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4-Methylphenylhydrazine hydrochloride
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Name

4-Methylphenylhydrazine hydrochloride

 EINECS 211-295-2
CAS No. 637-60-5 Density 1.18 g/cm3
PSA 38.05000 LogP 2.85590
Solubility Soluble in water Melting Point > 200 °C (dec.)(lit.)
Formula C7H11ClN2 Boiling Point 242.8 °C at 760 mmHg
Molecular Weight 158.631 Flash Point 115.3 °C
Transport Information UN 2811 6.1/PG 3 Appearance off-white to beige-brownish flaky powder
Safety 26-36-36/37/39 Risk Codes 22-36/37/38-40
Molecular Structure Molecular Structure of 637-60-5 (4-Methylphenylhydrazine hydrochloride) Hazard Symbols HarmfulXn, IrritantXi
Synonyms

Hydrazine,(4-methylphenyl)-, monohydrochloride (9CI);Hydrazine, p-tolyl-, hydrochloride(6CI,7CI);Hydrazine, p-tolyl-, monohydrochloride (8CI);(4-Methylphenyl)hydrazine monohydrochloride;4-Tolylhydrazine hydrochloride;4-Tolylhydrazinemonohydrochloride;N-(4-Methylphenyl)hydrazine hydrochloride;p-Methylphenylhydrazine hydrochloride;p-Tolylhydrazine hydrochloride;

Article Data 29

4-Methylphenylhydrazine hydrochloride Synthetic route

40594-88-5

N-(4-methylphenyl) benzophenone hydrazone

637-60-5

p-tolylhydrazine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In ethanol; water at 20℃; for 24h; Inert atmosphere; Industrial scale;100%
With hydrogenchloride In water at 20℃;48%
106-49-0

p-toluidine

637-60-5

p-tolylhydrazine hydrochloride

Conditions
ConditionsYield
Stage #1: p-toluidine With hydrogenchloride; sodium nitrite In water for 1h;
Stage #2: With sodium sulfite In water at 80℃; for 0.1h;
Stage #3: With hydrogenchloride In water at 20 - 95℃;		90%
Stage #1: p-toluidine With hydrogenchloride; sodium nitrite In water at 0 - 5℃;
Stage #2: With tin(ll) chloride In water at 5℃;		63%
Stage #1: p-toluidine With hydrogenchloride; sodium nitrite
Stage #2: With hydrogenchloride; tin(ll) chloride
624-31-7

4-tolyl iodide

637-60-5

p-tolylhydrazine hydrochloride

Conditions
ConditionsYield
Stage #1: 4-tolyl iodide 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%
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
106-38-7

para-bromotoluene

637-60-5

p-tolylhydrazine hydrochloride

Conditions
ConditionsYield
Stage #1: para-bromotoluene 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℃; for 7h; Inert atmosphere; Schlenk technique; Sealed tube;
Stage #3: With hydrogenchloride In water pH=3 - 4; Catalytic behavior; Reagent/catalyst; Inert atmosphere; Schlenk technique; Sealed tube;		83%
Stage #1: para-bromotoluene With potassium phosphate; N,N'-bis(2,5-dimethylpyrrol-1-yl)oxalamide; cetyltrimethylammonim bromide; copper(I) bromide In water at 80℃; for 0.166667h; Sealed tube; Inert atmosphere;
Stage #2: With hydrazine hydrate In water at 80℃; for 2h; Sealed tube; Inert atmosphere;
Stage #3: With hydrogenchloride In dichloromethane; water Temperature;		70%
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
3483-19-0

3-(4-methylphenyl)sydnone

637-60-5

p-tolylhydrazine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In ethyl acetate at 60℃; for 0.25h; Ring cleavage;76%
539-44-6

N-4-methylphenylhydrazine

637-60-5

p-tolylhydrazine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In water at 65℃;39.3%

triphenyl-(N'-p-tolyl-hydrazino)-phosphonium; chloride

637-60-5

p-tolylhydrazine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride
64-17-5

ethanol

3815-76-7

4-chloro-3-(4-tolyl)sydnone

A

637-60-5

p-tolylhydrazine hydrochloride

B

ethyl 4-methylphenylhydrazinecarboxylate hydrochloride

Conditions
ConditionsYield
With hydrogenchloride
106-43-4

para-chlorotoluene

637-60-5

p-tolylhydrazine hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: 2-(dicyclohexylphosphino)-2'-methylbiphenyl; sodium hydroxide; palladium diacetate / tert-Amyl alcohol / Inert atmosphere; Reflux; Industrial scale
1.2: Reflux; Inert atmosphere; Industrial scale
2.1: hydrogenchloride / ethanol; water / 24 h / 20 °C / Inert atmosphere; Industrial scale
View Scheme
89693-79-8

N-Nitroso-p-methylanilin

637-60-5

p-tolylhydrazine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride; tin(ll) chloride In water at 0℃;

4-Methylphenylhydrazine hydrochloride Consensus Reports

Reported in EPA TSCA Inventory.

4-Methylphenylhydrazine hydrochloride Specification

The 4-Methylphenylhydrazine hydro-chloride, with the CAS registry number 637-60-5, is also known as Hydrazine, (4-methylphenyl)-, hydrochloride (1:1). It belongs to the product categories of Aromatic Hydrazides, Hydrazines, Hydrazones and Oximes; Phenylhydrazine. Its EINECS registry number is 211-295-2. This chemical's molecular formula is C7H11ClN2 and molecular weight is 158.63. Its IUPAC name is called (4-methylphenyl)hydrazine hydrochloride. This chemical is off-white to beige-brownish flaky powder which can be used as intermediate of medicine and dye. Its classification codes are Mutation data; Tumor data. 

Physical properties of 4-Methylphenylhydrazine hydro-chloride: (1)ACD/LogP: 1.71; (2)ACD/LogD (pH 5.5): 1.44; (3)ACD/LogD (pH 7.4): 1.71; (4)ACD/BCF (pH 5.5): 6.26; (5)ACD/BCF (pH 7.4): 11.61; (6)ACD/KOC (pH 5.5): 108.12; (7)ACD/KOC (pH 7.4): 200.68; (8)#H bond acceptors: 2; (9)#H bond donors: 3; (10)#Freely Rotating Bonds: 2; (11)Flash Point: 115.3 °C; (12)Enthalpy of Vaporization: 47.98 kJ/mol; (13)Boiling Point: 242.8 °C at 760 mmHg; (14)Vapour Pressure: 0.0333 mmHg at 25°C.

Uses of 4-Methylphenylhydrazine hydro-chloride: it can be used to produce glyoxal mono-p-tolylhydrazone. This reaction will need reagent potassium hydroxide and solvent methanol, H2O. The yield is about 77%.

When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes and may cause damage to health. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CC1=CC=C(C=C1)NN.Cl
(2)InChI: InChI=1S/C7H10N2.ClH/c1-6-2-4-7(9-8)5-3-6;/h2-5,9H,8H2,1H3;1H
(3)InChIKey: HMHWNJGOHUYVMD-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral 237mg/kg (237mg/kg) BEHAVIORAL: TREMOR

LUNGS, THORAX, OR RESPIRATION: CYANOSIS

SKIN AND APPENDAGES (SKIN): HAIR: OTHER		 National Technical Information Service. Vol. OTS0546022,
rat LD50 oral 262mg/kg (262mg/kg) BEHAVIORAL: TREMOR

LUNGS, THORAX, OR RESPIRATION: CYANOSIS

SKIN AND APPENDAGES (SKIN): HAIR: OTHER		 National Technical Information Service. Vol. OTS0546022,

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