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N,N-Dimethylacrylamide
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Name

N,N-Dimethylacrylamide

 EINECS 220-237-5
CAS No. 2680-03-7 Density 0.897 g/cm3
PSA 20.31000 LogP 0.26060
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 Molecular Structure of 2680-03-7 (N,N-Dimethylacrylamide) Hazard Symbols HarmfulXn; ToxicT
Synonyms

Acrylamide,N,N-dimethyl- (6CI,7CI,8CI);N,N-Dimethyl-2-propenamide;N,N-Dimethylacrylamide;N,N-Dimethylpropenamide;NSC 32613;NSC 35191;

Article Data 49

N,N-Dimethylacrylamide Synthetic route

17268-47-2

3-(N,N-dimethylamino)-N',N'-dimethylpropionamide

2680-03-7

N,N-Dimethylacrylamide

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With potassium hydroxide91%
124-40-3

dimethyl amine

79-10-7

acrylic acid

2680-03-7

N,N-Dimethylacrylamide

Conditions
ConditionsYield
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
ConditionsYield
In (2)H8-toluene at 125℃; under 20686.5 Torr; for 3h; Inert atmosphere;A 71%
B n/a
506-59-2

N,N-dimethylammonium chloride

814-68-6

acryloyl chloride

2680-03-7

N,N-Dimethylacrylamide

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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%

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 NOx.
Hazard Codes: ToxicT,HarmfulXn
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- .

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