N,N'-Ethylenebisacrylamide supplier

Name
N,N'-ETHYLENEBISACRYLAMIDE
EINECS
CAS No. 2956-58-3
Article Data13
CAS DataBase
Density 1.034 g/cm³
Solubility Soluble in water and methanol.
Melting Point 138-140 °C(lit.)
Formula C₈H₁₂N₂O₂
Boiling Point 456.3 °C at 760 mmHg
Molecular Weight 168.195
Flash Point 213 °C
Transport Information
Appearance WHITE TO OFF-WHITE TO FAINT RED POWDER,CRYSTALS OR CRYSTALLINE POWDER
Safety 26-36/37/39-20
Risk Codes 36/37/38-40-11
Molecular Structure
Hazard Symbols Xi,Xn,F
Synonyms Acrylamide,N,N'-ethylenebis- (6CI,7CI,8CI);Ethylenebisacrylamide;N,N'-Bisacryloylethylenediamine;N,N'-Diacryloyl-1,2-diaminoethane;N,N'-Ethylenebisacrylamide;
PSA 58.20000
LogP 0.37260

Synthetic route

: 107-15-3
ethylenediamine

: 814-68-6
acryloyl chloride

A: 2956-58-3
N,N'-ethylenebisacrylamide

B: 333-18-6
1,2-diaminoethane dihydrochloride

Conditions

Conditions	Yield
In acetonitrile for 2h; Ambient temperature;	A 85% B n/a

...Expand

: 107-15-3
ethylenediamine

: 814-68-6
acryloyl chloride

: 2956-58-3
N,N'-ethylenebisacrylamide

Conditions

Conditions	Yield
With sodium acetate; hydroquinone In chloroform for 1h; Heating;	80%
With 4-methoxy-phenol In dichloromethane at 0 - 5℃; for 6h;	56%
With sodium hydroxide In water; acetonitrile at 20℃; for 6h; Cooling with ice;	40%
With sodium acetate In chloroform at 0 - 60℃; for 2.33h;	36%
With triethylamine In chloroform

: 107-15-3
ethylenediamine

: 79-10-7
acrylic acid

: 74-86-2
acetylene

: 2956-58-3
N,N'-ethylenebisacrylamide

Conditions

Conditions	Yield
With carbon monoxide; tetracarbonyl nickel; acetone

...Expand

N.N'-bis-<3-chloro-propionyl>-ethylenediamine: N.N'-bis-<3-chloro-propionyl>-ethylenediamine

: 2956-58-3
N,N'-ethylenebisacrylamide

Conditions

Conditions	Yield
With potassium hydroxide at 85 - 90℃;

: 2680-03-7
N,N-Dimethylacrylamide

: 2956-58-3
N,N'-ethylenebisacrylamide

: 2-methoxy-6-[(4-vinyl)benzyloxy]benzylamine hydrochloride

polymer, reverse-phase suspension copolymerization, NH2 content 305 μmol/g; monomer(s): 2-methoxy-6-[(4-vinyl)benzyloxy]benzylamine hydrochloride; N,N-dimethylacrylamide; N,N-ethylenebisacrylamide: polymer, reverse-phase suspension copolymerization, NH2 content 305 μmol/g; monomer(s): 2-methoxy-6-[(4-vinyl)benzyloxy]benzylamine hydrochloride; N,N-dimethylacrylamide; N,N-ethylenebisacrylamide

Conditions

Conditions	Yield
With sorbitol tri-oleate; N,N,N,N,-tetramethylethylenediamine; adenosine 5'-phosphosulfate; N,N-dimethyl-formamide In tetrachloromethane; hexane; water at 35℃; for 120h;	99%

...Expand

: 591-50-4
iodobenzene

: 2956-58-3
N,N'-ethylenebisacrylamide

: 37946-57-9
N,N'-Dicinnamoyl-ethylendiamin

Conditions

Conditions	Yield
With PNODAM-5 catalyst In n-heptane; N,N-dimethyl acetamide at 100℃; Heck reaction;	96%

