624-80-6

Basic information

• Product Name: ETHYLHYDRAZINE
• Synonyms: C2H5NHNH2;ethyl-hydrazin;Ethylhydrazine, monooxalate;Hydrazine, ethyl-, ethanedioate (1:1);Hydrazine, ethyl-, oxalate (1:1);1-ETHYLHYDRAZINE;ETHYLHYDRAZINE;ETHYLHYDRAZINE 80-90%
• CAS NO: 624-80-6
• Molecular Formula: C₂H₈N₂
• Molecular Weight: 60.1
• EINECS: 210-864-2
• Mol File: 624-80-6.mol
• Article Data: 5

Chemical Properties

• Melting Point: 110-120℃
• Boiling Point: 100℃ (744 Torr)
• Flash Point: 15.7±22.3℃
• Appearance: /
• Density: 0.811±0.06 g/cm3 (20 ºC 760 Torr)
• Refractive Index: 1.4276 (589.3 nm 20℃)
• PKA: 8.75±0.70(Predicted)
• CAS DataBase Reference: ETHYLHYDRAZINE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYLHYDRAZINE(624-80-6)
• EPA Substance Registry System: ETHYLHYDRAZINE(624-80-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26
• Hazardous Substances Data: 624-80-6(Hazardous Substances Data)

Usage

General Description

Ethylhydrazine is a chemical compound with the formula C2H7N. It is a colorless, flammable liquid with a pungent odor. Ethylhydrazine is used as a rocket propellant and is also a potential occupational carcinogen. It is highly toxic and exposure to ethylhydrazine can cause severe health effects including irritation to the skin, eyes, and respiratory tract. Long-term exposure to ethylhydrazine has been linked to an increased risk of cancer, particularly in the liver and lungs. Due to its hazardous nature, strict safety precautions must be taken when handling and storing ethylhydrazine.

InChI:InChI=1S/C2H8N2/c1-2-4-3/h4H,2-3H2,1H3

Synthetic route

ethyl bromide (74-96-4) → ethylhydrazine (624-80-6)

Conditions	Yield
With sodium hydrazide; benzene
With hydrazine hydrate
With hydrazine In ethanol at 30℃; for 2h;

diethyl sulfate (64-67-5) → ethylhydrazine (624-80-6)

Conditions	Yield
With hydrazine

ethylnitramine (19091-98-6) → ethylhydrazine (624-80-6)

Conditions	Yield
With hydrogenchloride; zinc

ethyl 2-ethylcarbazate (7144-44-7) → ethylhydrazine (624-80-6)

Conditions	Yield
With sodium hydroxide

N-nitroso-1,3-diethylurea (49540-32-1) → ethylhydrazine (624-80-6)

Conditions	Yield
With ethanol; zinc ueber mehrere Stufen;

ethylamine (75-04-7) → ethylhydrazine (624-80-6)

Conditions	Yield
With chloroamine

(E)-diethyldiazene N,N'-dioxide (3378-48-1, 57527-62-5, 59176-90-8) → ethylhydrazine (624-80-6)

Conditions	Yield
(i) H2, Pd-C, MeOH, (ii) HCl, Et2O; Multistep reaction;

N-Aethyl-N'-hydroxyharnstoff-O-sulfonsaeure (29728-18-5) → ethylhydrazine (624-80-6)

Conditions	Yield
With sodium hydroxide

diphenylphosphinic α-ethylhydrazide (51104-12-2) → ethylhydrazine (624-80-6)

Conditions	Yield
With hydrogenchloride Heating;

triethyloxonium fluoroborate (368-39-8) → ethylhydrazine (624-80-6)

Conditions	Yield
With 1,2-di(benzylidene)hydrazine

acetaldazine (592-56-3) → ethylhydrazine (624-80-6)

Conditions	Yield
With sodium tetrahydroborate

diethylamine (109-89-7) + chloroamine → ethylhydrazine (624-80-6)

