化工社化工社 化学情報印刷レポート · 研究参考用
4-ビフェニリルアミン
キセニルアミン · 4-アミノビフェニル · ビフェニル-4-アミン · 4-アミノ-1,1'-ビフェニル · 4-フェニルアニリン · 4-ビフェニルアミン · キセニラミン · [1,1'-ビフェニル]-4-アミン
識別子と物理属性
| CAS No. | 92-67-1 |
|---|---|
| 分子式 | C12H11N |
| 平均分子量 | 169.22 g/mol |
| 単同位体質量 | 169.08914935 g/mol |
| SMILES | Nc1ccc(-c2ccccc2)cc1 |
| InChIKey | DMVOXQPQNTYEKQ-UHFFFAOYSA-N |
| PubChem CID | 7102 |
| ChEMBL | CHEMBL44201 |
| ChEBI | CHEBI:1784 |
| EC No. | 202-177-1 |
| DTXSID | DTXSID5020071 |
| 現地名 | 4-ビフェニリルアミン |
化学・物理的性質
| XLogP | 2.9 |
|---|---|
| 極性表面積 | 26 |
| 水素結合供与体数 | 1 |
| 水素結合受容体数 | 1 |
| 回転可能結合数 | 1 |
| 重原子数 | 13 |
| 形式電荷 | 0 |
| 複雑度 | 141 |
| 物質分類 | Hazardous Air Pollutants (HAPs)Carcinogens |
| Polymers | Nitrogen Compounds -> Amines, Polyaromatic |
| SpringerMaterials Properties | 13C nuclear magnetic resonance spectrum |
| LogP（分配係数） | log Kow = 2.86 at pH 7.52.9 |
| 臭い | Floral odorCharacteristic odor |
| 密度 | 1.16 at 68 °F (NTP, 1992) - Denser than waterwill sink1.16 at 68 °F (20 °C)1.2 g/cm³1.1154 (rough estimate) |
| Color/Form | Colorless crystalsLeaflets from alcohol or waterColorless to yellowish-brown crystals or light brown solid |
| 溶解度 | less than 0.1 mg/mL at 66 °F (NTP, 1992)Slightly soluble in cold waterreadily soluble in hot waterSoluble in ethanol, ether, acetone, chloroformSoluble in dichloromethane, DMSO, methanolSoluble in lipidsSolubility in water, g/100ml at 25 °C: 0.2 (poor)ジクロロメタン、DMSO、メタノールに可溶20～30℃で 842 mg/L (Mercer et al., 1990 から引用) |
| 引火点 | greater than 235 °F (NTP, 1992)Flash point > 235 °F113 °C (235 °F) - closed cup153 °C (closed cup)113 °C c.c.>235 °F>110°C |
| 沸点 | 576 °F at 760 mmHg (NTP, 1992)302 °C331 °C @760 [mm Hg]191 °C15 mm Hg(lit.) |
| Decomposition | Hazardous decomposition products formed under fire conditions - Carbon oxides, nitrogen oxides (NOx).When heated to composition it emits toxic fumes of /nitrogen oxides/. |
| 融点 | 127 °F (NTP, 1992)51.0 °C53.5 °C53 °C52-54 °C(lit.) |
| 蒸気圧 | 6 x 10-5 mmHg at 20–30 °C (quoted, Mercer et al., 1990) |
| 屈折率 | 1.5785 (estimate) |
| 貯蔵条件 | -20°C Freezer |
| pKa（酸解離定数） | 4.35(at 18℃) |
| 外観・状態 | 粉 |
| 色 | ブラウンからダークイエロー |
| Merck | 13,1235 |
| BRN | 386533 |
| ヘンリー定数 | (x 1010 atmm3/mol): 3.89 at 25 °C (calculated, Mercer et al., 1990) |
| 安定性 | 安定ですが、空気中の酸素とゆっくりと反応します。可燃性。強力な酸化剤、酸、酸無水物、酸塩化物とは相容れない。 |
| InChI | 1S/C12H11N/c13-12-8-6-11(7-9-12)10-4-2-1-3-5-10/h1-9H,13H2 |
| InChIKey | DMVOXQPQNTYEKQ-UHFFFAOYSA-N |
| SMILES | Nc1ccc(cc1)-c2ccccc2 |
| CAS データベース | 92-67-1(CAS DataBase Reference) |
| NISTの化学物質情報 | 4-Aminobiphenyl(92-67-1) |
| EPAの化学物質情報 | 4-Aminobiphenyl (92-67-1) |
安全性と法規制
| GHS 分類 | DangerH302: Harmful if swallowed [Warning Acute toxicity, oral]P203, P264, P270, P280, P301+P317, P318, P330, P405, and P501 (click each P-code to see the statement)H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral] |
|---|---|
| 規制情報 | Hazard Traits - CarcinogenicityNephrotoxicity and Other Toxicity to the Urinary SystemNeurotoxicityRestricted substance: 4-Aminobiphenyl xenylamineSubstance: Biphenyl-4-ylamine4-Aminodiphenyl: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.) |
| 輸送ラベル（DOT） | Class 9 |
| 火災危険 | This chemical is probably combustible. (NTP, 1992)Combustible. Gives off irritating or toxic fumes (or gases) in a fire. |
| 火災の可能性 | Slight to moderate when exposed to heat, flames, (sparks) or powerful oxidizers.This chemical is a combustible solid. |
| 健康有害性 | Excerpt from NIOSH Pocket Guide for 4-Aminodiphenyl: |
| 有害性の概要 | Limited exposure to 4-aminobiphenyl occurs since it is no longer produced commercially. Acute (short- term) inhalation exposure to 4-aminobiphenyl produces headaches, lethargy, cyanosis, urinary burning, and hematuria (the presence of blood in urine) in humans. 4-Aminobiphenyl is a known human bladder carcinogen and animal studies have reported an increase in bladder and liver tumors from oral exposure. EPA has not classified 4-aminobiphenyl for potential carcinogenicityhowever, the International Agency for Research on Cancer (IARC) has classified 4-aminobiphenyl as a Group 1 carcinogen, the agent is carcinogenic to humans.A potential occupational carcinogen that can cause hemorrhagic cystitis and methemoglobinemia[CAMEO] An eye irritant[ICSC] Bladder cancer--regulated as a carcinogen by OSHAsee Carcinogens in 29 CFR 1910.1003 |
用途
用途
発がん性のため、産業的利用は行われなくなった。かつては染料の合成中間体として、あるいは硫酸塩の検出試薬として使われていた。
説明
4-Aminobiphenyl is an aromatic amine (arylamine) that exists at room temperature as a colorless crystalline solid with a floral odor. It is slightly soluble in cold water, but readily soluble in hot water. It is soluble in ethanol, ether, acetone, chloroform, and lipids. It oxidizes in air and emits toxic fumes when heated to decomposition (Akron 2009).
使用
In the United States, 4-aminobiphenyl now is used only in laboratory research. It formerly was used commercially as a rubber antioxidant, as a dye intermediate, and in the detection of sulfates (HSDB 2009).
一般的な説明
Colorless to yellowish-brown crystals or light brown solid.
製法・合成法
純化方法
Crystallise it from water or EtOH. [Beilstein 12 IV 3241.] CARCINOGENIC.