75-04-7

Basic information

• Product Name: Ethylamine
• Synonyms: Ethylamine(7CI,8CI);1-Aminoethane;Aminoethane;Monoethylamine;R 631;n-Ethylamine
• CAS NO: 75-04-7
• Molecular Formula: C₂H₇N
• Molecular Weight: 45.08
• EINECS: 200-834-7
• Mol File: 75-04-7.mol
• Article Data: 525

Chemical Properties

• Melting Point: -81℃
• Boiling Point: 14.2 °C at 760 mmHg
• Flash Point: -17 °C
• Appearance: light yellow liquid
• Density: 0.691 g/cm³
• Refractive Index: 1.383-1.385
• PKA: 10?+-.0.10(Predicted)
• Water Solubility: miscible
• CAS DataBase Reference: Ethylamine(CAS DataBase Reference)
• NIST Chemistry Reference: Ethylamine(75-04-7)
• EPA Substance Registry System: Ethylamine(75-04-7)

Safety Data

• Hazard Codes: F+:Highly flammable
• Statements: R12:; R36/37:
• Safety Statements: S16:; S26:; S29:
• RIDADR: 2270
• HazardClass: 3
• PackingGroup: II
• Hazardous Substances Data: 75-04-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C2H7N/c1-2-3/h2-3H2,1H3

Synthetic route

acetonitrile (75-05-8) → ethylamine (75-04-7)

Conditions	Yield
With sodium tetrahydroborate In water; dimethyl sulfoxide at 60℃; for 4.5h; High pressure; Green chemistry;	99.9%
With borane-ammonia complex; copper cobaltite In methanol; water at 50℃; under 1125.11 Torr; for 5h; Catalytic behavior; Reagent/catalyst; Pressure; Concentration; Sealed tube;	98%
With hydrogen In ethanol at 99.84℃; under 22502.3 Torr; Autoclave;	81%

Nitroethane (79-24-3) → ethylamine (75-04-7)

Conditions	Yield
With borane-ammonia complex In methanol; water at 20℃; for 0.0833333h;	99%
With ammonia borane; Pd/MIL-101 In methanol; water at 20℃; for 0.025h;	99%
With sodium tetrahydroborate In methanol; water at 20℃; for 0.0666667h; Sealed tube; Green chemistry;	99%

Nitroethane (79-24-3) + 12percent nickel/Al-SBA-15 fiber → ethylamine (75-04-7)

Conditions	Yield
With hydrogen In ethanol at 109.84℃; under 18751.9 Torr; for 7.5h; Autoclave; Green chemistry; chemoselective reaction;	99%

propiononitrile (107-12-0) → ethylamine (75-04-7)

Conditions	Yield
Stage #1: propiononitrile In methanol; water at 20℃; for 0.0833333h; Stage #2: With ammonia borane In methanol; water at 20℃;	98%

Nitroethane (79-24-3) → ethylamine (75-04-7) + ethylhydroxylamine (624-81-7)

Conditions	Yield
With hydrogen In para-xylene; isopropyl alcohol at 25℃; under 760.051 Torr; for 2h; Catalytic behavior; Reagent/catalyst;	A 6% B 94%
Pt-Rh catalysts Product distribution; electrochemical reduction;
With sulfuric acid; palladium Product distribution; electrocatalytic hydrogenation, oth. catalysts;
With 5% Pd/SiO2; hydrogen In isopropyl alcohol at 20℃; under 750.075 Torr; for 2h;	A 9 %Spectr. B 91 %Spectr.

(R/S)-2-(ethylamino)-1-phenylethanol (5300-22-1) → 2-hydroxy-1-phenylpropylamine (52500-61-5) + formaldehyd (50-00-0) + benzaldehyde (100-52-7) + ethylamine (75-04-7) + acetaldehyde (75-07-0)

Conditions	Yield
With water at 25℃; Product distribution; Mechanism; anodic oxidation, carbonate buffer, pH 10; effect of substituents investigated with different types of β-alkanolamines;	A 1.9% B 67% C 75% D 79% E 10%