Conditions	Yield

ethylamine (75-04-7) + O-amino-sulfuric acid → ethylhydrazine (624-80-6)

Conditions	Yield

ethylamine (75-04-7) + O-sulfo-hydroxylamine → ethylhydrazine (624-80-6)

Conditions	Yield
With potassium hydroxide

N'-ethyl-hydrazidosulfuric acid + acid → ethylhydrazine (624-80-6) + sulfuric acid (7664-93-9)

Conditions	Yield

hydrogenchloride (7647-01-0) + 2,4-diethyl semicarbazide (49540-33-2) → ethylhydrazine (624-80-6) + carbon dioxide (124-38-9) + ethylamine (75-04-7)

Conditions	Yield

ethanol (64-17-5) + chloroethane (75-00-3) + hydrazine (302-01-2) → ethylhydrazine (624-80-6) + N.N-diethyl-hydrazine + N.N.N'-triethyl-hydrazine

Conditions	Yield
at 150℃; im Stahlautoklaven erfolgt Zersetzung;

ethanol (64-17-5) + N-ethyl-N-nitroso-N'-phenyl-urea (54680-35-2) + acetic acid (64-19-7) + zinc → ethylhydrazine (624-80-6) + carbon dioxide (124-38-9) + aniline (62-53-3) + N-ethyl-N'-phenyl-urea

Conditions	Yield
und Erhitzen des erhaltenen 2-Aethyl-4-phenyl-harnstoffs mit rauchender Salzsaeure auf 100grad;

N'-ethyl-hydrazidosulfuric acid ; potassium salt + acid → ethylhydrazine (624-80-6) + sulfuric acid (7664-93-9)

Conditions	Yield

2-ethyl-4-phenyl semicarbazide + diluted acid → ethylhydrazine (624-80-6) + phenyl isocyanate (103-71-9)

Conditions	Yield

2-ethyl-4-phenyl thiosemicarbazide (380342-72-3) + diluted mineral acid → ethylhydrazine (624-80-6) + phenyl isothiocyanate (103-72-0)

Conditions	Yield

N,N'-diethyl-N-nitroso-N'-phenyl-hydrazine + acetic acid (64-19-7) + zinc dust → ethylhydrazine (624-80-6) + N-ethyl-N-phenylamine (103-69-5)

Conditions	Yield

ethanol (64-17-5) + 3-ethyl-1-phenyl-tetraz-1-ene + acetic acid (64-19-7) + zinc → ethylhydrazine (624-80-6) + phenylhydrazine (100-63-0)

Conditions	Yield

3-ethyl-1-phenyl-tetraz-1-ene + acid → ethylhydrazine (624-80-6) + phenol (108-95-2) + nitrogen

Conditions	Yield

N-Ethylurea (625-52-5) → ethylhydrazine (624-80-6)

Conditions	Yield
With hydrogenchloride; sodium perchlorate; chloramine-B; ruthenium trichloride at 30℃; Kinetics; Further Variations:; pH-values; reag. conc.;

ethylhydrazine oxalic acid salt (6629-60-3) → ethylhydrazine (624-80-6)

Conditions	Yield
With sodium hydroxide In water pH=9.5;

N-benzyloxycarbonyl-N'-ethylhydrazine → ethylhydrazine (624-80-6)

Conditions	Yield
With palladium on activated charcoal; hydrogen In methanol at 20℃; for 3h;

ethylhydrazine (624-80-6) + 2,2-dimethyl-5-(1-hydroxy-3-oxobutylidene)-1,3-dioxane-4,6-dione (84257-12-5) → 5-(2-ethyl-5-methyl-2H-pyrazol-3-yl)-2,2-dimethyl-[1,3]dioxane-4,6-dione (955403-34-6)

Conditions	Yield
With triethylamine In methanol at 0 - 60℃; for 1.75h;	100%
With triethylamine In methanol at 60℃;

