/kg (25mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1289, 1935.
rabbit LDLo skin 500mg/kg (500mg/kg) LUNGS, THORAX, OR RESPIRATION: CYANOSIS

SKIN AND APPENDAGES (SKIN): CORROSIVE: AFTER TOPICAL EXPOSURE
Fundamental and Applied Toxicology. Vol. 8, Pg. 583, 1987.
rabbit LDLo subcutaneous 25mg/kg (25mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1289, 1935.
rat LD50 intraperitoneal 161mg/kg (161mg/kg)   Acta Biologica et Medica Germanica. Vol. 18, Pg. 617, 1967.