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| CAS No.: | 2680-03-7 |
|---|---|
| Name: | N,N-Dimethylacrylamide |
| Molecular Structure: | |
|
|
|
| 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: |
 Xn;  T
|
| 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 |
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3-(N,N-dimethylamino)-N',N'-dimethylpropionamide
- 2680-03-7
N,N-Dimethylacrylamide
| 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℃; |
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β-methoxy-N,N-dimethylpropionic acid amide
- 2680-03-7
N,N-Dimethylacrylamide
| 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% |
- 2680-03-7
N,N-Dimethylacrylamide
| Conditions | Yield |
|---|---|
| With 4,4'-butylidenebis(6-tert-butyl-m-cresol); sodium hydroxide In glycerol at 240℃; Pyrolysis; | 94% |
| Conditions | Yield |
|---|---|
| With potassium hydroxide | 91% |
| 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
B
- 2680-03-7
N,N-Dimethylacrylamide
| Conditions | Yield |
|---|---|
| In (2)H8-toluene at 125℃; under 20686.5 Torr; for 3h; Inert atmosphere; | A 71% B n/a |
| Conditions | Yield |
|---|---|
| With triethylamine In dichloromethane at 15 - 20℃; | 55% |
| With triethylamine In dichloromethane at 0℃; Inert atmosphere; | 0.229 g |
| Conditions | Yield |
|---|---|
| In diethyl ether Ambient temperature; | 45% |
| With benzene at 0℃; | |
| In benzene | |
| In diethyl ether |
| 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% |
| 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% |
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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: 
T,
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.)
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- .