Product Name

  • Name

    N,N'-DIACETYLETHYLENEDIAMINE

  • EINECS 212-811-9
  • CAS No. 871-78-3
  • Article Data57
  • CAS DataBase
  • Density 1.033 g/cm3
  • Solubility 6.83E+05 mg/L at 25 °C
  • Melting Point 170-172°C
  • Formula C6H12N2O2
  • Boiling Point 438.7 °C at 760 mmHg
  • Molecular Weight 144.173
  • Flash Point 214.8 °C
  • Transport Information
  • Appearance
  • Safety 26-36/37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 871-78-3 (N,N'-DIACETYLETHYLENEDIAMINE)
  • Hazard Symbols
  • Synonyms Acetamide,N,N'-ethylenebis- (7CI,8CI);1,2-Diacetamidoethane;1,2-Ethanediamine,N,N'-diacetyl-;Diacetylethylenediamine;N,N'-Diacetylethylenediamine;N,N'-Ethylenebisacetamide;N-[2-(Acetylamino)ethylene]acetamide;NSC 603;
  • PSA 58.20000
  • LogP 0.04040

Synthetic route

acetic anhydride
108-24-7

acetic anhydride

ethylenediamine
107-15-3

ethylenediamine

N,N'-diacetylethylenediamine
871-78-3

N,N'-diacetylethylenediamine

Conditions
ConditionsYield
yttria-stabilized zirconia In acetonitrile for 2.5h; Heating;99%
With silica gel for 0.05h; Microwave irradiation; neat (no solvent);98%
With polydopamine sulfamic acid-functionalized silica gel nanocatalyst In neat (no solvent) at 20℃; for 0.2h;96%
2,4,6-triacetyloxy-1,3,5-triazine
13483-16-4

2,4,6-triacetyloxy-1,3,5-triazine

ethylenediamine
107-15-3

ethylenediamine

N,N'-diacetylethylenediamine
871-78-3

N,N'-diacetylethylenediamine

Conditions
ConditionsYield
at 25℃; for 0.0833333h; neat (no solvent);99%
1,1,1-trichloroacetone
918-00-3

1,1,1-trichloroacetone

ethylenediamine
107-15-3

ethylenediamine

N,N'-diacetylethylenediamine
871-78-3

N,N'-diacetylethylenediamine

Conditions
ConditionsYield
In hexane at 25℃;97%
acetic acid
64-19-7

acetic acid

ethylenediamine
107-15-3

ethylenediamine

N,N'-diacetylethylenediamine
871-78-3

N,N'-diacetylethylenediamine

Conditions
ConditionsYield
at 80 - 160℃;93%
In water at 240 - 250℃; for 0.666667h;
With lithium chloride supported solid acid catalyst at 110 - 120℃; for 2h; Temperature; Large scale;
1,8-bis(acetylamino)-3,6-diaza-4,5-dimethyl-3,5-octadiene
137465-85-1

1,8-bis(acetylamino)-3,6-diaza-4,5-dimethyl-3,5-octadiene

A

N,N'-diacetylethylenediamine
871-78-3

N,N'-diacetylethylenediamine

B

1-isocyano-2-(N-acetylamino)-ethane
137465-87-3

1-isocyano-2-(N-acetylamino)-ethane

Conditions
ConditionsYield
With oxygen; rose bengal In acetonitrile at 13℃; for 11h; Irradiation;A 87%
B 87%
ethylenediamine
107-15-3

ethylenediamine

microgel-supported-CH3CO

microgel-supported-CH3CO

A

monoacetylaminoethylamine
1001-53-2

monoacetylaminoethylamine

B

N,N'-diacetylethylenediamine
871-78-3

N,N'-diacetylethylenediamine

Conditions
ConditionsYield
In tetrahydrofuran at 25℃; for 14h; Inert atmosphere;A 83.5%
B 9.9%
ethyl acetate
141-78-6

