4-Methylphenylhydrazine hydrochloride supplier

Name
4-Methylphenylhydrazine hydrochloride
EINECS 211-295-2
CAS No. 637-60-5
Article Data29
CAS DataBase
Density 1.18 g/cm³
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
Hazard Symbols Xn, Xi
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;
PSA 38.05000
LogP 2.85590

Synthetic route

: 40594-88-5
N-(4-methylphenyl) benzophenone hydrazone

: 637-60-5
p-tolylhydrazine hydrochloride

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Yield

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

Conditions	Yield
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

Conditions	Yield
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

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

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

: 637-60-5
p-tolylhydrazine hydrochloride

Conditions

Conditions	Yield
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

Conditions	Yield
With hydrogenchloride

...Expand

: 106-43-4
para-chlorotoluene

: 637-60-5
p-tolylhydrazine hydrochloride

Conditions

Conditions	Yield
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

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

: 637-60-5
p-tolylhydrazine hydrochloride

: 98-53-3
4-tercbutyl-cyclohexanone

: 3-(tert-butyl)-6-methyl-2,3,4,9-tetrahydrocarbazole

Conditions

Conditions	Yield
at 250℃; for 0.0166667h; Fischer indole synthesis;	100%
With silica gel at 20℃; for 5h; Fischer Indole Synthesis; Milling;	64%

: 637-60-5
p-tolylhydrazine hydrochloride

: 120-92-3
cyclopentanone

: 1130-93-4
7-methyl-1,2,3,4-tetrahydrocyclopenta[b]indole

Conditions

Conditions	Yield
at 250℃; for 0.0166667h; Fischer indole synthesis;	100%

: 637-60-5
p-tolylhydrazine hydrochloride

: 96-22-0
pentan-3-one

: 73177-34-1
2-ethyl-3,5-dimethyl-1H-indole

Conditions

Conditions	Yield
at 250℃; for 0.0166667h; Fischer indole synthesis;	100%

: 637-60-5
p-tolylhydrazine hydrochloride

: 102-04-5
1,3-Diphenylpropanone

: 2-benzyl-5-methyl-3-phenyl-1H-indole

Conditions

Conditions	Yield
at 250℃; for 0.0166667h; Fischer indole synthesis;	100%

: 59997-51-2
trimethylacetylacetonitrile

: 637-60-5
p-tolylhydrazine hydrochloride

: 285984-25-0
3-tert-butyl-1-p-tolyl-1H-pyrazol-5-amine

Conditions

Conditions	Yield
In methanol	99%
With hydrogenchloride In ethanol for 48h; Reflux;	86%
With hydrogenchloride In ethanol at 80℃; for 8h;	86.4%

: 637-60-5
p-tolylhydrazine hydrochloride

: 125037-37-8
(E)-5-(2-Dimethylamino-vinyl)-1-phenyl-1H-tetrazol

: N-[2-(1-Phenyl-1H-tetrazol-5-yl)-eth-(E)-ylidene]-N'-p-tolyl-hydrazine

Conditions

Conditions	Yield
With water; acetic acid In methanol for 0.0833333h; Heating;	98%

: 832-10-0
cyclotridecanone

: 637-60-5
p-tolylhydrazine hydrochloride

: 16-methyl-20-aza-tricyclo[11.7.0.014,19]eicosa-1(13),14(19),15,17-tetraene

Conditions

Conditions	Yield
at 250℃; for 0.0166667h; Fischer indole synthesis;	98%

: 59997-51-2
trimethylacetylacetonitrile

: 637-60-5
p-tolylhydrazine hydrochloride

: 3-amino-5-tert-butyl-2-(p-tolyl)-2H-pyrazole hydrochloride

Conditions

Conditions	Yield
In methanol at 120℃; for 1h; microwave irradiation;	98%
In methanol Inert atmosphere; Reflux;	94%
In methanol for 16h; Reflux;	86%

: 606490-76-0
4-neopentylcyclohexanone

: 637-60-5
p-tolylhydrazine hydrochloride

: 1456718-42-5
3-(2,2-dimethylpropyl)-6-methyl-2,3,4,9-tetrahydro-1H-carbazole

Conditions

Conditions	Yield
With 1,3,5-trichloro-2,4,6-triazine In ethanol at 80℃; for 2h; Fischer Indole Synthesis;	98%

