N,N-Dimethylacrylamide supplier

Name
N,N-Dimethylacrylamide
EINECS 220-237-5
CAS No. 2680-03-7
Article Data49
CAS DataBase
Density 0.897 g/cm³
Solubility Slightly soluble in water (1.000 g/L at 20°C).
Melting Point <20oC
Formula C₅H₉NO
Boiling Point 183.155 °C at 760 mmHg
Molecular Weight 99.1326
Flash Point 71.667 °C
Transport Information UN 2810 6.1/PG 3
Appearance Colorless and clear liquid
Safety 26-36/37-45-36
Risk Codes 21/22-23-36
Molecular Structure
Hazard Symbols Xn; T
Synonyms Acrylamide,N,N-dimethyl- (6CI,7CI,8CI);N,N-Dimethyl-2-propenamide;N,N-Dimethylacrylamide;N,N-Dimethylpropenamide;NSC 32613;NSC 35191;
PSA 20.31000
LogP 0.26060

Synthetic route

: 17268-47-2
3-(N,N-dimethylamino)-N',N'-dimethylpropionamide

: 2680-03-7
N,N-Dimethylacrylamide

Conditions

Conditions	Yield
With cupferron; hydroquinone; alumina N611N In water at 250℃; under 2250.23 Torr; for 5h; Product distribution / selectivity;	99%
With 4-tert-Butylcatechol; copper(II) bis(trifluoromethanesulfonate) at 130℃; for 10h; Inert atmosphere;	90%
With hydroquinone at 210℃;

: 53185-52-7
β-methoxy-N,N-dimethylpropionic acid amide

: 2680-03-7
N,N-Dimethylacrylamide

Conditions

Conditions	Yield
With 4-methoxy-phenol; potassium hydroxide In ethylene glycol at 200℃; Temperature; Reagent/catalyst; Pyrolysis;	98%
With 10H-phenothiazine; copper(II) bis(trifluoromethanesulfonate) at 130℃; for 6h; Inert atmosphere;	92%

: 3-isopropoxy-N,N-dimethylpropionic acid amide

: 2680-03-7
N,N-Dimethylacrylamide

Conditions

Conditions	Yield
With 4,4'-butylidenebis(6-tert-butyl-m-cresol); sodium hydroxide In glycerol at 240℃; Pyrolysis;	94%

: 107-21-1
ethylene glycol

: 79-06-1
2-propenamide

: 74-88-4
methyl iodide

: 2680-03-7
N,N-Dimethylacrylamide

Conditions

Conditions	Yield
With potassium hydroxide	91%

...Expand

: 124-40-3
dimethyl amine

: 79-10-7
acrylic acid

: 2680-03-7
N,N-Dimethylacrylamide

Conditions

Conditions	Yield
With fluorosulfonyl fluoride; N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 5h;	71%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; Inert atmosphere;

: 201230-82-2
carbon monoxide

: Ru5(μ5-C)(CO)14(η2-O=CNMe2CH=CH)(μ-H)

A: ruthenium(C)(CO)15

B: 2680-03-7
N,N-Dimethylacrylamide

Conditions

Conditions	Yield
In (2)H8-toluene at 125℃; under 20686.5 Torr; for 3h; Inert atmosphere;	A 71% B n/a

...Expand

: 506-59-2
N,N-dimethylammonium chloride

: 814-68-6
acryloyl chloride

: 2680-03-7
N,N-Dimethylacrylamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 15 - 20℃;	55%
With triethylamine In dichloromethane at 0℃; Inert atmosphere;	0.229 g

: 124-40-3
dimethyl amine

: 814-68-6
acryloyl chloride

: 2680-03-7
N,N-Dimethylacrylamide

Conditions

Conditions	Yield
In diethyl ether Ambient temperature;	45%
With benzene at 0℃;
In benzene
In diethyl ether

: 110-88-3
1,3,5-Trioxan

: 127-19-5
N,N-dimethyl acetamide

: 2680-03-7
N,N-Dimethylacrylamide

Conditions

Conditions	Yield
Stage #1: N,N-dimethyl acetamide With 2,2,4,4,6,6-hexachloro-1,3,5-triaza-2,4,6-triphosphorine; sulfuric acid at 20℃; for 1h; Aldol Condensation; Inert atmosphere; Stage #2: 1,3,5-Trioxan at 200℃; for 6h; Aldol Condensation; Inert atmosphere;	45%
With sulfuric acid at 165℃; for 3h; Inert atmosphere;	21%