(3Z)-3-(4-methoxyphenylmethylidene)-2-benzofuran-1(3H)-one (71126-50-6) + ethylhydrazine (624-80-6) → 2-ethyl-4-(4-methoxy-benzyl)-2H-phthalazin-1-one

Conditions	Yield
	99%

ethylhydrazine (624-80-6) + 2-oxopropanal (78-98-8) → 2-oxopropanal ethylhydrazone

Conditions	Yield
In methanol; water at 0 - 20℃; for 2.75h;	99%

2-(hydroxymethyl)indole (24621-70-3) + ethylhydrazine (624-80-6) + dimethyl sulfoxide (67-68-5) → C12H14N2

Conditions	Yield
With sodium hypochlorite; salicylic acid at 80℃; for 18h; pH=3-4; Concentration; Temperature; Reagent/catalyst;	98.2%

ethylhydrazine (624-80-6) + 5,8-dichloro-2,3-diacyanoquinoxaline (1140899-25-7) → 3-amino-5,8-dichloro-1-ethylflavazole (1311965-22-6)

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

ethyl 2-(ethoxymethylidene)-4,4,4-trifluoro-3-oxobutanoate (571-55-1) + ethylhydrazine (624-80-6) → ethyl 1-ethyl-3-trifluoromethylpyrazole-4-carboxylate (155377-12-1)

Conditions	Yield
In water; toluene at 5℃; for 4h;	95.3%

(E/Z)-ethyl 2-(ethoxymethylene)-4,4-difluoro-3-oxobutanoate + ethylhydrazine (624-80-6) → ethyl 1-ethyl-3-difluoromethylpyrazole-4-carboxylate

Conditions	Yield
In water; toluene at 5℃; for 4h;	95.1%

ethylhydrazine (624-80-6) + 2-chloro-quinoline-4-carboxylic acid (2,4-dimethyl-phenyl)-amide → 2-(N'-ethyl-hydrazino)-quinoline-4-carboxylic acid (2,4-dimethyl-phenyl)-amide

Conditions	Yield
In 1,4-dioxane for 2h; Substitution; Heating;	92%

ethylhydrazine (624-80-6) + 1,5-dimethyl-4-(2-oxo-5-phenyl-3-furanylideneamino)-2-phenyl-1,2-dihydro-3-pyrazolone → 4-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-ylimino)-6-phenyl-1-ethyl-1,4-dihydro-2H-pyridazin-3-one

Conditions	Yield
In toluene	92%

(Z)-3-(4-methylsulfanylbenzylidene)isobenzofuran-1-one + ethylhydrazine (624-80-6) → 2-ethyl-4-(4-methylsulfanyl-benzyl)-2H-phthalazin-1-one

Conditions	Yield
	92%

ethylhydrazine (624-80-6) + 4-Methoxy-8-hydroxynaphthyl methyl ketone (64725-91-3) → 1-ethyl-3-methyl-6-methoxy-1H-1,2-diazaphenalene (310447-14-4)

Conditions	Yield
In ethanol for 2.5h; Reflux;	92%

ethylhydrazine (624-80-6) + podofilox (518-28-5) → podophyllinic acid ethylhydrazide

Conditions	Yield
With acetic acid In methanol for 6h; Reflux;	92%

ethylhydrazine (624-80-6) + (+)-(1S,3R)-2,2-dimethyl-3-(2-acetyl-3-oxobutyl)cyclopropanecarboxylic acid methyl ester (52528-09-3) → methyl 1S-cis-2,2-dimethyl-3-<(1-ethyl-3,5-dimethyl-4-pyrazolyl)methyl>cyclopropanecarboxylate (124434-71-5)

Conditions	Yield
In ethanol at 78℃; for 10h;	91%
With aluminum oxide at 20℃; for 5h;	91%
With aluminum oxide In ethanol for 0.5h; Irradiation;	91%

ethylhydrazine (624-80-6) + 2,2-dichlorovinyl 4-nitrophenyl ketone (41501-63-7) → 5-chloro-1-ethyl-3-(4-nitrophenyl)-1H-pyrazole