N-ethyl-N-hydroxy-ethanamine (3710-84-7) → formaldehyd (50-00-0) + N-Ethylmethylamine (624-78-2) + ethylamine (75-04-7) + acetaldehyde (75-07-0)

Conditions	Yield
With phosphorus pentachloride In toluene at 18 - 20℃; Mechanism; Product distribution; object of study: Stieglitz rearrangement (prototype);	A n/a B 1.4% C 76% D n/a

{(C2H5NH2)2BH2}(1+)*{SC2H5}(1-)={(C2H5NH2)2BH2}{SC2H5} (19528-69-9) → N,N',N''-triethylborazine (7360-03-4) + ethylamine (75-04-7) + ethylamine borane complex (856627-30-0) + ethanethiol (75-08-1)

Conditions	Yield
In neat (no solvent) pyrolysis;;	A 20% B n/a C 36% D 75%
In neat (no solvent)

2-(Diethylamino)ethanol (100-37-8) → formaldehyd (50-00-0) + ethylamine (75-04-7) + acetaldehyde (75-07-0) + diethylamine (109-89-7) + 2-(Ethylamino)ethanol (110-73-6)

Conditions	Yield
With water at 25℃; Product distribution; Mechanism; anodic oxidation, carbonate buffer, pH 10; effect of substituents investigated with different types of β-alkanolamines;	A 5% B 1.6% C 72% D 20% E 73%

N,N'-diethylurea (623-76-7) + sodium p-toluenesulfonamide (18522-92-4) → N-(ethylcarbamoyl)-4-methylbenzenesulfonamide (1467-23-8) + ethylamine (75-04-7)

Conditions	Yield
at 145℃; for 5h; Product distribution; other time;;	A 71.6% B n/a
at 145℃; for 5h;	A 71.6% B n/a

2-Diethylamino-pentan-3-ol (82922-12-1) → ethylamine (75-04-7) + acetaldehyde (75-07-0) + propionaldehyde (123-38-6) + 2-Ethylamino-pentan-3-ol (100910-76-7) + diethylamine (109-89-7)

Conditions	Yield
With water at 25℃; Product distribution; Mechanism; anodic oxidation, carbonate buffer, pH 10; effect of substituents investigated with different types of β-alkanolamines;	A n/a B 70% C 36% D n/a E 46%

2-(ethylamino)-2-methylpropanol hydrochloride (82922-13-2) → formaldehyd (50-00-0) + ethylamine (75-04-7) + 2-Amino-2-methyl-1-propanol (124-68-5) + acetaldehyde (75-07-0) + acetone (67-64-1)

Conditions	Yield
With water at 25℃; Product distribution; Mechanism; anodic oxidation, carbonate buffer, pH 10; effect of substituents investigated with different types of β-alkanolamines;	A 50% B 44% C 14% D 26% E 66%

2-(ethylamino)-2-methylpropanol hydrochloride (82922-13-2) → formaldehyd (50-00-0) + ethylamine (75-04-7) + 2-Amino-2-methyl-1-propanol (124-68-5) + acetone (67-64-1)

Conditions	Yield
With water at 25℃; anodic oxidation, pH 10, carbonate buffer; Further byproducts given;	A 50% B 44% C 14% D 66%

Acetaldehyde oxime (107-29-9) → ethylamine (75-04-7)

Conditions	Yield
With ammonium formate; zinc In methanol for 0.05h; Heating;	62%
With ammonium amalgam
With ammonium formate; magnesium In methanol at 20℃; for 0.666667h;

1-diethylamino-butan-2-ol (2683-58-1) → formaldehyd (50-00-0) + 1-ethylamino-butan-2-ol (68058-17-3) + ethylamine (75-04-7) + acetaldehyde (75-07-0) + propionaldehyde (123-38-6) + diethylamine (109-89-7)

Conditions	Yield
With water at 25℃; Product distribution; Mechanism; anodic oxidation, carbonate buffer, pH 10; effect of substituents investigated with different types of β-alkanolamines;	A 17% B 59% C 3% D 60% E 18% F 32%

trans-bisdinitrogenbis(1,2-diphenylphosphinoethane)molybdenum(0) + N-Nitrosodiethylamine (55-18-5) → ethene (74-85-1) + trans-bis[1,2-bis(diphenylphosphino)ethane]hydroxo(nitrosyl)molybdenum-tetrahydrofuran (1/2) + nitrogen (7727-37-9) + ethylamine (75-04-7)