ethyl acetate

ethylenediamine
107-15-3

ethylenediamine

A

monoacetylaminoethylamine
1001-53-2

monoacetylaminoethylamine

B

N,N'-diacetylethylenediamine
871-78-3

N,N'-diacetylethylenediamine

Conditions
ConditionsYield
at 100℃; for 36h;A 81%
B n/a
at 20℃; for 6h;A 70%
B n/a
at 20℃;
at 100℃;
acetic acid
64-19-7

acetic acid

ethylenediamine
107-15-3

ethylenediamine

A

lysidine
534-26-9

lysidine

B

monoacetylaminoethylamine
1001-53-2

monoacetylaminoethylamine

C

N,N'-diacetylethylenediamine
871-78-3

N,N'-diacetylethylenediamine

Conditions
ConditionsYield
With copper In benzene at 80℃; for 5h;A 74%
B n/a
C n/a
C4H9ClN2O
321746-35-4

C4H9ClN2O

monoacetylaminoethylamine
1001-53-2

monoacetylaminoethylamine

A

1,2-bis(2-acetamidoethyl)-3-(acetamidomethyl)diaziridine
1021441-10-0

1,2-bis(2-acetamidoethyl)-3-(acetamidomethyl)diaziridine

B

N,N'-diacetylethylenediamine
871-78-3

N,N'-diacetylethylenediamine

Conditions
ConditionsYield
With potassium carbonate In chloroform at 15℃; under 3750380 Torr; for 48h;A 57%
B n/a
ethylenediamine
107-15-3

ethylenediamine

ethyl 2-acetylacetoacetate
603-69-0

ethyl 2-acetylacetoacetate

A

N,N'-diacetylethylenediamine
871-78-3

N,N'-diacetylethylenediamine

B

ethyl (2Z)-3-[(2-{[(1Z)-3-ethoxy-1-methyl-3-oxoprop-1-enyl]amino}ethyl)amino]but-2-enoate
23652-55-3

ethyl (2Z)-3-[(2-{[(1Z)-3-ethoxy-1-methyl-3-oxoprop-1-enyl]amino}ethyl)amino]but-2-enoate

Conditions
ConditionsYield
In diethyl ether at 20℃;A 48%
B n/a
carbon dioxide
124-38-9

carbon dioxide

ethylenediamine
107-15-3

ethylenediamine

acetonitrile
75-05-8

acetonitrile

A

imidazolidone
120-93-4

imidazolidone

B

N,N'-diacetylethylenediamine
871-78-3

N,N'-diacetylethylenediamine

Conditions
ConditionsYield
With ZnO-KF loaded on γ-Al2O3 at 180℃; under 7500.75 Torr; for 4h;A 27%
B n/a
(N-chloromethyl)acetamide
44398-42-7

(N-chloromethyl)acetamide

N,N'-diacetylethylenediamine
871-78-3

N,N'-diacetylethylenediamine

Conditions
ConditionsYield
With copper; benzene
1,2-ethanediamine monohydrate
6780-13-8

1,2-ethanediamine monohydrate

acetic anhydride
108-24-7

acetic anhydride

N,N'-diacetylethylenediamine
871-78-3

N,N'-diacetylethylenediamine

Conditions
ConditionsYield
Erhitzen bis der Siedepunkt auf 170grad bis 175grad gestiegen ist;
ethyl acetate
141-78-6

ethyl acetate

ethylenediamine
107-15-3

ethylenediamine

N,N'-diacetylethylenediamine
871-78-3

N,N'-diacetylethylenediamine

N-methyl-acetamide
79-16-3

N-methyl-acetamide

N,N'-diacetylethylenediamine
871-78-3

N,N'-diacetylethylenediamine

Conditions
ConditionsYield
With di-tert-butyl peroxide
acetamide
60-35-5

acetamide

ethylenediamine
107-15-3

ethylenediamine

N,N'-diacetylethylenediamine
871-78-3

N,N'-diacetylethylenediamine

N-methyl-acetamide
79-16-3

N-methyl-acetamide

A

N,N'-diacetylethylenediamine
871-78-3

N,N'-diacetylethylenediamine

B

N,N'-dimethylsuccinamide
16873-50-0

N,N'-dimethylsuccinamide

C

N-acetyl-β-alanine N'-methylamide
33233-69-1

N-acetyl-β-alanine N'-methylamide

Conditions
ConditionsYield
In solid at -196.1℃; Product distribution; Mechanism; Irradiation; also in aqueous solution;
N,Ν,Ν'-triacetylenediamine
137706-80-0

