|
|
| | N,N'-Methylenebisacrylamide Basic information | | Preparation |
| | N,N'-Methylenebisacrylamide Chemical Properties |
| Melting point | >300 °C(lit.) | | Boiling point | 277.52°C (rough estimate) | | density | 1.235 | | bulk density | 200kg/m3 | | vapor density | 5.31 (vs air) | | vapor pressure | 0-0.073Pa at 20-84.85℃ | | refractive index | 1.4880 (estimate) | | storage temp. | 2-8°C | | solubility | H2O: 20 mg/mL at 20 °C, clear, colorless | | form | powder | | pka | 13.07±0.46(Predicted) | | color | White | | Odor | Odorless | | PH Range | >5 | | PH | >=5.0 (25g/l, H2O, 20℃) | | Water Solubility | 0.01-0.1 g/100 mL at 18 ºC | | λmax | 528nm(H2O)(lit.) | | Sensitive | Air & Light Sensitive | | BRN | 1706297 | | Stability: | Light Sensitive | | InChI | 1S/C7H10N2O2/c1-3-6(10)8-5-9-7(11)4-2/h3-4H,1-2,5H2,(H,8,10)(H,9,11) | | InChIKey | ZIUHHBKFKCYYJD-UHFFFAOYSA-N | | SMILES | C=CC(=O)NCNC(=O)C=C | | LogP | -1.52--0.08 at 24-25℃ and pH4-10 | | Surface tension | 70.2-70.3mN/m at 1g/L and 20℃ | | CAS DataBase Reference | 110-26-9(CAS DataBase Reference) | | NIST Chemistry Reference | 2-Propenamide, n,n'-methylenebis-(110-26-9) | | EPA Substance Registry System | N,N'-Methylenebisacrylamide (110-26-9) | | Absorption | ≤0.2 at 290 at 1% |
| Hazard Codes | Xn,Xi | | Risk Statements | 20/22-20/21/22-36/37/38 | | Safety Statements | 22-36/37-36-26 | | RIDADR | UN 2811 | | WGK Germany | 2 | | RTECS | AS3678000 | | F | 8 | | TSCA | TSCA listed | | HazardClass | 6.1(b) | | PackingGroup | III | | HS Code | 29241900 | | Storage Class | 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | | Hazard Classifications | Acute Tox. 3 Oral
Acute Tox. 4 Dermal
Carc. 1B
Muta. 1B
Repr. 2
STOT RE 1 Oral | | Toxicity | LD50 orally in Rabbit: 390 mg/kg |
| | N,N'-Methylenebisacrylamide Usage And Synthesis |
| Preparation | A method for preparing N,N'-Methylenebisacrylamide, the steps of which are as follows: (1). Add 245 kg of water to a reaction vessel, start stirring, and heat to 70°C; (2). Then add 75 kg of acrylamide and 105 kg of formaldehyde, and simultaneously add the polymerization inhibitor p-hydroxyanisole at a dosage of 100-500 ppm. Stir at 40°C for 1 hour to allow the reaction to proceed fully; (3). Then add 75 kg of acrylamide and 45 kg of hydrochloric acid catalyst. Heat to 70°C with stirring and react for 2 hours. Cool and stand for 48 hours; (4). Filter out the product and dry at 80°C to obtain the N,N'-Methylenebisacrylamide product. | | Chemical Properties | white crystalline powder | | Uses | Organic intermediate, cross-linking agent. | | Uses | N,N-Methylene-bis-acrylamide is an organic intermediate; cross-linking agent for preparation of polyacrylamides; in preparing poly-acrylamide gel for
e1ectrophoresis, chemical grouting and other purposes; in NAPP and Nyloprint UV-cured printing plates. | | Uses | N,N'-Methylenebisacrylamide is used in the preparation of polyacrylamide gels for electrophoretic separation of nucleic acids and proteins. It has also been used as a test compound for studying the biochemical isolation of insoluble Tau in transgenic mouse models of tauopathy by examining the two main isolation methods sarkosyl and formic acid extraction. | | General Description | White crystalline powder with a neutral odor. | | Air & Water Reactions | Very slightly water soluble. | | Reactivity Profile | N,N'-Methylenebisacrylamide is incompatible with strong oxidizers, strong acids and strong bases. | | Hazard | Toxic by ingestion. | | Fire Hazard | Flash point data for N,N'-Methylenebisacrylamide are not available; however, N,N'-Methylenebisacrylamide is probably combustible. | | reaction suitability | reaction type: C-C Bond Formation | | Safety Profile | Poison by ingestion.
Experimental reproductive effects. Mutation
data reported. When heated to
decomposition it emits toxic fumes of NOx. | | Purification Methods | Recrystallise the amide from MeOH (100g dissolved in 500mL boiling MeOH) and filter without suction in a warmed funnel. Allow to stand at room temperature and then at -15oC overnight. The crystals are collected with suction in a cooled funnel and washed with cold MeOH. The crystals are air-dried in a warm oven. [Beilstein 2 IV 1472.] VERY TOXIC (neurotoxic). |
| | N,N'-Methylenebisacrylamide Preparation Products And Raw materials |
|