Conditions	Yield
With K2CO3; THF In tetrahydrofuran Irradiation (UV/VIS); Et2NNO and K2CO3 added to soln. of Mo complex in THF, heated under reflux under N2 with W-light irrdn. for 4 h; filtered hot, cooled to room temp., crystals recrystd. from THF; elem. anal.;	A n/a B 60% C n/a D n/a

1,6-diethyl-2,5-dithiobiurea (38451-07-9) → ethylamine (75-04-7) + 4-ethyl-[1,2,4]triazolidine-3,5-dithione (13625-52-0)

Conditions	Yield
With sodium hydroxide In water Heating;	A n/a B 56%

1-Ethoxy-3-ethylamino-propan-2-ol (86465-00-1) → formaldehyd (50-00-0) + ethylamine (75-04-7) + acetaldehyde (75-07-0)

Conditions	Yield
With chlorine dioxide In water for 1h; Product distribution; Ambient temperature;	A 4% B 55% C 53%

1-Cyclohexyloxy-3-ethylamino-propan-2-ol (86464-98-4) → formaldehyd (50-00-0) + ethylamine (75-04-7) + acetaldehyde (75-07-0) + cyclohexanol (108-93-0)

Conditions	Yield
With chlorine dioxide In water for 1h; Product distribution; Ambient temperature;	A 5% B 54% C 55% D 18%

1-ethylamino-3-phenoxy-propan-2-ol (58461-93-1) → formaldehyd (50-00-0) + ethylamine (75-04-7) + acetaldehyde (75-07-0) + phenol (108-95-2)

Conditions	Yield
With chlorine dioxide In water for 1h; Product distribution; Ambient temperature;	A 3% B 49% C 50% D 30%

ethanol (64-17-5) + 1-dodecyl alcohol (112-53-8) + acetonitrile (75-05-8) → dodecane (112-40-3) + ethane (74-84-0) + N-n-dodecyl-ethylamine (35902-57-9) + diethyllaurylamine (4271-27-6) + ethylamine (75-04-7) + triethylamine (121-44-8)

Conditions	Yield
With hydrogen; aluminum oxide; copper at 240℃; under 7600 Torr; Product distribution; other catalyst and composition;	A n/a B n/a C 15% D 30% E n/a F 50%

...Expand

2-(Ethylamino)ethanol (110-73-6) → formaldehyd (50-00-0) + ethylamine (75-04-7) + ethanolamine (141-43-5) + acetaldehyde (75-07-0)

Conditions	Yield
With water at 25℃; anodic oxidation, pH 10, carbonate buffer; Further byproducts given;	A 14% B 43% C 45% D 44%

2-(Ethylamino)ethanol (110-73-6) → formaldehyd (50-00-0) + ethylamine (75-04-7) + ethanolamine (141-43-5) + acetaldehyde (75-07-0) + Glycolaldehyde (141-46-8)

Conditions	Yield
With water at 25℃; Product distribution; Mechanism; anodic oxidation, carbonate buffer, pH 10; effect of substituents investigated with different types of β-alkanolamines;	A 14% B 43% C 45% D 44% E n/a

1-ethyl-6-tolyl-2,5-dithiobiurea (125908-31-8) → 2-(4'-methylphenylamino)-Δ2-1,3,4-thiadiazoline-5-thione (14731-25-0) + p-toluidine (106-49-0) + ethylamine (75-04-7) + 4-ethyl-[1,2,4]triazolidine-3,5-dithione (13625-52-0)

Conditions	Yield
With sodium hydroxide In water Heating;	A 44% B n/a C n/a D 31%

1-(ethylamino)-2-methylpropan-2-ol (73825-96-4) → ethylamine (75-04-7) + 1-Amino-2-methyl-propan-2-ol (2854-16-2) + acetaldehyde (75-07-0) + acetone (67-64-1)

Conditions	Yield
With water at 25℃; anodic oxidation, pH 10, carbonate buffer; Further byproducts given;	A 35% B 18% C 34% D 43%