N,Ν,Ν'-triacetylenediamine

A

peracetic acid
79-21-0

peracetic acid

B

N,N'-diacetylethylenediamine
871-78-3

N,N'-diacetylethylenediamine

Conditions
ConditionsYield
With 1,2-ethanediylbistetraphosphonic acid; dihydrogen peroxide at 25℃; Kinetics; Thermodynamic data; various pH values (carbonate buffer), other temperatures; ΔH(excit.), ΔS(excit.);
N,Ν,Ν'-triacetylenediamine
137706-80-0

N,Ν,Ν'-triacetylenediamine

A

N,N'-diacetylethylenediamine
871-78-3

N,N'-diacetylethylenediamine

B

acetic acid
64-19-7

acetic acid

Conditions
ConditionsYield
With water at 25℃; Rate constant; pH 9.60 and 10.47 (carbonate buffer);
acetic anhydride
108-24-7

acetic anhydride

ethylenediamine
107-15-3

ethylenediamine

A

lysidine
534-26-9

lysidine

B

N,N'-diacetylethylenediamine
871-78-3

N,N'-diacetylethylenediamine

Conditions
ConditionsYield
A 11 g
B 80 g
acetic acid
64-19-7

acetic acid

ethylenediamine
107-15-3

ethylenediamine

A

1H-imidazole
288-32-4

1H-imidazole

B

lysidine
534-26-9

lysidine

C

2-methylimidazole
693-98-1

2-methylimidazole

D

N,N'-diacetylethylenediamine
871-78-3

N,N'-diacetylethylenediamine

Conditions
ConditionsYield
5% platinum on alumina at 280 - 400℃;
5% platinum on alumina at 280 - 400℃; Product distribution; var. catalysts, temp. and contact time;
acetic acid
64-19-7

acetic acid

ethylenediamine
107-15-3

ethylenediamine

A

lysidine
534-26-9

lysidine

B

1,2-dimethyl-1H-imidazole
1739-84-0

1,2-dimethyl-1H-imidazole

C

2-methylimidazole
693-98-1

2-methylimidazole

D

N,N'-diacetylethylenediamine
871-78-3

N,N'-diacetylethylenediamine

E

1-ethyl-2-methyl-4,5-dihydro-1H-imidazole
4814-93-1

1-ethyl-2-methyl-4,5-dihydro-1H-imidazole

Conditions
ConditionsYield
With hydrogen; Pt/Al AP-64K catalyst at 280℃; Product distribution; var. temp. and molar ratio of ragents;
acetic acid
64-19-7

acetic acid

ethylenediamine
107-15-3

ethylenediamine

A

lysidine
534-26-9

lysidine

B

1-ethyl-2-methylimidazole
21202-52-8

1-ethyl-2-methylimidazole

C

2-methylimidazole
693-98-1

2-methylimidazole

D

monoacetylaminoethylamine
1001-53-2

monoacetylaminoethylamine

E

N,N'-diacetylethylenediamine
871-78-3

N,N'-diacetylethylenediamine

F

1-ethyl-2-methyl-4,5-dihydro-1H-imidazole
4814-93-1

1-ethyl-2-methyl-4,5-dihydro-1H-imidazole

Conditions
ConditionsYield
Pt/Al2O3 at 300 - 400℃; Product distribution; other ratios of reactants;
acetic acid
64-19-7

acetic acid

ethylenediamine
107-15-3

ethylenediamine

A

lysidine
534-26-9

lysidine

B

2-methylimidazole
693-98-1

2-methylimidazole

C

monoacetylaminoethylamine
1001-53-2

monoacetylaminoethylamine

D

N,N'-diacetylethylenediamine
871-78-3

N,N'-diacetylethylenediamine

Conditions
ConditionsYield
γ-Al2O3 at 330℃; for 0.4h; Product distribution; var. temp. and contact time;
N,N,N',N'-tetraacetylethylenediamine
10543-57-4