: 637-60-5
p-tolylhydrazine hydrochloride

: 529-34-0
3,4-dihydronaphthalene-1(2H)-one

: 50823-82-0
8-methyl-6,11-dihydro-5H-benzo[a]carbazole

Conditions

Conditions	Yield
With toluene-4-sulfonic acid for 0.0833333h; Fischer indole synthesis; Microwave irradiation; neat (no solvent);	97%
at 250℃; for 0.0166667h; Fischer indole synthesis;	90%

: 637-60-5
p-tolylhydrazine hydrochloride

: 502-42-1
cycloheptanone

: 17897-01-7
2-methyl-5,6,7,8,9,10-hexahydrocyclohepta[b]indole

Conditions

Conditions	Yield
at 250℃; for 0.0166667h; Fischer indole synthesis;	96%

: 110-87-2
3,4-dihydro-2H-pyran

: 637-60-5
p-tolylhydrazine hydrochloride

: 29957-88-8
3-(5-methyl-1H-indol-3-yl)propan-1-ol

Conditions

Conditions	Yield
With acetic acid In water at 20 - 100℃; for 0.95h; Fischer indole synthesis;	96%
With sulfuric acid In N,N-dimethyl acetamide at 100℃; for 2h; Fischer indole reaction;	95%
With antimony(III) sulfate In methanol for 0.75h; Fischer indole synthesis; Reflux;	92%

: 13984-57-1
ethyl 5-oxohexanoate

: 637-60-5
p-tolylhydrazine hydrochloride

: ethyl 3-(2,5-dimethylindol-3-yl)propionate

Conditions

Conditions	Yield
Stage #1: ethyl 5-oxohexanoate; p-tolylhydrazine hydrochloride Stage #2: In toluene	96%

: 637-60-5
p-tolylhydrazine hydrochloride

: 541-41-3
chloroformic acid ethyl ester

: 40887-65-8
ethyl 2-(4-methylphenyl)hydrazinecarboxylate

Conditions

Conditions	Yield
With pyridine In acetonitrile at 0 - 20℃;	96%
With pyridine In acetonitrile at 0 - 20℃; for 1h;

: 637-60-5
p-tolylhydrazine hydrochloride

: 123-38-6
propionaldehyde

: 17177-17-2
6-methyl-2,3,4,9-tetrahydro-1H-carbazole

Conditions

Conditions	Yield
With 4-methylbenzenesulfonic acid-based ionic liquid supported on silica gel In ethanol at 20℃; for 4h; Fischer Indole Synthesis;	96%

: 637-60-5
p-tolylhydrazine hydrochloride

: 1476-23-9
allylisocyanate

: C11H15N3O

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃; for 7h;	96%

: 51079-10-8
ethyl 2-(1H-indol-3-yl)-2-oxoacetate

: 637-60-5
p-tolylhydrazine hydrochloride

: 204511-52-4
2-(4-methylphenyl)pyrazolo[3,4-c]quinolin-4(5H)-one

Conditions

Conditions	Yield
With acetic acid In ethanol at 140℃; for 0.05h; microwave irradiation;	95%
With acetic acid In ethanol for 3h; Heating;	90%

: 637-60-5
p-tolylhydrazine hydrochloride

: 823-76-7
Cyclohexyl methyl ketone

: 468774-80-3
2',5'-dimethylspiro[cyclohexane-1,3'-indole]

Conditions

Conditions	Yield
Stage #1: p-tolylhydrazine hydrochloride; Cyclohexyl methyl ketone With perchloric acid In ethanol for 2h; Heating; Stage #2: With sodium hydroxide at 20℃;	95%

: 67-56-1
methanol

: 1749-08-2
N-(4-methoxy benzylidene)-4-methoxyaniline

: 637-60-5
p-tolylhydrazine hydrochloride

: 619-66-9
4-Carboxybenzaldehyde

: 4-[1-(2,6-dichloro-4-methyl-phenyl)-4,5-bis-(4-methoxy-phenyl)-4,5-dihydro-1H-[1,2,4]triazol-3-yl]-benzoic acid methyl ester

