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2680-03-7

Basic Information
CAS No.: 2680-03-7
Name: N,N-Dimethylacrylamide
Article Data: 49
Molecular Structure:
Molecular Structure of 2680-03-7 (N,N-Dimethylacrylamide)
Formula: C5H9NO
Molecular Weight: 99.1326
Synonyms: Acrylamide,N,N-dimethyl- (6CI,7CI,8CI);N,N-Dimethyl-2-propenamide;N,N-Dimethylacrylamide;N,N-Dimethylpropenamide;NSC 32613;NSC 35191;
EINECS: 220-237-5
Density: 0.897 g/cm3
Melting Point: <20oC
Boiling Point: 183.155 °C at 760 mmHg
Flash Point: 71.667 °C
Solubility: Slightly soluble in water (1.000 g/L at 20°C).
Appearance: Colorless and clear liquid
Hazard Symbols: HarmfulXn; ToxicT
Risk Codes: 21/22-23-36
Safety: 26-36/37-45-36
Transport Information: UN 2810 6.1/PG 3
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
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%
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Chemistry

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

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.

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,

Consensus Reports

Reported in EPA TSCA Inventory.

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.)

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- .