Conditions	Yield
With triethylamine In diethyl ether	91%
With triethylamine In ethanol for 4h;	91%
With triethylamine In ethanol for 3h;	91%

ethylhydrazine (624-80-6) + 2-chloro-3-(β-p-methylbenzoylethyl)naphtho<1,2-d>imidazole (79509-57-2) → 11-Ethyl-9-p-tolyl-8,11-dihydro-7H-6b,10,11,12-tetraaza-naphtho[2,1-a]azulene (79509-56-1)

Conditions	Yield
In N,N-dimethyl-formamide Heating;	90%

ethylhydrazine (624-80-6) + chloromethyl β,β-dichlorovinyl ketone (41501-60-4) → 1-ethyl-3-chloromethyl-5-chloropyrazole

Conditions	Yield
With triethylamine In diethyl ether	90%

3-(dimethylamino)-1-(4-fluorophenyl)prop-2-en-1-one (75175-77-8) + ethylhydrazine (624-80-6) → 1-ethyl-5-(4-fluorophenyl)-1H-pyrazole (689251-76-1)

Conditions	Yield
With triethylamine; trifluoroacetic acid In isopropyl alcohol at 80℃; for 7h;	90%

ethylhydrazine (624-80-6) + p-fluorobenzoylacetone (29681-98-9) → 1-ethyl-5-(4-fluorophenyl)-3-methyl-1H-pyrazole (1221503-16-7)

Conditions	Yield
With triethylamine; trifluoroacetic acid In isopropyl alcohol at 80℃; for 1h;	90%

ethylhydrazine (624-80-6) + 3-(ethylthio)-3-(1-methyl-1H-indol-3-yl)-1-phenylprop-2-en-1-one → 3-(1-ethyl-3-phenyl-1H-pyrazol-5-yl)-1-methyl-1H-indole

Conditions	Yield
With acetic acid In ethanol Reflux; regioselective reaction;	90%

ethylhydrazine (624-80-6) + 4-Hydroxy-4-methyl-2-pentanone (123-42-2) → Diacetone alcohol monoethylhydrazone (84646-08-2)

Conditions	Yield
In benzene 1) mixing below 15 deg C, 2) room temp., 1 h.;	89%

ethylhydrazine (624-80-6) + 1,1,1-trifluoro-4-phenylbut-3-yn-2-one (58518-08-4) → 1-ethyl-5-phenyl-3-trifluoromethyl-1H-pyrazole

Conditions	Yield
With silver trifluoromethanesulfonate In chloroform at 20℃; for 1h; Sealed tube; regioselective reaction;	89%

ethylhydrazine (624-80-6) + 1,1,1-trifluoro-4,4-dibromo-3-buten-2-one (444797-09-5) → 5-bromo-1-ethyl-3-trifluoromethyl-1H-pyrazole

Conditions	Yield
With triethylamine In diethyl ether	88%
In diethyl ether Heating;	85%
With triethylamine In ethanol for 3h; Reflux; chemoselective reaction;	49%

ethylhydrazine (624-80-6) + N,N-dimethyl-formamide dimethyl acetal (4637-24-5) + 6-bromo-1-methyl-2,2-dioxo-2,3-dihydro-1H-2λ(6)-benzo[c][1,2]thiazin-4-one (13568-96-2) → 8-bromo-1-ethyl-5-methyl-1,5-dihydropyrazolo[4,3-c][2,1]benzothiazine 4,4-dioxide (1427565-01-2)

Conditions	Yield
Stage #1: N,N-dimethyl-formamide dimethyl acetal; 6-bromo-1-methyl-2,2-dioxo-2,3-dihydro-1H-2λ(6)-benzo[c][1,2]thiazin-4-one In tetrahydrofuran at 0 - 20℃; for 3h; Stage #2: ethylhydrazine In ethanol for 0.5h; Reflux;	88%

ethylhydrazine (624-80-6) + 2-Chloro-quinoline-4-carboxylic acid (2,4-dichloro-phenyl)-amide (137522-61-3) → 2-(N'-ethyl-hydrazino)-quinoline-4-carboxylic acid (2,4-dichloro-phenyl)-amide

