7422-78-8

Basic information

• Product Name: ALLYLHYDRAZINE
• Synonyms: ALLYLHYDRAZINE;ALLYLHYDRAZINE, AQ. SOLN.;1-Allylhydrazine;2-Propenylhydrazine;52207-83-7 (Hydrochloride);Hydrazine, 2-propenyl-;Hydrazine, 2-propenyl-(9CI);Prop-2-en-1-ylhydrazine
• CAS NO: 7422-78-8
• Molecular Formula: C₃H₈N₂
• Molecular Weight: 72.11
• Mol File: 7422-78-8.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 157.8 °C at 760 mmHg
• Flash Point: 52.6 °C
• Appearance: /
• Density: 0.841 g/cm³
• Vapor Pressure: 2.71mmHg at 25°C
• Refractive Index: 1.445
• CAS DataBase Reference: ALLYLHYDRAZINE(CAS DataBase Reference)
• NIST Chemistry Reference: ALLYLHYDRAZINE(7422-78-8)
• EPA Substance Registry System: ALLYLHYDRAZINE(7422-78-8)

Safety Data

• Hazardous Substances Data: 7422-78-8(Hazardous Substances Data)

Usage

General Description

Allylhydrazine is a colorless to yellowish liquid with a strong ammonia-like odor. It is primarily used as a chemical intermediate in the production of pharmaceuticals, dyes, and agricultural chemicals. Allylhydrazine has a high potential to form explosive materials and is considered a dangerous chemical when mishandled. Exposure to allylhydrazine can cause irritation to the respiratory system, skin, and eyes, and prolonged or high-level exposure may result in liver and kidney damage. Additionally, allylhydrazine is a known carcinogen and mutagen, making it a hazardous substance that requires careful handling and proper protection for those working with or around it.

InChI:InChI=1/C3H8N2/c1-2-3-5-4/h2,5H,1,3-4H2

Synthetic route

1-amino-2-propene (107-11-9) → allylhydrazine (7422-78-8)

Conditions	Yield
With sodium hydroxide; chloroamine In water at 35 - 45℃;	80%
With chloroamine

3-chloroprop-1-ene (107-05-1) → allylhydrazine (7422-78-8)

Conditions	Yield
With hydrazine hydrate at 100℃;

C15H17N2OP (70629-56-0) → allylhydrazine (7422-78-8)

Conditions	Yield
With hydrogenchloride Heating;

α-Allyl-Nβ-isopropyliden-hydrazino>-triphenyl-phosphoniumiodid → allylhydrazine (7422-78-8)

Conditions	Yield
(i) aq. Na2CO3, (ii) AcOH, PhCHO; Multistep reaction;

1,2-propanediene (463-49-0) → acetone hydrazone (5281-20-9) + allylhydrazine (7422-78-8)

Conditions	Yield
With C24H20B(1-)*C27H39AuClN*K(1+); hydrazine at 130℃; for 14h; Inert atmosphere;

N'-[(tert-butoxy)carbonyl]-N'-(prop-2-en-1-yl)(tert-butoxy)carbohydrazide (202980-98-1) → allylhydrazine (7422-78-8)

Conditions	Yield
With trifluoroacetic acid In dichloromethane at 0 - 20℃; for 1h;

4,6-dichloropyrimidine (1193-21-1) + allylhydrazine (7422-78-8) → 4,6-bis[1-(prop-2-enyl)hydrazino]pyrimidine

Conditions	Yield
for 3h; Heating;	100%

allylhydrazine (7422-78-8) + p-fluorobenzoylacetone (29681-98-9) → 1-allyl-5-(4-fluorophenyl)-3-methyl-1H-pyrazole (1221503-18-9)

Conditions	Yield
With triethylamine; trifluoroacetic acid In isopropyl alcohol at 80℃; for 1h;	95%

allylhydrazine (7422-78-8) + β-naphthaldehyde (66-99-9) → 1-allyl-2-(naphthalen-2-ylmethylene)hydrazine (1097191-46-2)

Conditions	Yield
In ethanol; water at 20℃; for 12h; Inert atmosphere;	94%

allylhydrazine (7422-78-8) + ethyl acetate (141-78-6) → 1-acetyl-2-allylhydrazide (64632-82-2)