: 2680-03-7
N,N-Dimethylacrylamide

: 2956-58-3
N,N'-ethylenebisacrylamide

: 4-(2-aminoethyl)styrene hydrochloride

polymer, reverse-phase suspension copolymerization, NH2 content 932 μmol/g; monomer(s): 4-(2-aminoethyl)styrene hydrochloride; N,N-dimethylacrylamide; N,N-ethylenebisacrylamide: polymer, reverse-phase suspension copolymerization, NH2 content 932 μmol/g; monomer(s): 4-(2-aminoethyl)styrene hydrochloride; N,N-dimethylacrylamide; N,N-ethylenebisacrylamide

Conditions

Conditions	Yield
With sorbitol tri-oleate; N,N,N,N,-tetramethylethylenediamine; adenosine 5'-phosphosulfate In tetrachloromethane; hexane; water at 35℃; for 1.75h;	92%

...Expand

: 2680-03-7
N,N-Dimethylacrylamide

: 2956-58-3
N,N'-ethylenebisacrylamide

: 4-aminomethylstyrene hydrochloride

polymer, reverse-phase suspension copolymerization, NH2 content 696 μmol/g; monomer(s): 4-aminomethylstyrene hydrochloride; N,N-dimethylacrylamide; N,N-ethylenebisacrylamide: polymer, reverse-phase suspension copolymerization, NH2 content 696 μmol/g; monomer(s): 4-aminomethylstyrene hydrochloride; N,N-dimethylacrylamide; N,N-ethylenebisacrylamide

Conditions

Conditions	Yield
With sorbitol tri-oleate; N,N,N,N,-tetramethylethylenediamine; adenosine 5'-phosphosulfate In tetrachloromethane; hexane; water at 35℃; for 1.5h;	92%

...Expand

: 2680-03-7
N,N-Dimethylacrylamide

: 2956-58-3
N,N'-ethylenebisacrylamide

: 4-(4-aminobutyl)styrene hydrochloride

polymer, reverse-phase suspension copolymerization, NH2 content 894 μmol/g; monomer(s): 4-(4-aminobutyl)styrene hydrochloride; N,N-dimethylacrylamide; N,N-ethylenebisacrylamide: polymer, reverse-phase suspension copolymerization, NH2 content 894 μmol/g; monomer(s): 4-(4-aminobutyl)styrene hydrochloride; N,N-dimethylacrylamide; N,N-ethylenebisacrylamide

Conditions

Conditions	Yield
With sorbitol tri-oleate; N,N,N,N,-tetramethylethylenediamine; adenosine 5'-phosphosulfate In tetrachloromethane; hexane; water at 35℃; for 1.5h;	92%

...Expand

: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

: 2956-58-3
N,N'-ethylenebisacrylamide

: 3-(1,4,8,11tetraaza-cyclotetradec-1-yl)-N-[2-(3-1,4,8,11tetraaza-cyclotetradec-1-yl-propionylamino)-ethyl]-propionamide

Conditions

Conditions	Yield
With 2,4-di-tert-Butylphenol; toluene-4-sulfonic acid In chloroform Ambient temperature; 2-4d;	82%

: 2956-58-3
N,N'-ethylenebisacrylamide

: 1192-28-5
Cyclopentanone oxime

: 5535-48-8
PVS

A: 113410-75-6
2-(2'-phenylsulphonylethyl)-3,3-spirotetramethylene-5-phenylsulphonylisoxazolidine

B: C34H46N4O8S2

Conditions

Conditions	Yield
In toluene at 110℃; for 24h;	A 15% B 64%

...Expand

: 2680-03-7
N,N-Dimethylacrylamide

: 2956-58-3
N,N'-ethylenebisacrylamide

: 4-(6-aminohexyl)styrene hydrochloride

polymer, reverse-phase suspension copolymerization, monomer(s): 4-(6-aminohexyl)styrene hydrochloride; N,N-dimethylacrylamide; N,N\-ethylenebisacrylamide: polymer, reverse-phase suspension copolymerization, monomer(s): 4-(6-aminohexyl)styrene hydrochloride; N,N-dimethylacrylamide; N,N\-ethylenebisacrylamide