: 50-00-0
formaldehyd

: 127-19-5
N,N-dimethyl acetamide

: 2680-03-7
N,N-Dimethylacrylamide

Conditions

Conditions	Yield
With sulfuric acid at 165℃; for 5h; Reagent/catalyst; Temperature; Inert atmosphere;	23.1%
With manganese(IV) oxide; magnesium oxide In methanol; water at 300℃; under 760.051 Torr; for 1h; Reagent/catalyst; Inert atmosphere;	10.9%
With cesium doped silicon dioxide In methanol; water at 380 - 400℃; under 760.051 Torr; for 1h; Inert atmosphere;	9.7%

: 124-40-3
dimethyl amine

: 503-66-2
3-hydroxypropionic acid

A: 2680-03-7
N,N-Dimethylacrylamide

B: 79-10-7
acrylic acid

Conditions

Conditions	Yield
In water at 180℃; for 5h;	A 22% B n/a

...Expand

: 57-57-8
β-Propiolactone

: 124-40-3
dimethyl amine

: 2680-03-7
N,N-Dimethylacrylamide

Conditions

Conditions	Yield
und Erhitzen des Reaktionsprodukts unter vermindertem Druck;

: 6280-18-8
DL-2-acetoxy-propionic acid dimethylamide

: 2680-03-7
N,N-Dimethylacrylamide

Conditions

Conditions	Yield
at 500 - 530℃;

: 17268-49-4
3-chloro-N,N-dimethylpropionamide

: 2680-03-7
N,N-Dimethylacrylamide

Conditions

Conditions	Yield
With sodium hydroxide; hydroquinone at 90℃;

: 124-40-3
dimethyl amine

: 292638-85-8
acrylic acid methyl ester

: 2680-03-7
N,N-Dimethylacrylamide

Conditions

Conditions	Yield
With aluminum oxide at 450℃;

: 17268-49-4
3-chloro-N,N-dimethylpropionamide

: 121-44-8
triethylamine

: 2680-03-7
N,N-Dimethylacrylamide

Conditions

Conditions	Yield
With copper at 140℃;

: 57-57-8
β-Propiolactone

: 1608-26-0
Hexamethylphosphorous triamide

: 2680-03-7
N,N-Dimethylacrylamide

: 26404-92-2
N,N-Dimethyl-amidophosphorigsaeure-monobutylester

: 79-10-7
acrylic acid

: 2680-03-7
N,N-Dimethylacrylamide

: 141375-43-1
4-Dimethylamino-1-(2-dimethylcarbamoyl-ethyl)-pyridinium

A: 1122-58-3
dmap

B: 2680-03-7
N,N-Dimethylacrylamide

Conditions

Conditions	Yield
With water; hydroxide at 25℃; Equilibrium constant; Mechanism;

: 1187-59-3
N-methylacrylamide

: 74-88-4
methyl iodide

: 2680-03-7
N,N-Dimethylacrylamide

Conditions

Conditions	Yield
In dimethyl sulfoxide

: 124-40-3
dimethyl amine

: 74-86-2
acetylene

carbon monoxide: carbon monoxide

: 2680-03-7
N,N-Dimethylacrylamide

Conditions

Conditions	Yield
With tetracarbonyl nickel; acetone; acrylic acid
With tetracarbonyl nickel; acrylic acid; toluene

...Expand

: 6280-18-8
DL-2-acetoxy-propionic acid dimethylamide

A: 2680-03-7
N,N-Dimethylacrylamide

B: 64-19-7
acetic acid

C CO: CO

D H2: H2

Conditions

Conditions	Yield
at 520 - 559℃; Produkte: H2O; Diacetyl; ungesaettigten Kohlenwasserstoffen.Pyrolysis;

...Expand

: 51-80-9
bis-(dimethylamino)methane

: 814-68-6
acryloyl chloride

: 2680-03-7
N,N-Dimethylacrylamide

Conditions

Conditions	Yield
In dichloromethane at 5 - 15℃; for 0.5h; Acylation;

