化工社化工社 化学情報印刷レポート · 研究参考用
N,N'-ジフェニル-1,4-フェニレンジアミン
N,N'-ジフェニル-1,4-フェニレンジアミン · エージライトDPPD · N-(4-アニリノフェニル)アニリン · N,N'-ジフェニル-1,4-ベンゼンジアミン · 1,1'-(1,4-フェニレンビスイミノ)ビスベンゼン · ジアフェンFF · (p-フェニレンビスイミノ)ビスベンゼン · N,N'-(1,4-フェニレン)ビスアニリン
識別子と物理属性
| CAS No. | 74-31-7 |
|---|---|
| 分子式 | C18H16N2 |
| 平均分子量 | 260.3 g/mol |
| 単同位体質量 | 260.13134851 g/mol |
| SMILES | c1ccc(Nc2ccc(Nc3ccccc3)cc2)cc1 |
| InChIKey | UTGQNNCQYDRXCH-UHFFFAOYSA-N |
| PubChem CID | 6319 |
| ChEMBL | CHEMBL1333512 |
| ChEBI | CHEBI:34860 |
| EC No. | 200-806-4 |
| DTXSID | DTXSID9020538 |
| 現地名 | N,N'-ジフェニル-1,4-フェニレンジアミン |
化学・物理的性質
| XLogP | 5 |
|---|---|
| 極性表面積 | 24.1 |
| 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 | 20 |
| 形式電荷 | 0 |
| 複雑度 | 231 |
| Polymers | Nitrogen Compounds -> Amines, Polyaromatic |
| SpringerMaterials Properties | Density |
| 密度 | 1.21 (NTP, 1992) - Denser than waterwill sink1.20Relative density (water = 1): 1.2 |
| Viscosity | 5.48X10-1 Pa.s (liquid) |
| Color/Form | Colorless leaflets from alcoholcommercial grades are greenish-brownGray powderWhite solid |
| 溶解度 | less than 1 mg/mL at 68 °F (NTP, 1992)Sol in monochlorobenzene, benzene, DMF, ether, chloroform, acetone, ethyl acetate, isopropyl acetate, glacial acetic acid. Slightly sol in alcohol. Almost insol in petr ether, water.Solubility in water: noneDMSO（微量）、メタノール（微量）<0.1 g/100 mL で 20 ºC |
| 引火点 | 400 °F (NTP, 1992)232 °C c.c.220-225°C/1mm |
| Endocrine Disruptors | Potential endocrine disrupting compound |
| 沸点 | 428 to 437 °F at 0.5 mmHg (NTP, 1992)220-225 °C @ 0.5 mm Hg220-225 °C0.5 mm Hg(lit.) |
| Decomposition | WHEN HEATED TO DECOMP, IT EMITS HIGHLY TOXIC FUMES... |
| 融点 | 293 to 306 °F (NTP, 1992)150-151 °CSpecific gravity: 1.28melting point: 145-152 °C143-145 °C(lit.) |
| 蒸気密度 | 9 (NTP, 1992) - Heavier than airwill sink (Relative to Air)9.0 (Air= 1)Relative vapor density (air = 1): 9.0 |
| 屈折率 | 1.6300 (estimate) |
| 貯蔵条件 | Store below +30°C. |
| 外観・状態 | 個体 |
| pKa（酸解離定数） | 1.85±0.20(Predicted) |
| 色 | 淡い灰色から非常に濃い灰色 |
| Merck | 14,3329 |
| BRN | 2215944 |
| ヘンリー定数 | 4.7×104 mol/(m3Pa) at 25℃, HSDB (2015) |
| 安定性 | 安定。強酸、強酸化剤とは相容れない |
| InChI | 1S/C18H16N2/c1-3-7-15(8-4-1)19-17-11-13-18(14-12-17)20-16-9-5-2-6-10-16/h1-14,19-20H |
| InChIKey | UTGQNNCQYDRXCH-UHFFFAOYSA-N |
| SMILES | N(c1ccccc1)c2ccc(Nc3ccccc3)cc2 |
| LogP（分配係数） | 4.536 (est) |
| CAS データベース | 74-31-7(CAS DataBase Reference) |
| NISTの化学物質情報 | 1,4-Benzenediamine, N,N'-diphenyl-(74-31-7) |
| EPAの化学物質情報 | N,N'-Diphenyl-p-phenylenediamine (74-31-7) |
化学的特性
grey powder
安全性と法規制
| GHS 分類 | WarningH317: May cause an allergic skin reaction [Warning Sensitization, Skin]P261, P272, P273, P280, P302+P352, P321, P333+P317, P362+P364, and P501 (click each P-code to see the statement)H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]P203, P261, P272, P273, P280, P302+P352, P318, P321, P333+P317, P362+P364, P391, P405, and P501 (click each P-code to see the statement) |
|---|---|
| 規制情報 | Chemical: 1,4-Benzenediamine, N,N'-diphenyl-1,4-Benzenediamine, N1,N4-diphenyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,4-Benzenediamine, N1,N4-diphenyl- 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: 26-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/229321,4-Benzenediamine, N,N'-diphenyl-: Does not have an individual approval but may be used under an appropriate group standard |
| 輸送ラベル（DOT） | Poison |
| 火災危険 | This chemical is combustible. This chemical may form explosive dust-air mixtures. (NTP, 1992)Combustible. Gives off irritating or toxic fumes (or gases) in a fire. Finely dispersed particles form explosive mixtures in air. |
| 火災の可能性 | COMBUSTIBLE.SLIGHT, WHEN EXPOSED TO HEAT OR FLAME. |
| 健康有害性 | SYMPTOMS: Symptoms of exposure to this compound may include irritation of the eyes and skin sensitization. |
| 有害性の概要 | May cause skin sensitization[ICSC] Danger of skin sensitization[MAK] Food concentrations as low as 0.005% increase frequency of stillbirths in pregnant ratsEmergency treatment: ParaphenylenediamineIn sensitized individuals, paraphenylenediamine may cause allergic contact dermatitis following application as a hair dye and asthma following inhalationFollowing ingestion, can cause angioneurotic edema, methemoglobinemia, acute tubular necrosis, and hepatotoxicityAn adult died after ingestion of 3 grams of p-phenylenediamineAnother adult who ingested 1800 mg developed angioneurotic edema and acute renal failure |
用途
用途
重合阻害剤。抗酸化ゴム、ペトル油、飼料。
説明
N,N'-Diphenyl-4-phenylenediamine (DPPD) is a rubber accelerant, formerly contained in the "black rubber mix". The most frequent occupational categories are in metal industry, homemakers, health services and laboratories, and building industries.
使用
Polymerization inhibitor. Antioxidant for rubber, petroleum oils, feedstuffs.
一般的な説明
Gray or dark gray powder or flakes.
製法・合成法
純化方法
Crystallise the diamine from EtOH, chlorobenzene/pet ether or *benzene. It has also been crystallised from aniline, then extracted three times with absolute EtOH. [Beilstein 13 H 80.]