N,N,N',N'-tetraacetylethylenediamine

A

N,N'-diacetylethylenediamine
871-78-3

N,N'-diacetylethylenediamine

B

N,Ν,Ν'-triacetylenediamine
137706-80-0

N,Ν,Ν'-triacetylenediamine

Conditions
ConditionsYield
With iron(III) perchlorate In water at 20℃; for 480h; pH=2.9 - 5.5; Kinetics; Hydrolysis;
Isopropenyl acetate
108-22-5

Isopropenyl acetate

ethylenediamine
107-15-3

ethylenediamine

A

N,N'-diacetylethylenediamine
871-78-3

N,N'-diacetylethylenediamine

B

N-acetyl-ethylenediamine

N-acetyl-ethylenediamine

Conditions
ConditionsYield
With water
N,Ν,Ν'-triacetylenediamine
137706-80-0

N,Ν,Ν'-triacetylenediamine

acetic acid
64-19-7

acetic acid

A

N,N'-diacetylethylenediamine
871-78-3

N,N'-diacetylethylenediamine

B

acetic anhydride
108-24-7

acetic anhydride

Conditions
ConditionsYield
at 140℃; Kinetics; Temperature;
tetra-acetylenediamine

tetra-acetylenediamine

A

peracetic acid
79-21-0

peracetic acid

B

N,N'-diacetylethylenediamine
871-78-3

N,N'-diacetylethylenediamine

Conditions
ConditionsYield
With water; dihydrogen peroxide at 20℃;
N,N'-diacetylethylenediamine
871-78-3

N,N'-diacetylethylenediamine

acetic anhydride
108-24-7

acetic anhydride

N,Ν,Ν'-triacetylenediamine
137706-80-0

N,Ν,Ν'-triacetylenediamine

Conditions
ConditionsYield
at 125℃; for 3h; Temperature;99.62%
N,N'-diacetylethylenediamine
871-78-3

N,N'-diacetylethylenediamine

tetra-acetylethylenediamine

tetra-acetylethylenediamine

Conditions
ConditionsYield
With acetic anhydride98%
With acetic anhydride
With acetic anhydride
With acetic anhydride
N,N'-diacetylethylenediamine
871-78-3

N,N'-diacetylethylenediamine

acetic anhydride
108-24-7

acetic anhydride

ethylenediamine tetraacetic acid
117659-76-4

ethylenediamine tetraacetic acid

Conditions
ConditionsYield
With lithium chloride supported solid acid catalyst at 130 - 140℃; for 3h; Temperature; Large scale;93.41%
Glyoxal
131543-46-9

Glyoxal

N,N'-diacetylethylenediamine
871-78-3

N,N'-diacetylethylenediamine

1,4-diacetylpiperazine-2,3-diol
960507-67-9

1,4-diacetylpiperazine-2,3-diol

Conditions
ConditionsYield
With sodium carbonate In water at 20℃; pH=8 - 9;90%
cobalt(II) bromide hydrate

cobalt(II) bromide hydrate

N,N'-diacetylethylenediamine
871-78-3

N,N'-diacetylethylenediamine

Co(2+)*2CH3CONH(CH2)2NHCOCH3*2Br(1-)*2H2O=[Co(CH3CONH(CH2)2NHCOCH3)2(H2O)2]Br2

Co(2+)*2CH3CONH(CH2)2NHCOCH3*2Br(1-)*2H2O=[Co(CH3CONH(CH2)2NHCOCH3)2(H2O)2]Br2

Conditions
ConditionsYield
With 2,2-dimethoxypropane In acetonitrile 2 equiv. of ligand, 10 vol % dimethoxypropane in MeCN; slow concn.; elem. anal.;83%
N,N'-diacetylethylenediamine
871-78-3