Conditions

Conditions	Yield
Multistep reaction;	95%

...Expand

: 637-60-5
p-tolylhydrazine hydrochloride

: 15853-98-2, 17669-01-1, 56190-51-3, 7562-61-0
(+)-usnic acid

: (S)-8-acetyl-5,7-dihydroxy-3,4a,6-trimethyl-1-(p-tolyl)-1,4a-dihydro-4H-benzofuro[3,2-f]indazol-4-one

Conditions

Conditions	Yield
With pyridine In ethanol for 2h; Reflux;	95%

: 637-60-5
p-tolylhydrazine hydrochloride

: 589-92-4
1-methylcyclohexan-4-one

: 70473-88-0
3,6-dimethyl-2,3,4,9-tetrahydro-1H-carbazole

Conditions

Conditions	Yield
With acetic acid for 8h; Reflux;	95%
With acetic acid at 80℃; for 0.5h; Borsche reaction; Inert atmosphere;	93%
With silica gel at 20℃; for 4h; Fischer Indole Synthesis; Milling;	69%
With sodium acetate In acetic acid at 90℃; Reflux;	66%

: 1162-53-4
16-dehydropregnenolone

: 637-60-5
p-tolylhydrazine hydrochloride

: (3S,16R,17S)-3'-methyl-1'-(4")-tolyl-2'-pyrazolino[4',5':17,16]androst-5-en-3-ol

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In ethanol at 100℃; for 0.333333h; Microwave irradiation; stereoselective reaction;	95%

: 637-60-5
p-tolylhydrazine hydrochloride

: 94-41-7
benzalacetophenone

: 51390-16-0
1-(4-methylphenyl)-3,5-diphenyl-1H-pyrazole

Conditions

Conditions	Yield
With iodine In ethanol for 1h; Reflux; Inert atmosphere; Green chemistry; regioselective reaction;	95%

: 21321-91-5
3-methoxy-19-norpregna-1,3,5(10),16-tetraene-20-one

: 637-60-5
p-tolylhydrazine hydrochloride

: (16R,17S)-3-methoxy-3′-methyl-1′-(4″-tolyl)-2′-pyrazolino[4′,5′:17,16]estra-1,3,5(10)-triene

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In ethanol at 100℃; for 0.333333h; Microwave irradiation;	95%

: 637-60-5
p-tolylhydrazine hydrochloride

: 103-19-5
di(p-tolyl) disulfide

Conditions

Conditions	Yield
With sulfur; oxygen; cesium fluoride In water; toluene at 100℃; under 750.075 Torr; for 6h; Sealed tube; Schlenk technique;	95%

: 563-80-4
3-methyl-butan-2-one

: 637-60-5
p-tolylhydrazine hydrochloride

: 25981-82-2
2,3,3,5-tetramethyl-3H-indole

Conditions

Conditions	Yield
In acetic acid for 3h; Reflux;	94%
With perchloric acid In ethanol Fischer indolization; Heating;	89%
With potassium acetate In acetic acid at 20℃; for 1.5h; Reflux;	79.5%

: 637-60-5
p-tolylhydrazine hydrochloride

: 108-94-1
cyclohexanone

: 17177-17-2
6-methyl-2,3,4,9-tetrahydro-1H-carbazole

Conditions

Conditions	Yield
at 250℃; for 0.0166667h; Fischer indole synthesis;	94%
With silica gel at 20℃; for 3h; Fischer Indole Synthesis; Milling;	94%
With toluene-4-sulfonic acid for 0.0833333h; Fischer indole synthesis; Microwave irradiation; neat (no solvent);	93%

: 637-60-5
p-tolylhydrazine hydrochloride

: 196711-46-3
3β-hydroxy-21-hydroxymethylidenepregn-5-en-20-one

: 1233764-92-5
17β-(1-p-tolyl-3-pyrazolyl)androst-5-en-3β-ol

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate In dichloromethane for 6h;	94%

: 350-03-8
methyl-3-pyridylketone

: 637-60-5
p-tolylhydrazine hydrochloride

: 1258795-07-1
1-(pyridine-3-yl)ethan-1-one N-tosylhydrazone

Conditions

Conditions	Yield
With sodium acetate In ethanol at 80℃; for 0.0833333h; Microwave irradiation; air-cooling;	94%

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,

Product Name

4-Methylphenylhydrazine hydrochloride

Synthetic route

4-Methylphenylhydrazine hydrochloride Consensus Reports

4-Methylphenylhydrazine hydrochloride Specification

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