: N-chloromethyl-N-methylacrylamide

A: 872-50-4
1-methyl-pyrrolidin-2-one

B: 1187-59-3
N-methylacrylamide

C: 2680-03-7
N,N-Dimethylacrylamide

Conditions

Conditions	Yield
With tri-n-butyl-tin hydride; 1,1'-azobis(1-cyanocyclohexanenitrile) In acetonitrile for 1.5h; Product distribution; Heating;

...Expand

: 31502-31-5, 35123-06-9
2-hydroxy-N,N-dimethyl-propanamide

: 2680-03-7
N,N-Dimethylacrylamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: concentrated H2SO4 2: 500 - 530 °C View Scheme
tricalcium diphosphate at 350℃; Gas phase;

: Mo{CH(C(CH3)3)CH2CH(CON(CH3)2)}(NC6H3(CH(CH3)2)2){OC(CH3)2(CF3)}2

A: Mo{CHC(O)N(CH3)2}(NC6H3(CH(CH3)2)2){OC(CH3)2(CF3)}2

B: 2680-03-7
N,N-Dimethylacrylamide

C: 108969-03-5, 153483-75-1, 153541-86-7
(2,6-diisopropylphenylimido)bis(1,1-dimethyl-2,2,2-trifluoroethanolato)(tert-butylmethylidene)molybdenum

Conditions

Conditions	Yield
In benzene-d6 at 353 K; not isolated, detected by (1)H NMR;

...Expand

: Mo{CH(C(CH3)3)CH2CH(CON(CH3)2)}(NC6H3(CH(CH3)2)2){OC(CH3)2(CF3)}2

A: 2680-03-7
N,N-Dimethylacrylamide

B: 108969-03-5, 153483-75-1, 153541-86-7
(2,6-diisopropylphenylimido)bis(1,1-dimethyl-2,2,2-trifluoroethanolato)(tert-butylmethylidene)molybdenum

Conditions

Conditions	Yield
In benzene-d6 after 7 h at room temp , 10-15 % decompn., heating to 353 K accelerates the decompn.; not isolated, detected by (1)H NMR;

: Mo{CH(t-Bu)CH2CH(CONMe2)}(N-2,6-C6H3-i-Pr2){O-t-Bu}2

A: 153483-74-0, 108969-04-6, 153483-67-1
Mo(O-t-Bu)2(N-2,6-C6H3-i-Pr2)(CH-t-Bu)

B: 2680-03-7
N,N-Dimethylacrylamide

Conditions

Conditions	Yield
In benzene-d6 at room temp. (10-15% dissociated, detn. of equil. const; not isolated , detected by (1)H NMR and (13)C NMR;

: 873-32-5
2-Chlorobenzonitrile

: 2680-03-7
N,N-Dimethylacrylamide

: N,N-Dimethyl-o-cyanocinnamoyl amide

Conditions

Conditions	Yield
With tris(2,6-di-tert-butylphenyl) phosphite; tetrabutyl-ammonium chloride; sodium carbonate; Palladacycle In N,N-dimethyl acetamide at 160℃; for 24h; Heck reaction;	100%

: 2680-03-7
N,N-Dimethylacrylamide

poly(N,N-dimethylacrylamide), reversible addition fragmentation chain transfer; monomer(s): N,N-dimethylacrylamide: poly(N,N-dimethylacrylamide), reversible addition fragmentation chain transfer; monomer(s): N,N-dimethylacrylamide

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile); cumyl dithiobenzoate In N,N-dimethyl-formamide; toluene at 90℃; for 24h;	100%

: 2680-03-7
N,N-Dimethylacrylamide

polymer, Mn = 10100, PD = 1.22; monomer(s): N,N-dimethylacrylamide: polymer, Mn = 10100, PD = 1.22; monomer(s): N,N-dimethylacrylamide

Conditions

Conditions	Yield
With methyl 1-phenylethyl telluride at 105℃; for 23h;	100%

poly(ethyleneimine), linear, prepared by hydrolysis of side chains of poly(2-ethyloxazoline) with Mw 50000 Da: poly(ethyleneimine), linear, prepared by hydrolysis of side chains of poly(2-ethyloxazoline) with Mw 50000 Da