N,N'-diacetylethylenediamine

acetic anhydride
108-24-7

acetic anhydride

N,N,N',N'-tetraacetylethylenediamine
10543-57-4

N,N,N',N'-tetraacetylethylenediamine

Conditions
ConditionsYield
With solid acid SO4(2-)/Al2O3 at 110 - 160℃; for 4.5h; Reagent/catalyst; Temperature;81.9%
manganese(II) bromide tetrahydrate

manganese(II) bromide tetrahydrate

N,N'-diacetylethylenediamine
871-78-3

N,N'-diacetylethylenediamine

Mn(2+)*3CH3CONH(CH2)2NHCOCH3*2Br(1-)*H2O=Mn(CH3CONH(CH2)2NHCOCH3)3Br2*H2O

Mn(2+)*3CH3CONH(CH2)2NHCOCH3*2Br(1-)*H2O=Mn(CH3CONH(CH2)2NHCOCH3)3Br2*H2O

Conditions
ConditionsYield
With 2,2-dimethoxypropane In acetonitrile 2 equiv. of ligand, 10 vol % dimethoxypropane in MeCN; slow concn.; elem. anal.;79%
nickel(II) nitrate hydrate

nickel(II) nitrate hydrate

N,N'-diacetylethylenediamine
871-78-3

N,N'-diacetylethylenediamine

Ni(2+)*2CH3CONH(CH2)2NHCOCH3*2NO3(1-)*3H2O=Ni(CH3CONH(CH2)2NHCOCH3)2(NO3)2*3H2O

Ni(2+)*2CH3CONH(CH2)2NHCOCH3*2NO3(1-)*3H2O=Ni(CH3CONH(CH2)2NHCOCH3)2(NO3)2*3H2O

Conditions
ConditionsYield
In methanol; acetonitrile mixing hot solns. of metal nitrate (in MeOH) with 2 equiv. ligand (in MeCN); sepn. of oil; trituration with Et2O; elem. anal.;79%
cobalt(II) nitrate hexahydrate

cobalt(II) nitrate hexahydrate

N,N'-diacetylethylenediamine
871-78-3

N,N'-diacetylethylenediamine

Co(2+)*2CH3CONH(CH2)2NHCOCH3*2NO3(1-)*2H2O=Co(CH3CONH(CH2)2NHCOCH3)2(NO3)2*2H2O

Co(2+)*2CH3CONH(CH2)2NHCOCH3*2NO3(1-)*2H2O=Co(CH3CONH(CH2)2NHCOCH3)2(NO3)2*2H2O

Conditions
ConditionsYield
In methanol; acetonitrile mixing hot solns. of metal nitrate (in MeOH) with 2 equiv. ligand (in MeCN); sepn. of oil; trituration with Et2O; elem. anal.;76%
N,N'-diacetylethylenediamine
871-78-3

N,N'-diacetylethylenediamine

nickel dibromide

nickel dibromide

Ni(2+)*2CH3CONH(CH2)2NHCOCH3*2Br(1-)*2H2O=Ni(CH3CONH(CH2)2NHCOCH3)2Br2*2H2O

Ni(2+)*2CH3CONH(CH2)2NHCOCH3*2Br(1-)*2H2O=Ni(CH3CONH(CH2)2NHCOCH3)2Br2*2H2O

Conditions
ConditionsYield
With 2,2-dimethoxypropane In acetonitrile 2 equiv. of ligand, 10 vol % dimethoxypropane in MeCN; slow concn.; elem. anal.;66%
diethyl 1,4-cyclohexanedione-2,5-dicarboxylate
787-07-5

diethyl 1,4-cyclohexanedione-2,5-dicarboxylate

N,N'-diacetylethylenediamine
871-78-3

N,N'-diacetylethylenediamine

2,5-bis-(2-acetylamino-ethylamino)-terephthalic acid diethyl ester
102314-88-5

2,5-bis-(2-acetylamino-ethylamino)-terephthalic acid diethyl ester

Conditions
ConditionsYield
anschliessend Behandeln mit Jod in Aethanol;
N,N'-diacetylethylenediamine
871-78-3