Conditions	Yield
at 150℃; for 19h; sealed tube;	92%
In water

(3Z)-3-(4-methoxyphenylmethylidene)-2-benzofuran-1(3H)-one (71126-50-6) + allylhydrazine (7422-78-8) → 2-allyl-4-(4-methoxy-benzyl)-2H-phthalazin-1-one

Conditions	Yield
	90%

(Z)-3-(4-chlorophenyl)methylidenephthalide (105279-16-1) + allylhydrazine (7422-78-8) → 2-allyl-4-(4-chlorobenzyl)phthalazin-1(2H)-one

Conditions	Yield
	89%

allylhydrazine (7422-78-8) + ethyl bromoacetate (105-36-2) → ethyl 2-(1-allylhydrazinyl)acetate

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 25h; Reflux;	87%

(Z)-3-(4-methylsulfanylbenzylidene)isobenzofuran-1-one + allylhydrazine (7422-78-8) → 2-allyl-4-(4-methylsulfanyl-benzyl)-2H-phthalazin-1-one

Conditions	Yield
	85%

(Z)-3-(3,4-dimethoxybenzylidene)isobenzofuran-1(3H)-one (148345-07-7) + allylhydrazine (7422-78-8) → 2-allyl-4-(3,4-dimethoxy-benzyl)-2H-phthalazin-1-one

Conditions	Yield
	70%

allylhydrazine (7422-78-8) + benzyl isothiocyanate (3173-56-6) → 4-benzyl-2-allylsemicarbazide

Conditions	Yield
In chloroform at 0℃; for 2h;	70%

allylhydrazine (7422-78-8) + methyl N-4-(4-chloro-1H-imidazol-1-yl)-3-methoxyphenyl-N'-(2-(4-fluorophenyl)pent-4-enoyl)carbamimidothioate (1235493-42-1) → 1-allyl-N-(4-(4-chloro-1H-imidazol-1-yl)-3-methoxyphenyl)-5-(1-(4-fluorophenyl)but-3-enyl)-1H-1,2,4-triazol-3-amine (1235493-43-2)

Conditions	Yield
In ethanol; water at 80℃; for 3h;	69%

allylhydrazine (7422-78-8) + 1,4-di(benzyloxy)-5,8-dichloro-9,10-dihydro-9,10-anthracenedione (91440-79-8) → 2-Allyl-7,10-bis-benzyloxy-5-chloro-2H-dibenzo[cd,g]indazol-6-one (111425-44-6)

Conditions	Yield
With potassium fluoride; potassium hydrogencarbonate In dimethyl sulfoxide at 80℃; for 18h;	53%

allylhydrazine (7422-78-8) + propargyl bromide (106-96-7) → N-Allyl-N-prop-2-ynyl-hydrazine (54362-42-4)

Conditions	Yield
In diethyl ether	45%

2-chloropyrimidine (1722-12-9) + allylhydrazine (7422-78-8) → 2-(1-allylhydrazinyl)pyrimidine

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 75℃; for 12h;	38%

allylhydrazine (7422-78-8) + (S)-1-(1-((4-fluorophenyl)sulfonyl)-6-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)-1,2,3,4-tetrahydroquinolin-2-yl)but-3-yn-2-one → (S)-2-(2-((1-allyl-1H-pyrazol-5-yl)methyl)-1-((4-fluorophenyl)sulfonyl)-1,2,3,4-tetrahydroquinolin-6-yl)-1,1,1,3,3,3-hexafluoropropan-2-ol + (S)-2-(2-((1-allyl-1H-pyrazol-3-yl)methyl)-1-((4-fluorophenyl)sulfonyl)-1,2,3,4-tetrahydroquinolin-6-yl)-1,1,1,3,3,3-hexafluoropropan-2-ol

Conditions	Yield
In methanol at 20℃; for 1h;	A 21% B 21%

6-bromo-1-benzopyran-4(4H)-one (51483-92-2) + allylhydrazine (7422-78-8) → 2-(1-allyl-1H-pyrazol-3-yl)-4-bromophenol

Conditions	Yield
In dimethyl sulfoxide at 100℃;	21%
In dimethyl sulfoxide at 100℃; for 36h;	50 mg

allylhydrazine (7422-78-8) + dimethyl N-cyanodithioiminocarbonate (10191-60-3) → 1-Allyl-5-methylsulfanyl-1H-[1,2,4]triazol-3-ylamine (84827-81-6) + 1-allyl-5-amino-3-methylthio-1,2,4-triazole (84827-80-5)