Conditions

Conditions	Yield
With sorbitol tri-oleate; N,N,N,N,-tetramethylethylenediamine; adenosine 5'-phosphosulfate In tetrachloromethane; hexane; water at 35℃;	51%

...Expand

: 42104-70-1
N-acryloylpyrrolidine

: 2956-58-3
N,N'-ethylenebisacrylamide

: 86710-95-4
methyl ester of N-acryloy-β-alanine

: 104343-67-1
acetylglycyl-alanyl-lysyl-arginyl-histidyl-arginyl-lysyl-valylmethyl ester

Conditions

Conditions	Yield
Yield given. Multistep reaction;

...Expand

: 42104-70-1
N-acryloylpyrrolidine

: 2956-58-3
N,N'-ethylenebisacrylamide

: 86710-95-4
methyl ester of N-acryloy-β-alanine

: 104343-68-2
acetylglycyl-alanyl-lysyl-leucyl-arginyl-histidyl-arginyl-lysyl-valylmethyl ester

Conditions

Conditions	Yield
Yield given. Multistep reaction;

...Expand

: 2956-58-3
N,N'-ethylenebisacrylamide

: 79-06-1
2-propenamide

: 255375-05-4
Acrylic acid 6-[(R)-4-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoylamino]-hexyl ester

polyacrylamide: polyacrylamide

Conditions

Conditions	Yield
Stage #1: N,N'-ethylenebisacrylamide; 2-propenamide; Acrylic acid 6-[(R)-4-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoylamino]-hexyl ester With 2,2'-azobis(isobutyronitrile); acetonitrile Polymerization; Stage #2: With N,N`-dimethylethylenediamine at 20℃; aminolysis;

...Expand

: 2956-58-3
N,N'-ethylenebisacrylamide

: 44975-46-4
N,N-diisopropylacrylamide

: 255375-05-4
Acrylic acid 6-[(R)-4-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoylamino]-hexyl ester

poly(N,N-diisopropylacrylamide): poly(N,N-diisopropylacrylamide)

Conditions

Conditions	Yield
Stage #1: N,N'-ethylenebisacrylamide; N,N-diisopropylacrylamide; Acrylic acid 6-[(R)-4-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoylamino]-hexyl ester With 2,2'-azobis(isobutyronitrile); acetonitrile Polymerization; Stage #2: With N,N`-dimethylethylenediamine for 24h; aminolysis; Heating;

...Expand

: 2675-94-7
N,N-diethylacrylamide

: 2956-58-3
N,N'-ethylenebisacrylamide

: 255375-05-4
Acrylic acid 6-[(R)-4-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoylamino]-hexyl ester

poly(N,N-diethylacrylamide): poly(N,N-diethylacrylamide)

Conditions

Conditions	Yield
Stage #1: N,N-diethylacrylamide; N,N'-ethylenebisacrylamide; Acrylic acid 6-[(R)-4-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoylamino]-hexyl ester With 2,2'-azobis(isobutyronitrile); acetonitrile Polymerization; Stage #2: With N,N`-dimethylethylenediamine for 24h; aminolysis; Heating;

...Expand

: 2680-03-7
N,N-Dimethylacrylamide

: 2956-58-3
N,N'-ethylenebisacrylamide

: 255375-05-4
Acrylic acid 6-[(R)-4-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoylamino]-hexyl ester

poly(N,N-dimethylacrylamide): poly(N,N-dimethylacrylamide)

Conditions

Conditions	Yield
Stage #1: N,N-Dimethylacrylamide; N,N'-ethylenebisacrylamide; Acrylic acid 6-[(R)-4-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoylamino]-hexyl ester With 2,2'-azobis(isobutyronitrile); acetonitrile Polymerization; Stage #2: With N,N`-dimethylethylenediamine for 24h; aminolysis; Heating;