: 2680-03-7
N,N-Dimethylacrylamide

poly{N-[2-(dimethylaminocarbonyl)ethyl]ethyleneimine}, linear, derived from poly(2-ethyoxazoline) with Mw 50000 Da: poly{N-[2-(dimethylaminocarbonyl)ethyl]ethyleneimine}, linear, derived from poly(2-ethyoxazoline) with Mw 50000 Da

Conditions

Conditions	Yield
In methanol at 20℃; for 4h;	100%

poly(ethyleneimine), linear, prepared by hydrolysis of side chains of poly(2-ethyloxazoline) with Mw 50000 Da: poly(ethyleneimine), linear, prepared by hydrolysis of side chains of poly(2-ethyloxazoline) with Mw 50000 Da

: 2680-03-7
N,N-Dimethylacrylamide

poly({N-[2-(dimethylaminocarbonyl)ethyl]ethyleneimine}-co-ethyleneimine), linear, derived from poly(2-ethyoxazoline) with Mw 50000 Da, ca. 80 mol % N-[2-(dimethylaminocarbonyl)ethyl]ethyleneimine structure units: poly({N-[2-(dimethylaminocarbonyl)ethyl]ethyleneimine}-co-ethyleneimine), linear, derived from poly(2-ethyoxazoline) with Mw 50000 Da, ca. 80 mol % N-[2-(dimethylaminocarbonyl)ethyl]ethyleneimine structure units

Conditions

Conditions	Yield
In methanol at 20℃; for 4h;	100%

poly(ethyleneimine), linear, prepared by hydrolysis of side chains of poly(2-ethyloxazoline) with Mw 50000 Da: poly(ethyleneimine), linear, prepared by hydrolysis of side chains of poly(2-ethyloxazoline) with Mw 50000 Da

: 2680-03-7
N,N-Dimethylacrylamide

poly({N-[2-(dimethylaminocarbonyl)ethyl]ethyleneimine}-co-ethyleneimine), linear, derived from poly(2-ethyoxazoline) with Mw 50000 Da, ca. 60 mol % N-[2-(dimethylaminocarbonyl)ethyl]ethyleneimine structure units: poly({N-[2-(dimethylaminocarbonyl)ethyl]ethyleneimine}-co-ethyleneimine), linear, derived from poly(2-ethyoxazoline) with Mw 50000 Da, ca. 60 mol % N-[2-(dimethylaminocarbonyl)ethyl]ethyleneimine structure units

Conditions

Conditions	Yield
In methanol at 20℃; for 4h;	100%

poly(ethyleneimine), linear, prepared by hydrolysis of side chains of poly(2-ethyloxazoline) with Mw 50000 Da: poly(ethyleneimine), linear, prepared by hydrolysis of side chains of poly(2-ethyloxazoline) with Mw 50000 Da

: 2680-03-7
N,N-Dimethylacrylamide

poly({N-[2-(dimethylaminocarbonyl)ethyl]ethyleneimine}-co-ethyleneimine), linear, derived from poly(2-ethyoxazoline) with Mw 50000 Da, ca. 40 mol % N-[2-(dimethylaminocarbonyl)ethyl]ethyleneimine structure units: poly({N-[2-(dimethylaminocarbonyl)ethyl]ethyleneimine}-co-ethyleneimine), linear, derived from poly(2-ethyoxazoline) with Mw 50000 Da, ca. 40 mol % N-[2-(dimethylaminocarbonyl)ethyl]ethyleneimine structure units

Conditions

Conditions	Yield
In methanol at 20℃; for 4h;	100%

poly(ethyleneimine), linear, prepared by hydrolysis of side chains of poly(2-ethyloxazoline) with Mw 50000 Da: poly(ethyleneimine), linear, prepared by hydrolysis of side chains of poly(2-ethyloxazoline) with Mw 50000 Da

: 2680-03-7
N,N-Dimethylacrylamide

poly({N-[2-(dimethylaminocarbonyl)ethyl]ethyleneimine}-co-ethyleneimine), linear, derived from poly(2-ethyoxazoline) with Mw 50000 Da, ca. 20 mol % N-[2-(dimethylaminocarbonyl)ethyl]ethyleneimine structure units: poly({N-[2-(dimethylaminocarbonyl)ethyl]ethyleneimine}-co-ethyleneimine), linear, derived from poly(2-ethyoxazoline) with Mw 50000 Da, ca. 20 mol % N-[2-(dimethylaminocarbonyl)ethyl]ethyleneimine structure units