1-(ethylamino)-2-methylpropan-2-ol (73825-96-4) → formaldehyd (50-00-0) + ethylamine (75-04-7) + 1-Amino-2-methyl-propan-2-ol (2854-16-2) + acetaldehyde (75-07-0) + acetone (67-64-1)

Conditions	Yield
With water at 25℃; Product distribution; Mechanism; anodic oxidation, carbonate buffer, pH 10; effect of substituents investigated with different types of β-alkanolamines;	A 18% B 35% C 18% D 34% E 43%

1-ethyl-6-(4'-ethoxyphenyl)-2,5-dithiobiurea (125908-34-1) → 2-(4'-ethoxyphenylamino)-Δ2-1,3,4-thiadiazoline-5-thione (68161-60-4) + ethylamine (75-04-7) + 4-Ethoxyaniline (156-43-4) + 4-ethyl-[1,2,4]triazolidine-3,5-dithione (13625-52-0)

Conditions	Yield
With sodium hydroxide In water Heating;	A 41% B n/a C n/a D 32%

1-ethyl-6-(4'-methoxyphenyl)-2,5-dithiobiurea (125908-33-0) → 2-(4'-methoxyphenylamino)-Δ2-1,3,4-thiadiazoline-5-thione (37844-24-9) + 4-methoxy-aniline (104-94-9) + ethylamine (75-04-7) + 4-ethyl-[1,2,4]triazolidine-3,5-dithione (13625-52-0)

Conditions	Yield
With sodium hydroxide In water Heating;	A 40% B n/a C n/a D 34%

1-ethyl-6-phenyl-2,5-dithiobiurea (61784-88-1) → ethylamine (75-04-7) + aniline (62-53-3) + 5-phenylamino-3H-[1,3,4]thiadiazole-2-thione (10253-83-5) + 4-ethyl-[1,2,4]triazolidine-3,5-dithione (13625-52-0)

Conditions	Yield
With sodium hydroxide In water Heating;	A n/a B n/a C 38% D 33%

Succinimide (123-56-8) + ethylamine (75-04-7) → N-ethyl-succinic diamide (3025-98-7)

Conditions	Yield
at 20℃; under 600.048 - 750.06 Torr; Addition; soid-gas reaction; ring cleavage;	100%
With water

N-ethylphthalimide (5022-29-7) + ethylamine (75-04-7) → N,N'-diethylphthalic diamide (22011-24-1)

Conditions	Yield
at 20℃; under 600.048 - 750.06 Torr; Addition; solid-gas reaction; ring cleavage;	100%

4-nitrobenzaldehdye (555-16-8) + ethylamine (75-04-7) → N-(p-nitrobenzylidene)ethylamine (25105-58-2)

Conditions	Yield
at 20℃; under 750.06 Torr; Solid phase reaction; gas-solid reaction;	100%
With water
In ethanol at 50℃;
In tetrahydrofuran; ethanol at 20℃; for 12h; Inert atmosphere;
In ethanol at 20℃; for 12h;

1,4-dibromo-2-nitrobenzene (3460-18-2) + ethylamine (75-04-7) → (4-bromo-2-nitrophenyl)ethylamine (56136-82-4)

Conditions	Yield
In water at 100℃; for 24h; Sealed vessel;	100%

4-fluorobenzaldehyde (459-57-4) + ethylamine (75-04-7) → (E)-N-(4-fluorobenzylidene)ethanamine (82605-86-5)

Conditions	Yield
With magnesium sulfate In dichloromethane; water at 24.84℃; for 4h;	100%
In diethyl ether for 2h;	74%

benzyl chloride (100-44-7) + ethylamine (75-04-7) → N-ethylbenzylamine (14321-27-8)

Conditions	Yield
	100%

methyl (3S)-1-<(R)-1-phenylethyl>-5-oxo-3-pyrrolidinecarboxylate (99735-46-3) + ethylamine (75-04-7) → (S)-5-Oxo-1-((R)-1-phenyl-ethyl)-pyrrolidine-3-carboxylic acid ethylamide