Conditions	Yield
In ethanol for 3h; Heating;	A 8% B 16%

3-oxabicyclo[3.1.0]hexane-2,4-dione (5617-74-3) + allylhydrazine (7422-78-8) → (1S,6R)-3-Allyl-3,4-diaza-bicyclo[4.1.0]heptane-2,5-dione

Conditions	Yield
In ethanol for 12h; Heating;	16%

allylhydrazine (7422-78-8) + phenyl isothiocyanate (103-72-0) → 2-allyl-4-phenyl thiosemicarbazide (21076-33-5)

Conditions	Yield
In diethyl ether

potassium cyanate (590-28-3) + furan-2-yl-oxo-acetic acid (1467-70-5) + allylhydrazine (7422-78-8) → 2-allyl-6-furan-2-yl-2H-[1,2,4]triazine-3,5-dione (26216-81-9)

Conditions	Yield
(i) aq. HCl, (ii) /BRN= 115630/; Multistep reaction;

formaldehyd (50-00-0) + allylhydrazine (7422-78-8) → N-Allyl-N'-methylene-hydrazine (36214-52-5)

Conditions	Yield

tert-butyl isothiocyanate (590-42-1) + allylhydrazine (7422-78-8) → 4-tert.-Butyl-2-allyl-thiosemicarbazid (21076-15-3)

Conditions	Yield
In diethyl ether

allylhydrazine (7422-78-8) + S-Methyl-monothiokohlensaeure-tert.-butylester (29518-83-0) → (tert-butoxy)-N-(prop-2-en-1-yl)carbohydrazide (21075-86-5)

Conditions	Yield

allylhydrazine (7422-78-8) + 4-Butyloxy-dithiobenzoesaeure-(carboxy-methylester) (60246-54-0) → 4-Butyloxy-thiobenzoesaeure-(N1-allyl-hydrazid) (98528-41-7)

Conditions	Yield
With sodium hydroxide

allylhydrazine (7422-78-8) + 3-formylrifamycin SV (13292-22-3) → 3-(allylhydrazono-methyl)-rifamycin (39976-77-7)

Conditions	Yield
In tetrahydrofuran for 0.5h; Ambient temperature;

allylhydrazine (7422-78-8) + methyl thioisocyanate (556-61-6) → 4-Methyl-2-allyl-thiosemicarbazid (21198-39-0)

Conditions	Yield
In diethyl ether

Upstream product

• 107-11-9 1-amino-2-propene 
• 107-05-1 3-chloroprop-1-ene 
• 202980-98-1 N'-[(tert-butoxy)carbonyl]-N'-(prop-2-en-1-yl)(tert-butoxy)carbohydrazide 
• 463-49-0 1,2-propanediene 
• 70629-56-0 C₁₅H₁₇N₂OP 

Downstream Products

• 21076-33-5 2-allyl-4-phenyl thiosemicarbazide 
• 111425-44-6 2-Allyl-7,10-bis-benzyloxy-5-chloro-2H-dibenzo[cd,g]indazol-6-one 
• 192725-90-9 tert-butyl 2-(prop-2-en-1-yl)hydrazinecarboxylate 
• 21075-86-5 (tert-butoxy)-N-(prop-2-en-1-yl)carbohydrazide 
• 1221503-18-9 1-allyl-5-(4-fluorophenyl)-3-methyl-1H-pyrazole 
• 1235493-43-2 1-allyl-N-(4-(4-chloro-1H-imidazol-1-yl)-3-methoxyphenyl)-5-(1-(4-fluorophenyl)but-3-enyl)-1H-1,2,4-triazol-3-amine 
• 1072138-70-5 C₁₉H₁₄Br₃ClN₆O₂ 
• 1072138-71-6 C₁₉H₁₄Br₃ClN₆O₂ 
• 1072138-74-9 C₂₀H₁₇BrCl₂N₆O₂ 
• 1072138-75-0 C₂₀H₁₇BrCl₂N₆O₂ 
• 671198-40-6 ethyl 2-(1-allylhydrazinyl)acetate 
• 1097191-49-5 1-allyl-2-(3-methylbenzylidene)hydrazine 
• 1097191-53-1 1-allyl-2-(2-methoxybenzylidene)hydrazine 
• 1097191-52-0 1-allyl-2-(3-methoxybenzylidene)hydrazine 

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