...Expand

: 2210-25-5
N-Isopropylacrylamide

: 2956-58-3
N,N'-ethylenebisacrylamide

: 255375-05-4
Acrylic acid 6-[(R)-4-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoylamino]-hexyl ester

poly(N-isopropylacrylamide): poly(N-isopropylacrylamide)

Conditions

Conditions	Yield
Stage #1: N-Isopropylacrylamide; N,N'-ethylenebisacrylamide; Acrylic acid 6-[(R)-4-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoylamino]-hexyl ester With 2,2'-azobis(isobutyronitrile); acetonitrile Polymerization; Stage #2: With N,N`-dimethylethylenediamine at 20℃; aminolysis;

...Expand

: 1187-59-3
N-methylacrylamide

: 2956-58-3
N,N'-ethylenebisacrylamide

: 255375-05-4
Acrylic acid 6-[(R)-4-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoylamino]-hexyl ester

poly(N-methylacrylamide): poly(N-methylacrylamide)

Conditions

Conditions	Yield
Stage #1: N-methylacrylamide; N,N'-ethylenebisacrylamide; Acrylic acid 6-[(R)-4-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoylamino]-hexyl ester With 2,2'-azobis(isobutyronitrile); acetonitrile Polymerization; Stage #2: With N,N`-dimethylethylenediamine at 20℃; aminolysis;

...Expand

: 2210-25-5
N-Isopropylacrylamide

: 2956-58-3
N,N'-ethylenebisacrylamide

: 16069-16-2
N-(acryloyl)-L-phenylalanine

polymer; monomer(s): N-acryloyl-L-phenylalanine; N-isopropylacrylamide; N,N\-ethylene-bis-acrylamide, incorporation content 2 mol percent: polymer; monomer(s): N-acryloyl-L-phenylalanine; N-isopropylacrylamide; N,N\-ethylene-bis-acrylamide, incorporation content 2 mol percent

Conditions

Conditions	Yield
With ammonium persulfate; triethylamine In water at 20℃; for 24h;

...Expand

: 2956-58-3
N,N'-ethylenebisacrylamide

: 16069-16-2
N-(acryloyl)-L-phenylalanine

polymer; monomer(s): N-acryloyl-L-phenylalanine; N,N\-ethylene-bis-acrylamide, incorporation content 9 mol percent: polymer; monomer(s): N-acryloyl-L-phenylalanine; N,N\-ethylene-bis-acrylamide, incorporation content 9 mol percent

Conditions

Conditions	Yield
With ammonium persulfate; triethylamine In water at 20℃; for 24h;

: 2956-58-3
N,N'-ethylenebisacrylamide

: 1011-95-6
diphenyltin

: {Sn(C6H5)2CH2CH2CONH(CH2)2NHCOCH2CH2}n

Conditions

Conditions	Yield
In not given

: sodium {3-aminooxalyl-2-methyl-1-[2-(pyrazole-1-carbothioylsulfanyl)propionyl]-1H-indol-4-yloxy}-acetate

: 2680-03-7
N,N-Dimethylacrylamide

: 141-32-2
acrylic acid n-butyl ester

: 2956-58-3
N,N'-ethylenebisacrylamide

poly(n-butyl acrylate-co-dimethyl acrylamide-co-ethylene bis-diacrylamide-co-sodium {3-aminooxalyl-2-methyl-1-[2-(pyrazole-1-carbothioylsulfanyl)propionyl]-1H-indol-4-yloxy}-acetate): poly(n-butyl acrylate-co-dimethyl acrylamide-co-ethylene bis-diacrylamide-co-sodium {3-aminooxalyl-2-methyl-1-[2-(pyrazole-1-carbothioylsulfanyl)propionyl]-1H-indol-4-yloxy}-acetate)

Conditions

Conditions	Yield
Stage #1: sodium {3-aminooxalyl-2-methyl-1-[2-(pyrazole-1-carbothioylsulfanyl)propionyl]-1H-indol-4-yloxy}-acetate; N,N-Dimethylacrylamide; acrylic acid n-butyl ester With 2,2'-azobis(isobutyronitrile) In N,N-dimethyl-formamide at 75℃; for 8h; Stage #2: N,N-Dimethylacrylamide; N,N'-ethylenebisacrylamide In N,N-dimethyl-formamide for 8h;