Conditions	Yield
In water at -10℃; for 1h;	100%

N,N-Dimethyl-2,4-bis(trifluoroacetyl)-1-naphthylamine (115975-33-2) + ethylamine (75-04-7) → 1-[1-Ethylamino-4-(2,2,2-trifluoro-acetyl)-naphthalen-2-yl]-2,2,2-trifluoro-ethanone (115975-37-6)

Conditions	Yield
In water; acetonitrile for 2h; Ambient temperature;	100%

ethylamine (75-04-7) + ethyl 4-formyl-2-hydroxybenzoate (84054-96-6) → 4-[(Z)-Ethyliminomethyl]-2-hydroxy-benzoic acid ethyl ester (84054-99-9)

Conditions	Yield
for 0.333333h;	100%

ethylamine (75-04-7) + 1-Methyl-6-methylsulfanyl-2,4-dioxo-3-phenyl-1,2,3,4-tetrahydro-pyrimidine-5-carbonitrile (100890-40-2) → 6-Ethylamino-1-methyl-2,4-dioxo-3-phenyl-1,2,3,4-tetrahydro-pyrimidine-5-carbonitrile (105736-29-6)

Conditions	Yield
In acetonitrile for 0.0833333h; Ambient temperature;	100%

ethylamine (75-04-7) + 2,4,6,8-Tetrachloro-N,N''-diethyl-N',N',N''',N'''-tetramethyl-2λ5,4λ5,6λ5,8λ5-[1,3,5,7,2,4,6,8]tetrazatetraphosphocine-2,4,6,8-tetraamine → C16H48N12P4

Conditions	Yield
In diethyl ether Heating;	100%

ethylamine (75-04-7) + N,N''-Di-tert-butyl-2,4,6,8-tetrachloro-N',N'''-diethyl-2λ5,4λ5,6λ5,8λ5-[1,3,5,7,2,4,6,8]tetrazatetraphosphocine-2,4,6,8-tetraamine → C20H56N12P4

Conditions	Yield
In diethyl ether Heating;	100%

ethylamine (75-04-7) + 2,4,6,8-Tetrachloro-N,N''-diethyl-N',N'''-dimethyl-N',N'''-diphenyl-2λ5,4λ5,6λ5,8λ5-[1,3,5,7,2,4,6,8]tetrazatetraphosphocine-2,4,6,8-tetraamine → C26H52N12P4

Conditions	Yield
In diethyl ether Heating;	100%

ethylamine (75-04-7) → ethylammonium nitrate (22113-86-6)

Conditions	Yield
With nitric acid In water at 10℃; pH=7.3;	100%
With nitric acid In water for 1h; pH=7.3; Cooling with ice;	100%
With acide nitrique at 0℃;

1-diethylamino-2,4-dinitronaphthalene (27210-68-0) + ethylamine (75-04-7) → N-ethyl-2,4-dinitro-1-naphthylamine (27210-67-9) + diethylamine (109-89-7)

Conditions	Yield
In water at 30℃; for 1h;	A 100% B n/a

ethylamine (75-04-7) + tetraethyl ethylenebisbenzoyloxymalonate (168697-54-9) → tetraethylamide of 1,2-ethylenebistartronic acid

Conditions	Yield
In methanol at 20℃; for 72h;	100%

3,4-bis(diphenylmethylene)-1,2-cyclobutanedione (23596-82-9) + ethylamine (75-04-7) → N-ethyl-3,4-bis(diphenylmethylene)succinimide

Conditions	Yield
With bromine In tetrachloromethane for 0.5h; Ambient temperature;	100%

ethylamine (75-04-7) + N,N-dimethyl-5,7-bis(trifluoroacetyl)-8-quinolylamine (221636-53-9) → 1-[8-Ethylamino-5-(2,2,2-trifluoro-acetyl)-quinolin-7-yl]-2,2,2-trifluoro-ethanone

Conditions	Yield
With water In acetonitrile for 1h; Ambient temperature;	100%
With water In acetonitrile at 20℃; for 1h; Substitution;	100%

4-butanolide (96-48-0) + ethylamine (75-04-7) → N-ethyl-4-hydroxybutanamide (42042-64-8)