Conditions

Conditions	Yield
In methanol at 20℃; for 4h;	100%

: 626-35-7
nitroacetic acid ethyl ester

: 2680-03-7
N,N-Dimethylacrylamide

: 1184832-29-8
ethyl 5-[(dimethylamino)carbonyl]-4,5-dihydro-isoxazole-3-carboxylate

Conditions

Conditions	Yield
With N-methylcyclohexylamine; copper diacetate In chloroform at 60℃; for 20h;	100%
With sodium hydroxide In water at 60℃; for 20h;	72%

: 874-14-6
1,3-dimethyluracil

: 2680-03-7
N,N-Dimethylacrylamide

: 1430109-47-9
(E)-1,3-dimethyl-5-(2’-dimethylcarbamoylvinyl)uracil

Conditions

Conditions	Yield
With silver(I) acetate; palladium diacetate; Trimethylacetic acid In N,N-dimethyl-formamide at 60℃; for 24h; Darkness; regioselective reaction;	100%

: 2680-03-7
N,N-Dimethylacrylamide

: 60-23-1
Cysteamine

: 3-(2-aminoethylsulfanyl)-N,N-dimethylpropanamide

Conditions

Conditions	Yield
In methanol at 20℃; for 2h;	100%

: 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

: 2680-03-7
N,N-Dimethylacrylamide

poly(N,N-dimethylacrylamide), isotacticity 52 percent, Mn 11800 g/mol, Mw/Mn 7.33 by GPC; monomer(s): N,N-dimethylacrylamide: poly(N,N-dimethylacrylamide), isotacticity 52 percent, Mn 11800 g/mol, Mw/Mn 7.33 by GPC; monomer(s): N,N-dimethylacrylamide

Conditions

Conditions	Yield
With rac-ethylenebis(1-indenyl)dimethylzirconium In toluene at 25℃; for 24h;	99%

: 2680-03-7
N,N-Dimethylacrylamide

poly(N,N-dimethylacrylamide), isotacticity 51 percent, Mn 44.3 kg/mol, Mw/Mn 8.82 by GPC; monomer(s): N,N-dimethylacrylamide: poly(N,N-dimethylacrylamide), isotacticity 51 percent, Mn 44.3 kg/mol, Mw/Mn 8.82 by GPC; monomer(s): N,N-dimethylacrylamide

Conditions

Conditions	Yield
With tris(pentafluorophenyl) aluminum In toluene at 25℃; for 24h;	99%

: 2680-03-7
N,N-Dimethylacrylamide

poly(N,N-dimethylacrylamide), isotacticity 93 percent, Mn 30.2 kg/mol, Mw/Mn 1.51 by GPC; monomer(s): N,N-dimethylacrylamide: poly(N,N-dimethylacrylamide), isotacticity 93 percent, Mn 30.2 kg/mol, Mw/Mn 1.51 by GPC; monomer(s): N,N-dimethylacrylamide

Conditions

Conditions	Yield
With rac-(EBI)-ZrMe+MeB(C6F5)3- In toluene at 25℃; for 24h;	99%

: 2680-03-7
N,N-Dimethylacrylamide

poly(N,N-dimethylacrylamide), isotacticity 61 percent, Mn 106 kg/mol, Mw/Mn 1.97 by GPC; monomer(s): N,N-dimethylacrylamide: poly(N,N-dimethylacrylamide), isotacticity 61 percent, Mn 106 kg/mol, Mw/Mn 1.97 by GPC; monomer(s): N,N-dimethylacrylamide

Conditions

Conditions	Yield
With rac-(EBI)-ZrMe+MeAl(C6F5)3- In toluene at 25℃; for 24h;	99%

: 2680-03-7
N,N-Dimethylacrylamide

poly(N,N-dimethylacrylamide), isotacticity 98 percent, Mn 544 kg/mol, Mw/Mn 3.21 by GPC; monomer(s): N,N-dimethylacrylamide: poly(N,N-dimethylacrylamide), isotacticity 98 percent, Mn 544 kg/mol, Mw/Mn 3.21 by GPC; monomer(s): N,N-dimethylacrylamide