...Expand

: 1184-84-5
ethenesulfonic acid

: 2956-58-3
N,N'-ethylenebisacrylamide

: C30H60N2O29S9

Conditions

Conditions	Yield
With 2-hydroxy-2-methylpropiophenone UV-irradiation;

: 542-78-9
Malondialdehyde

: 2956-58-3
N,N'-ethylenebisacrylamide

: C11H16N2O4

Conditions

Conditions	Yield
Stage #1: Malondialdehyde; N,N'-ethylenebisacrylamide at 60 - 65℃; for 2h; Stage #2: With 4-methoxy-phenol at 68 - 70℃; for 10h;

: 2956-58-3
N,N'-ethylenebisacrylamide

: 111-30-8
Glutaraldehyde

: C14H22N2O4

Conditions

Conditions	Yield
Stage #1: N,N'-ethylenebisacrylamide; Glutaraldehyde With acetic acid at 60 - 65℃; for 2h; Stage #2: With 4-methoxy-phenol at 68 - 70℃; for 10h;

: 638-37-9
butanedial

: 2956-58-3
N,N'-ethylenebisacrylamide

: C12H18N2O4

Conditions

Conditions	Yield
Stage #1: butanedial; N,N'-ethylenebisacrylamide With acetic acid at 60 - 65℃; for 2h; Stage #2: With 4-methoxy-phenol at 68 - 70℃; for 10h;

N,N'-Ethylenebisacrylamide Specification

The 2-Propenamide,N,N'-1,2-ethanediylbis-, with the CAS registry number 2956-58-3, is also known as N,N'-Ethylenebis(acrylamide). It belongs to the product category of Anilines, Aromatic Amines and Nitro Compounds. This chemical's molecular formula is C₈H₁₂N₂O₂ and molecular weight is 168.19308. Its IUPAC name is called N-[2-(prop-2-enoylamino)ethyl]prop-2-enamide. The product should be sealed and stored in cool and dry place at temperature of 2-8 °C.

Physical properties of 2-Propenamide,N,N'-1,2-ethanediylbis-: (1)ACD/LogP: -1.28; (2)ACD/LogD (pH 5.5): -1.28; (3)ACD/LogD (pH 7.4): -1.28; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 4.82; (7)ACD/KOC (pH 7.4): 4.82; (8)#H bond acceptors: 4; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 5; (11)Index of Refraction: 1.475; (12)Molar Refractivity: 45.81 cm³; (13)Molar Volume: 162.6 cm³; (14)Surface Tension: 34.6 dyne/cm; (15)Density: 1.034 g/cm³; (16)Flash Point: 213 °C; (17)Enthalpy of Vaporization: 71.63 kJ/mol; (18)Boiling Point: 456.3 °C at 760 mmHg; (19)Vapour Pressure: 1.63E-08 mmHg at 25°C.

Preparation: this chemical can be prepared by acryloyl chloride and ethane-1,2-diamine. This reaction will need reagent Et₃N and solvent CHCl₃.

Uses of 2-Propenamide,N,N'-1,2-ethanediylbis-: it can be used to produce N,N'-Dicinnamoyl-ethylendiamin at temperature of 100 °C. This reaction is a kind of Heck reaction. It will need reagent PNODAM-5 catalyst and solvent heptane, N,N-dimethyl-acetamide. The yield is about 96%.

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. 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: C=CC(=O)NCCNC(=O)C=C
(2)InChI: InChI=1S/C8H12N2O2/c1-3-7(11)9-5-6-10-8(12)4-2/h3-4H,1-2,5-6H2,(H,9,11)(H,10,12)
(3)InChIKey: AYGYHGXUJBFUJU-UHFFFAOYSA-N

Product Name

N,N'-ETHYLENEBISACRYLAMIDE

Synthetic route

N,N'-Ethylenebisacrylamide Specification

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