Conditions	Yield
In 1,4-dioxane for 2h; Substitution; Heating;	87%

3-chloroquinoxaline 1-oxide (5227-59-8) + ethylhydrazine (624-80-6) → 3-(1-ethylhydrazino)quinoxaline 1-oxide (308798-29-0)

Conditions	Yield
With triethylamine In ethanol for 1h; Condensation; Heating;	87%

2-chloro-3-pyridinecarbonitrile (6602-54-6) + ethylhydrazine (624-80-6) → 1-ethyl-1H-pyrazolo[3,4-b]pyridin-3-ylamine

Conditions	Yield
With copper(l) iodide; 1,10-Phenanthroline; caesium carbonate In N,N-dimethyl-formamide at 60℃; for 12h;	86%

ethylhydrazine (624-80-6) + salicylaldehyde (90-02-8) → Salicylaldehyde monoethyl hydrazone (84646-18-4)

Conditions	Yield
In benzene 1) mixing below 15 deg C, 2) room temp., 1 h.;	85%

ethylhydrazine (624-80-6) + 4-Nitro-benzoic acid 2-(2-oxo-propyl)-phenyl ester → 2-[1-Ethyl-3-methyl-5-(4-nitro-phenyl)-1H-pyrazol-4-yl]-phenol

Conditions	Yield
With acetic acid In ethylene glycol for 0.333333h; Heating;	85%

ethylhydrazine (624-80-6) + 2-Chloro-quinoline-4-carboxylic acid (2,5-dimethyl-phenyl)-amide → 2-(N'-Ethyl-hydrazino)-quinoline-4-carboxylic acid (2,5-dimethyl-phenyl)-amide

Conditions	Yield
In 1,4-dioxane for 2h; Heating;	85%

ethylhydrazine (624-80-6) + (2-chloroquinolin-4-yl)(piperidin-1-yl)methanone (135323-96-5) → [2-(N'-ethyl-hydrazino)-quinolin-4-yl]-piperidin-1-yl-methanone

Conditions	Yield
In 1,4-dioxane for 2h; Substitution; Heating;	85%

Upstream product

• 74-96-4 ethyl bromide 
• 19091-98-6 ethylnitramine 
• 7144-44-7 ethyl 2-ethylcarbazate 
• 49540-32-1 N-nitroso-1,3-diethylurea 
• 51104-12-2 diphenylphosphinic α-ethylhydrazide 
• 109-89-7 diethylamine 
• 625-52-5 N-Ethylurea 
• 64-17-5 ethanol 
• 64-19-7 acetic acid 
• 380342-72-3 2-ethyl-4-phenyl thiosemicarbazide 
• 54680-35-2 N-ethyl-N-nitroso-N'-phenyl-urea 
• 75-00-3 chloroethane 
• 302-01-2 hydrazine 
• 7647-01-0 hydrogenchloride 

Downstream Products

• 380342-72-3 2-ethyl-4-phenyl thiosemicarbazide 
• 75131-88-3 N-[5-(2-Chloro-4-trifluoromethyl-phenoxy)-2-nitro-phenyl]-N-ethyl-hydrazine 
• 75132-36-4 N-[5-(2,4-Dichloro-6-fluoro-phenoxy)-2-nitro-phenyl]-N-ethyl-hydrazine 
• 75132-44-4 N-Ethyl-N-[2-nitro-5-(2,4,6-trichloro-phenoxy)-phenyl]-hydrazine 
• 90324-75-7 α-(1-Ethyl-hydrazino)-propionsaeure 
• 92078-92-7 (E)-potassium ethanediazotate 

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