4,4'-ジアミノジフェニルメタン
4,4'-ジアミノジフェニルメタン · ジアニリノメタン · 4,4'-メチレンビス(ベンゼンアミン) · メチレンビス(p-フェニレン)ジアミン · 4,4'-メチレンビス(アニリン) · 4,4'-メチレンビスベンゼンアミン · 4,4'-メチレンビスアニリン · 4,4'-メチレンジアニリン
識別子と物理属性
| CAS No. | 101-77-9 |
|---|---|
| 分子式 | C13H14N2 |
| 平均分子量 | 198.26 g/mol |
| 単同位体質量 | 198.11569846 g/mol |
| SMILES | Nc1ccc(Cc2ccc(N)cc2)cc1 |
| InChIKey | YBRVSVVVWCFQMG-UHFFFAOYSA-N |
| PubChem CID | 7577 |
| ChEMBL | CHEMBL85728 |
| ChEBI | CHEBI:32506 |
| EC No. | 202-974-4 |
| DTXSID | DTXSID6022422 |
| 現地名 | 4,4'-ジアミノジフェニルメタン |
化学・物理的性質
| XLogP | 1.6 |
|---|---|
| 極性表面積 | 52 |
| 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 | 2 |
| 重原子数 | 15 |
| 形式電荷 | 0 |
| 複雑度 | 157 |
| 融点 | 89-91 °C(lit.) |
| 沸点 | 242 °C2 mm Hg(lit.) |
| 密度 | 1.15 |
| 蒸気圧 | 0Pa at 25℃ |
| 屈折率 | 1.5014 (estimate) |
| 引火点 | 430 °F |
| 溶解度 | 水溶性やや溶ける。 <0.1 g/100 mL で 19 ºC |
| pKa（酸解離定数） | 5.32±0.25(Predicted) |
| 色 | White to Light yellow |
| 比熱容量 | Cp(crystal): 1.37 J/(g·K), at 25℃ |
| Merck | 14,2980 |
| BRN | 474706 |
| ヘンリー定数 | 1.9×105 mol/(m3Pa) at 25℃, HSDB (2015) |
| InChI | 1S/C13H14N2/c14-12-5-1-10(2-6-12)9-11-3-7-13(15)8-4-11/h1-8H,9,14-15H2 |
| InChIKey | YBRVSVVVWCFQMG-UHFFFAOYSA-N |
| SMILES | Nc1ccc(Cc2ccc(N)cc2)cc1 |
| LogP（分配係数） | 1.55 at 25℃ |
| CAS データベース | 101-77-9(CAS DataBase Reference) |
| NISTの化学物質情報 | Benzenamine, 4,4'-methylenebis-(101-77-9) |
| EPAの化学物質情報 | 4,4'-Methylenedianiline (101-77-9) |
化学的特性
4,4-Diaminodiphenylmethane is a pale yellow crystalline solid (turns light brown on contact with air) with a faint amine-like odor that is unstable in the presence of light or air and emits toxic fumes of aniline and nitrogen oxides when heated to decomposition. 4,4'-Methylenedianiline is primarily used in industry as a chemical intermediate in the production of 4,4-methylenedianiline diisocyanates and polyisocyanates, but is also used as a cross-linking agent for the determination of tungsten and sulfates, and as a corrosion inhibitor. Exposure to this substance irritates the skin and eyes and causes liver damage. 4,4'-Methylenedianiline is reasonably anticipated to be a human carcinogen. (NCI05)
安全性と法規制
| 水環境危害等級（WGK） | 3 |
|---|---|
| TSCA 収載状態 | TSCA listed |
| RTECS 番号 | BY5425000 |
| 輸送番号（UN） | UN 2651 |
| 毒性 | LD50 oral in rabbit: 620mg/kg |
| PRTR法 | 第一種指定化学物質 |
| 税関コード | 29215900 |
| 危険文句（R） | 45-39/23/24/25-43-48/20/21/22-51/53-68 |
| 化審法 | (4)-40 |
| 安衛法 | 57,57-2 |
| 危険表示 | T,N |
| 安全措置（S） | 53-45-61 |
| 危険等級 | 6.1Acute Tox. 3 OralAquatic Acute 1Aquatic Chronic 2Carc. 1BMuta. 2Skin Sens. 1STOT RE 2STOT SE 1 |
| 包装等級 | III |
| 環境リスク評価 | 4,4’-メチレンジアニリン(101-77-9) |
| 貯蔵分類 | 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects |
| 有害物質データ | 101-77-9(Hazardous Substances Data) |
用途
用途
染料、樹脂硬化剤
用途
4,4'-メチレンビス(フェニルイソシアナート)(MDI)?ポリメリックMDIの合成原料、エポキシ樹脂?ポリウレタン樹脂の硬化剤、染料中間体、エポキシ樹脂硬化剤
説明
4,4'-Methylenedianiline is an industrial chemical that is not known to occur naturally. It is also commonly known as diaminodiphenylmethane or MDA. It occurs as a colorless to pale yellow solid and has a faint odor. 4,4'-Methylenedianiline is used mainly for making polyurethane foams, which have a variety of uses, such as insulating materials in mailing containers. It is also used for making coating materials, glues, Spandex fiber, dyes, and rubber. 4,4'-Methylenedianiline is also a by-product of azo dyes. It is also possibly formed by hydrolysis of diphenylmethane-4A'-diisocyanate.
使用
4,4'-methylenedianiline be used as organic intermediates. Mainly used for the synthesis of polyimide and as curing agent of epoxy resin.
一般的な説明
A tan flake or lump solid with a faint fishlike odor. May be toxic by inhalation or ingestion, and may be irritating to skin. Insoluble in water.
製法・合成法
純化方法
Crystallise the amine from water, 95% EtOH or *benzene. [Beilstein 13 IV 390.]