Conditions

Conditions	Yield
With rac-(EBI)-ZrMe+MeB(C6F5)3-; 2,6-di-tert-butyl-α-(3,5-di-tert-butyl-4-oxo-2,5-cyclohexadien-1-ylidene)-p-tolyloxyl In toluene at 25℃; for 24h;	99%

: 2680-03-7
N,N-Dimethylacrylamide

poly(N,N-dimethylacrylamide), isotacticity 98 percent, Mn 613 kg/mol, Mw/Mn 7.91 by GPC; monomer(s): N,N-dimethylacrylamide: poly(N,N-dimethylacrylamide), isotacticity 98 percent, Mn 613 kg/mol, Mw/Mn 7.91 by GPC; monomer(s): N,N-dimethylacrylamide

Conditions

Conditions	Yield
With rac-(EBI)-ZrMe+MeAl(C6F5)3-; 2,6-di-tert-butyl-α-(3,5-di-tert-butyl-4-oxo-2,5-cyclohexadien-1-ylidene)-p-tolyloxyl In toluene at 25℃; for 24h;	99%

: 2680-03-7
N,N-Dimethylacrylamide

poly(N,N-dimethylacrylamide), isotacticity 82 percent, Mn 270 kg/mol, Mw/Mn 1.90 by GPC; monomer(s): N,N-dimethylacrylamide: poly(N,N-dimethylacrylamide), isotacticity 82 percent, Mn 270 kg/mol, Mw/Mn 1.90 by GPC; monomer(s): N,N-dimethylacrylamide

Conditions

Conditions	Yield
With rac-(EBI)-ZrMe+MeB(C6F5)3- In dichloromethane at 25℃; for 24h;	99%

: 2680-03-7
N,N-Dimethylacrylamide

: 86711-03-7
1-(1-oxoprop-2-enyl)-2-(S)-methoxycarbonyl-2,3,4,5-tetrahydropyrazole

poly(N-acryloyl-L-proline methyl ester-co-N,N-dimethylacrylamide), Mn = 8300, Mw/Mn = 1.25, RAFT polymerization, N-acryloyl-L-proline methyl ester:N,N-dimethylacrylamide 92:8; monomer(s): N-acryloyl-L-proline methyl ester; N,N-dimethylacrylamide: poly(N-acryloyl-L-proline methyl ester-co-N,N-dimethylacrylamide), Mn = 8300, Mw/Mn = 1.25, RAFT polymerization, N-acryloyl-L-proline methyl ester:N,N-dimethylacrylamide 92:8; monomer(s): N-acryloyl-L-proline methyl ester; N,N-dimethylacrylamide

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile); benzyl dithiobenzoate In chlorobenzene at 60℃; for 20h;	99%

: 2680-03-7
N,N-Dimethylacrylamide

: 86711-03-7
1-(1-oxoprop-2-enyl)-2-(S)-methoxycarbonyl-2,3,4,5-tetrahydropyrazole

poly(N-acryloyl-L-proline methyl ester-co-N,N-dimethylacrylamide), Mn = 7000, Mw/Mn = 1.28, RAFT polymerization, N-acryloyl-L-proline methyl ester:N,N-dimethylacrylamide 67:33; monomer(s): N-acryloyl-L-proline methyl ester; N,N-dimethylacrylamide: poly(N-acryloyl-L-proline methyl ester-co-N,N-dimethylacrylamide), Mn = 7000, Mw/Mn = 1.28, RAFT polymerization, N-acryloyl-L-proline methyl ester:N,N-dimethylacrylamide 67:33; monomer(s): N-acryloyl-L-proline methyl ester; N,N-dimethylacrylamide

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile); benzyl dithiobenzoate In chlorobenzene at 60℃; for 20h;	99%

: 2680-03-7
N,N-Dimethylacrylamide

: 30058-54-9
α-dichloromethyl phenylsulfoxide

: C12H15Cl2NO2S

Conditions

Conditions	Yield
Stage #1: α-dichloromethyl phenylsulfoxide With sodium hydride In tetrahydrofuran at 0℃; Stage #2: N,N-Dimethylacrylamide In tetrahydrofuran at 0 - 20℃; Further stages.;	99%