Conditions	Yield
In tetrahydrofuran at 50℃; for 22h;	100%
In tetrahydrofuran at 20℃; Acylation;
With ammonia In methanol at 20℃;

piperidine-2,6-dione (1121-89-7) + ethylamine (75-04-7) → N-ethyl-glutaric diamide

Conditions	Yield
at 80℃; under 600.048 - 750.06 Torr; Addition; soid-gas reaction; ring cleavage;	100%

N-hydroxyphthalimide (524-38-9) + ethylamine (75-04-7) → N,N'-diethylphthalic diamide (22011-24-1)

Conditions	Yield
at 20℃; under 600.048 - 750.06 Torr; Addition; solid-gas reaction; ring cleavage;	100%

N-phthaloylglycine (4702-13-0) + ethylamine (75-04-7) → N,N'-diethylphthalic diamide (22011-24-1)

Conditions	Yield
at 20℃; under 600.048 - 750.06 Torr; Substitution; solid-gas reaction; ring cleavage;	100%

tetrachlorophthalic anhydride (117-08-8) + ethylamine (75-04-7) → ethyl-tetrachlorophthalamic acid ethylammonium salt

Conditions	Yield
under 750.06 Torr; Condensation; solid-gas reaction; ring cleavage;	100%

C6H4(CH2CH2C(O)O) (119-84-6) + ethylamine (75-04-7) → ethyl-3-(2-hydroxyphenyl)-propionamide

Conditions	Yield
at 0℃; under 150.012 Torr; Addition; solid-gas reaction; ring cleavage;	100%

4-hydroxy-benzaldehyde (123-08-0) + ethylamine (75-04-7) → 4-[(ethylimino)methyl]phenol

Conditions	Yield
at 0℃; under 187.515 Torr; Solid phase reaction; gas-solid reaction;	100%
With calcium oxide In ethanol; water at 20℃; for 2.5h;

4,5-diphenyl-1,3-dioxol-2-one (21240-34-6) + ethylamine (75-04-7) → ethylcarbamic 1-phenylphenacylester

Conditions	Yield
at 20℃; under 600.048 Torr; for 24h; Addition; solid-gas reaction; ring cleavage;	100%

ethylamine (75-04-7) + methyl thioisocyanate (556-61-6) → 1,1,3-trimethylthiourea (2489-77-2)

Conditions	Yield
at 0℃; under 375.03 Torr; Addition; solid-gas reaction;	100%

ethylamine (75-04-7) + 4-dimethylamino-benzaldehyde (100-10-7) → 4-[(ethylimino)methyl]-N,N-dimethylbenzeneamine (59488-00-5)

Conditions	Yield
at 20℃; under 750.06 Torr; Solid phase reaction; gas-solid reaction;	100%

ethylamine (75-04-7) + 1-isothiocyanatonaphthalene (551-06-4) → 1,1-dimethyl-3-naphthalene-1-yl-thiourea (2742-61-2)

Conditions	Yield
at 20℃; under 750.06 Torr; Addition; solid-gas reaction;	100%

ethylamine (75-04-7) + 9-anthracene aldehyde (642-31-9) → [1-Anthracen-9-yl-meth-(Z)-ylidene]-ethyl-amine

Conditions	Yield
at 20℃; under 750.06 Torr; Solid phase reaction; gas-solid reaction;	100%
In methanol for 9h; Reflux;	84%

Upstream product

• 109-89-7 Diethylamine 
• 1332-58-7 KAOLIN 
• 1333-74-0 Hydrogen 
• 64-17-5 Etanol 

Downstream Products

• 20193-20-8 N-Ethylpropylamine 
• 3128-83-4 4-ISOCYANOBENZOPHENONE 
• 3081-61-6 L-Theanine 
• 879-08-3 9-ETHYLGUANINE 
• 128-53-0 N-Ethylmaleimide 
• 80-39-7 N-Ethyl-p-toluenesulfonamide 
• 57-37-4 BENACTYZINE HYDROCHLORIDE 
• 34322-82-2 N-(2-METHOXYETHYL)ETHYLAMINE 
• 28860-09-5 N-ETHYL 3-NITROBENZENESULFONAMIDE 

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