N,N'-メチレンビスアクリルアミド
N,N'-メチレンビスアクリルアミド · N,N'-メチレンジアクリルアミド · N,N'-メチレンビスプロペンアミド · メチレンビスアクリルアミド · N,N'-メチレンビス(アクリルアミド) · N,N'-メチレンビス(プロペンアミド) · 1,1'-[メチレンビス(イミノカルボニル)]ビスエテン · N,N'-(メチレン)ビス(プロペンアミド)
識別子と物理属性
| CAS No. | 110-26-9 |
|---|---|
| 分子式 | C7H10N2O2 |
| 平均分子量 | 154.17 g/mol |
| 単同位体質量 | 154.07422757 g/mol |
| SMILES | C=CC(=O)NCNC(=O)C=C |
| InChIKey | ZIUHHBKFKCYYJD-UHFFFAOYSA-N |
| PubChem CID | 8041 |
| ChEMBL | CHEMBL1401480 |
| EC No. | 203-750-9 |
| DTXSID | DTXSID8025595 |
| 現地名 | N,N'-メチレンビスアクリルアミド |
化学・物理的性質
| XLogP | 0.1 |
|---|---|
| 極性表面積 | 58.2 |
| 水素結合供与体数 | 2 |
| 水素結合受容体数 | 2 |
| 回転可能結合数 | 4 |
| 重原子数 | 11 |
| 形式電荷 | 0 |
| 複雑度 | 167 |
| 密度 | 1.235 at 86 °F (NTP, 1992) - Denser than waterwill sink1.235 @ 30°C |
| 溶解度 | 0.1 to 1 mg/mL at 64 °F (NTP, 1992)H2O: 20mg/mL at20℃ 無色透明18℃で0.01～0.1g/100mL |
| 融点 | 365 °F (with decomposition) (NTP, 1992)>300 °C(lit.) |
| 蒸気密度 | 5.31 (NTP, 1992) - Heavier than airwill sink (Relative to Air)5.31 (vs air) |
| Physical Description | N,n'-methylenebisacrylamide is a white crystalline powder with a neutral odor. (NTP, 1992)Dry PowderWhite solid[CAMEO] |
| Collision Cross Section | 138.1 Ų [M+Na]+ [CCS Type: DTBuffer gas: N2Ionization: ESI+Dataset: TOXCASTSource Identifier: DTXSID8025595] |
| 沸点 | 277.52°C (rough estimate) |
| 蒸気圧 | 0-0.073Pa at 20-84.85℃ |
| 屈折率 | 1.4880 (estimate) |
| 貯蔵条件 | 2-8°C |
| 外観・状態 | 粉 |
| pKa（酸解離定数） | 13.07±0.46(Predicted) |
| 色 | 白い |
| 臭い | 無臭 |
| pH | >=5.0 (25g/l, H2O, 20℃) |
| BRN | 1706297 |
| 安定性 | 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（分配係数） | -1.52--0.08 at 24-25℃ and pH4-10 |
| 表面張力 | 70.2-70.3mN/m at 1g/L and 20℃ |
| CAS データベース | 110-26-9(CAS DataBase Reference) |
| NISTの化学物質情報 | 2-Propenamide, n,n'-methylenebis-(110-26-9) |
| EPAの化学物質情報 | N,N'-Methylenebisacrylamide (110-26-9) |
| Absorption | ≤0.2 at 290 at 1% |
化学的特性
white crystalline powder
安全性と法規制
| GHS 分類 | DangerH340: May cause genetic defects [Danger Germ cell mutagenicity]P203, P280, P318, P405, and P501 (click each P-code to see the statement) |
|---|---|
| 規制情報 | Chemical: 2-Propenamide, N,N'-methylenebis-Hazard Traits - GenotoxicityAuthoritative List - EC Annex VI CMRs - Cat. 1BReport - if used as a fragrance or flavor ingredient2-Propenamide, N,N'-methylenebis- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Propenamide, N,N'-methylenebis- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Active Update: 10-12-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/210362-Propenamide, N,N'-methylenebis: Does not have an individual approval but may be used under an appropriate group standard |
| その他の安全情報 | Evaluation - 2-Propenamide, N,N'-methylenebis- (N,N'-methylenebisacrylamide) |
| 火災危険 | Flash point data for this chemical are not availablehowever, it is probably combustible. (NTP, 1992) |
| 健康有害性 | SYMPTOMS: Symptoms of exposure to this type of compound may include irritation and redness of the skin, irritation of the eyes, drowsiness, tingling sensation, fatigue, weakness, stumbling, slurred speech and shaking. Chronic exposure to this type of compound may lead to muscular weakness, incoordination, skin rashes, excessive sweating of the hands and feet, cold hands and peeling of the skin.ACUTE/CHRONIC HAZARDS: This compound is toxic by ingestion. It may be harmful by inhalation or skin absorption. Solutions may be absorbed through the IMMEDIATELY leave the contaminated areatake deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be usedif not available, use a level of protection greater than or equal to that advised under Protective Clothing. (NTP, 1992) |
| 有害性の概要 | May cause skin and eye irritation and symptoms indicative of nervous system effects |
用途
用途
電気泳動用ポリアクリルアミドゲルの作成添加剤。
使用
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.
一般的な説明
White crystalline powder with a neutral odor.
製法・合成法
純化方法
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).