: 2680-03-7
N,N-Dimethylacrylamide

Reaxys ID: 15740655: Reaxys ID: 15740655

Conditions

Conditions	Yield
With ethyl 2-methyl-2-methyl tellurium propionate; 2,2'-azobis(isobutyronitrile) at 60℃; for 6h; Product distribution / selectivity;	99%
With 2,2'-azobis(isobutyronitrile); Me2C(CN)SbMe2 at 60℃; for 30h; Product distribution / selectivity; Neat (no solvent);	96%
With 2,2'-azobis(isobutyronitrile); Me2C(CN)SbMe2 at 60℃; for 20h; Product distribution / selectivity; Neat (no solvent);	95%

: 14104-20-2
silver tetrafluoroborate

: 2680-03-7
N,N-Dimethylacrylamide

: 207456-08-4
Pt(I)(Me)(diacetyl bis(di-i-propylphenylimine))

A: 207455-99-0
[PtMe(diacetyl bis(di-i-propylphenylimine))(η(2)-CH2=CHCONMe2)]BF4

B: silver(I) iodide

Conditions

Conditions	Yield
In dichloromethane N2-atmosphere; addn. of excess (6-8 equivs.) of olefin to soln. of AgBF4, addn. to soln. of Pt-complex, stirring for 12 h; filtration off of AgI (Celite), concn., pptn. on addn. of Et2O, washing (Et2O), drying (vac.); NMR spectroscopy;	A 70% B 99%

...Expand

: 2680-03-7
N,N-Dimethylacrylamide

: 357639-17-9
2,2'-(buta-1,3-diene-2,3-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

: 1033779-21-3
N,N-dimethyl 3,4-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-3-enecarboxyamide

Conditions

Conditions	Yield
In 5,5-dimethyl-1,3-cyclohexadiene at 110℃; for 24h; Diels-Alder reaction;	99%
In xylene a soln. of boryl-compound and alkene in xylene was stirred at 110°C for 24 h; xylene was removed under reduced pressure followed by gel permeation chromy.; as oil;	99%

: 2680-03-7
N,N-Dimethylacrylamide

: 73183-34-3
bis(pinacol)diborane

: 134892-18-5
N,N-dimethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-propanamide

Conditions

Conditions	Yield
With methanol; [Pd2(μ-C9H7NPPh2)(μ-O2CCH3)]2; water; caesium carbonate In tetrahydrofuran at 25℃; for 6h; Inert atmosphere;	99%
With methanol; o-phenylenebis(diphenylphosphine); copper(l) chloride; sodium t-butanolate In tetrahydrofuran at 20℃; for 1h; Inert atmosphere;	87%
With 2-((1,3-bis(N-butylimidazol-2-ylidene)phenylene)(dimethylamido)bis(iodo))rhodium(III); 2-((1,3-bis(N-butylimidazol-2-ylidene)phenylene)(dimethylamido)bis(chloro))rhodium(III) In methanol at 22℃; for 1h; Catalytic behavior; Solvent; Sealed tube;	84%

: 2680-03-7
N,N-Dimethylacrylamide

: 614-21-1
2-nitroacetophenone

: 1080654-74-5
3-benzoyl-4,5-dihydroisoxazole-5-carboxylic acid dimethylamide

Conditions

Conditions	Yield
With N-methylcyclohexylamine; copper In chloroform at 60℃; for 20h; sealed tube;	99%

: 2680-03-7
N,N-Dimethylacrylamide

: 1309609-40-2
1-(6-bromopyridin-2-yl)-4-methyl-1,4-diazepane

: (E)-N,N-dimethyl-3-(6-(4-methyl-1,4-diazepan-1-yl)pyridin-2-yl)acrylamide

Conditions

Conditions	Yield
With dichloro{bis[1-(dicyclohexylphosphanyl)piperidine]}palladium(II); potassium carbonate In N,N-dimethyl-formamide; toluene at 140℃; for 6h; Heck reaction;	99%

: 2680-03-7
N,N-Dimethylacrylamide

: 1309609-43-5
6-bromo-N-ethyl-N-phenylpyridin-2-amine

: (E)-3-(6-(ethyl(phenyl)amino)pyridin-2-yl)-N,N-dimethylacrylamide

Conditions

Conditions	Yield
With dichloro{bis[1-(dicyclohexylphosphanyl)piperidine]}palladium(II); potassium carbonate In N,N-dimethyl-formamide; toluene at 140℃; for 3h; Heck reaction;	99%