N,N'-diacetylethylenediamine

lysidine
534-26-9

lysidine

Conditions
ConditionsYield
With magnesium
With calcium oxide at 220 - 265℃; for 2h; Yield given;
With calcium oxide at 210 - 220℃; for 2h;
N,N'-diacetylethylenediamine
871-78-3

N,N'-diacetylethylenediamine

N,N'-diethylethylenediamine
111-74-0

N,N'-diethylethylenediamine

Conditions
ConditionsYield
With lithium aluminium tetrahydride; diethyl ether
N,N'-diacetylethylenediamine
871-78-3

N,N'-diacetylethylenediamine

but-3-ene-1,2-diamine
73314-67-7

but-3-ene-1,2-diamine

Conditions
ConditionsYield
bei der Destillation, teilweise;
N,N'-diacetylethylenediamine
871-78-3

N,N'-diacetylethylenediamine

N',N'''-diphenyl-N,N''-ethanediyl-bis-acetamidine

N',N'''-diphenyl-N,N''-ethanediyl-bis-acetamidine

Conditions
ConditionsYield
With phosphorus pentachloride; benzene beim Erwaermen anschliessend mit Anilin;
N,N'-diacetylethylenediamine
871-78-3

N,N'-diacetylethylenediamine

N',N'''-bis-(4-ethoxy-phenyl)-N,N''-ethanediyl-bis-acetamidine

N',N'''-bis-(4-ethoxy-phenyl)-N,N''-ethanediyl-bis-acetamidine

Conditions
ConditionsYield
aufeinanderfolgenden Umsetzen mit PCl5 und mit p-Phenetidin;

Acetamide,N,N'-1,2-ethanediylbis- Specification

This chemical is called Acetamide, N,N'-1,2-ethanediylbis-, and its systematic name is N,N'-Ethane-1,2-diyldiacetamide. With the molecular formula of C6H12N2O2, its molecular weight is 144.17. The CAS registry number of this chemical is 871-78-3.

Other characteristics of the Acetamide, N,N'-1,2-ethanediylbis- can be summarised as followings: (1)ACD/LogP: -2.01; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -2.01; (4)ACD/LogD (pH 7.4): -2.01; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1.92; (8)ACD/KOC (pH 7.4): 1.92; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 40.62 Å2; (13)Index of Refraction: 1.444; (14)Molar Refractivity: 37.09 cm3; (15)Molar Volume: 139.4 cm3; (16)Polarizability: 14.7×10-24cm3; (17)Surface Tension: 34 dyne/cm; (18)Density: 1.033 g/cm3; (19)Flash Point: 214.8 °C; (20)Enthalpy of Vaporization: 69.56 kJ/mol; (21)Boiling Point: 438.7 °C at 760 mmHg; (22)Vapour Pressure: 6.74E-08 mmHg at 25°C.

Production method of this chemical: The Acetamide, N,N'-1,2-ethanediylbis- could be obtained by the reactants of acetic acid anhydride and ethane-1,2-diamine. This reaction needs the catalyst of yttria-zirconia Lewis acidcatalyst, and the solvent of acetonitrile. The yield is 99 %. In addition, this reaction should be taken for 2.5 hours. The other condition is heating.

When you are using this chemical, please be cautious about it as the following: This chemical is irritating to eyes, respiratory system and skin, so you should wear suitable protective clothing when you use it. In case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure: 
1.SMILES: O=C(NCCNC(=O)C)C
2.InChI: InChI=1/C6H12N2O2/c1-5(9)7-3-4-8-6(2)10/h3-4H2,1-2H3,(H,7,9)(H,8,10)
3.InChIKey: WNYIBZHOMJZDKN-UHFFFAOYAT

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