N,N-Dimethylacrylamide Chemical Properties

Empirical Formula: C₅H₉NO
Molecular Weight: 99.1311
Nominal Mass: 99 Da
Average Mass: 99.1311 Da
Monoisotopic Mass: 99.068414 Da
Index of Refraction: 1.432
Molar Refractivity: 28.68 cm³
Molar Volume: 110.5 cm³
Surface Tension: 26.5 dyne/cm
Density: 0.896 g/cm³
Flash Point: 71.7 °C
Enthalpy of Vaporization: 41.94 kJ/mol
Boiling Point: 183.2 °C at 760 mmHg
Vapour Pressure: 0.782 mmHg at 25 °C
Structure of N,N-Dimethylacrylamide (CAS NO.2680-03-7):

IUPAC Name: N,N-Dimethylprop-2-enamide
Canonical SMILES: CN(C)C(=O)C=C
InChI: InChI=1S/C5H9NO/c1-4-5(7)6(2)3/h4H,1H2,2-3H3
InChIKey: YLGYACDQVQQZSW-UHFFFAOYSA-N
Product Category of N,N-Dimethylacrylamide (CAS NO.2680-03-7): Acrylamide and Methacrylamide;Acrylic Monomers;Monomers;Acrylamide and MethacrylamideOrganic Building Blocks;Amides;Carbonyl Compounds

N,N-Dimethylacrylamide Uses

N,N-Dimethylacrylamide (CAS NO.2680-03-7) could have copolymer with acrylic monomers, styrene, vinyl acetate. It also can be used for the synthetic materials of fibers, plastic improver, paper treatment, plastic processing AIDS, etc.

N,N-Dimethylacrylamide Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	oral	460mg/kg (460mg/kg)	BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: MUSCLE WEAKNESS BEHAVIORAL: IRRITABILITY	Eisei Kagaku. Hygienic Chemistry. Vol. 20, Pg. 317, 1974.
mouse	LD50	subcutaneous	580mg/kg (580mg/kg)	BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING RFLEX) BEHAVIORAL: MUSCLE WEAKNESS BEHAVIORAL: IRRITABILITY	Eisei Kagaku. Hygienic Chemistry. Vol. 20, Pg. 317, 1974.
rabbit	LD50	skin	540uL/kg (0.54mL/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LIVER: OTHER CHANGES BEHAVIORAL: TREMOR	National Technical Information Service. Vol. OTS0541042,
rat	LC50	inhalation	> 776ppm/1H (776ppm)	LUNGS, THORAX, OR RESPIRATION: "FIBROSIS, FOCAL (PNEUMOCONIOSIS)" LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES	National Technical Information Service. Vol. OTS0559646,
rat	LD50	oral	316mg/kg (316mg/kg)	SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: ATAXIA	National Technical Information Service. Vol. OTS0555555,

N,N-Dimethylacrylamide Consensus Reports

Reported in EPA TSCA Inventory.

N,N-Dimethylacrylamide Safety Profile

A poison by ingestion. When heated to decomposition it emits toxic fumes of NO_x.
Hazard Codes: Toxic T, Harmful Xn
Risk Statements: 21/22-23-36
R21/22:Harmful in contact with skin and if swallowed.
R23 :Toxic by inhalation.
R36:Irritating to eyes.
Safety Statements: 26-36/37-45-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
S36/37:Wear suitable protective clothing and gloves.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

N,N-Dimethylacrylamide Specification

N,N-Dimethylacrylamide , its cas register number is 2680-03-7. It also can be called N,N-Dimethyl-2-propenamide ; Dimethylamid kyseliny akrylove ; and 2-Propenamide, N,N-dimethyl- .

Product Name

N,N-Dimethylacrylamide

Synthetic route

N,N-Dimethylacrylamide Chemical Properties

N,N-Dimethylacrylamide Uses

N,N-Dimethylacrylamide Toxicity Data With Reference

N,N-Dimethylacrylamide Consensus Reports

N,N-Dimethylacrylamide Safety Profile

N,N-Dimethylacrylamide Specification

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