ビス(4-アミノフェニル) スルフィド
ビス(4-アミノフェニル) スルフィド · 4,4'-チオビス(アニリン) · ビス(4-アミノフェニル)スルフィド · 4,4'-チオジアニリン · 4,4'-チオビス(ベンゼンアミン) · 4,4'-ジアミノジフェニルスルフィド · ジ-(p-アミノフェニル)スルフィド · 4,4'-チオビスベンゼンアミン
識別子と物理属性
| CAS No. | 139-65-1 |
|---|---|
| 分子式 | C12H12N2S |
| 平均分子量 | 216.3 g/mol |
| 単同位体質量 | 216.07211938 g/mol |
| SMILES | Nc1ccc(Sc2ccc(N)cc2)cc1 |
| InChIKey | ICNFHJVPAJKPHW-UHFFFAOYSA-N |
| PubChem CID | 8765 |
| ChEMBL | CHEMBL348856 |
| ChEBI | CHEBI:82374 |
| EC No. | 205-370-9 |
| DTXSID | DTXSID9021344 |
| 現地名 | ビス(4-アミノフェニル) スルフィド |
化学・物理的性質
| XLogP | 2.2 |
|---|---|
| 極性表面積 | 77.3 |
| 水素結合供与体数 | 2 |
| 水素結合受容体数 | 3 |
| 回転可能結合数 | 2 |
| 重原子数 | 15 |
| 形式電荷 | 0 |
| 複雑度 | 162 |
| 物質分類 | Nitrogen Compounds -> Other Aromatics (Nitrogen)Carcinogens |
| LogP（分配係数） | log Kow = 2.18 |
| Color/Form | Needles (from water) |
| 溶解度 | less than 0.1 mg/mL at 68 °F (NTP, 1992)Very soluble in ethanol, diethyl ether, benzenesoluble in trifluoroacetic acidSoluble in aqueous hydrochloric acidSlightly soluble in waterDMSO（微量）、メタノール（微量） |
| 融点 | 226 to 228 °F (NTP, 1992)108.5 °C105-107 °C(lit.) |
| 蒸気圧 | 0.0000111 [mmHg] |
| Physical Description | 4,4'-thiodianiline appears as needles or brown powder. (NTP, 1992)Brown solid[CAMEO] Fine slightly violet crystals[MSDSonline] |
| Collision Cross Section | 164.9 Ų [M+H]+ [CCS Type: DTBuffer gas: N2Ionization: APCI+Dataset: TOXCASTSource Identifier: DTXSID9021344] |
| 沸点 | 361 °C |
| 密度 | 1.1391 (rough estimate) |
| 屈折率 | 1.5700 (estimate) |
| 貯蔵条件 | Keep in dark place,Inert atmosphere,Room temperature |
| 外観・状態 | solid |
| pKa（酸解離定数） | 4.55±0.10(Predicted) |
| 色 | ペールブラウン |
| 由来生物 | rabbit |
| BRN | 1875513 |
| ヘンリー定数 | 2.5×106 mol/(m3Pa) at 25℃, HSDB (2015) |
| 主な用途 | 洗浄剤化粧品環境食品および飲料パーソナルケア |
| InChI | 1S/C12H12N2S/c13-9-1-5-11(6-2-9)15-12-7-3-10(14)4-8-12/h1-8H,13-14H2 |
| InChIKey | ICNFHJVPAJKPHW-UHFFFAOYSA-N |
| SMILES | Nc1ccc(Sc2ccc(N)cc2)cc1 |
| CAS データベース | 139-65-1(CAS DataBase Reference) |
| NISTの化学物質情報 | Benzenamine, 4,4'-thiobis-(139-65-1) |
| EPAの化学物質情報 | 4,4'-Thiodianiline (139-65-1) |
化学的特性
A brown-purple powder or needles.
安全性と法規制
| GHS 分類 | DangerH302: Harmful if swallowed [Warning Acute toxicity, oral]P203, P264, P270, P273, P280, P301+P317, P318, P330, P391, 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 - CarcinogenicityThe 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.) |
| 火災危険 | Flash point data for this compound are not available, however it is probably combustible. (NTP, 1992) |
| 健康有害性 | ACUTE/CHRONIC HAZARDS: When heated to decomposition this compound emits very toxic fumes. (NTP, 1992) |
| 有害性の概要 | Induces tumors in experimental animals in high-dose feeding studies[HSDB] |
| 反応性グループ | Sulfides, Organic |
| Special Reports | DHEW/NCIBioassay of 4,4'-Thiodianiline for Possible Carcinogenicity (1978) Technical Rpt Series No. 47 DHEW Pub No. (NIH) 78-847National Toxicology Program. Eleventh Report on Carcinogens (2005). The Report on Carcinogens is an informational scientific and public health document that identifies and discusses substances (including agents, mixtures, or exposure circumstances) that may pose a carcinogenic hazard to human health. 4,4'-Thiodianiline (139-65-1) is listed as reasonably anticipated to be a human carcinogen.[Available from, as of July 31, 2009: http://ntp.niehs.nih.gov/ntp/roc/eleventh/profiles/s173thio.pdf] |
| Reactivity Profile | 4,4'-THIODIANILINE is incompatible with acids, diazo and azo compounds, halocarbons, isocyanates, aldehydes, alkali metals, nitrides, hydrides, and other strong reducing agents. May generate heat with these materials and hydrogen gas or hydrogen sulfide gas. May liberate hydrogen sulfide if heated to decomposition or mixed with an acid. Also incompatible with peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. |
| Air and Water Reactions | Insoluble in water. |
| Hazard Classes and Categories | Acute Tox. 4 (100%) |
用途
用途
有機合成原料。
用途
ポリイミド樹脂原料 (NITE総合検索)
使用
4,4′-Thiodianiline was used almost exclusively as a chemical intermediate in the production of three dyes: C.I. mordant yellow 16, milling red G, and milling red FR. However, only mordant yellow 16 had any commercial significance in the United States (IARC 1982, HSDB 2009); it was used to dye wool and for printing on wool, silk, and cotton (SDC 1971). Mordant yellow 16 has been used as an indicator in the U.S. government’s nerve gas detector program (SOCMA 2002). However, no uses of either 4,4′-thiodianiline or mordant yellow 16 since the early 1990s have been reported.
一般的な説明
4,4'-Thiodianiline is a substituted aniline. It is a brown to violet colored solid aromatic amine that emits toxic fumes of nitrogen oxides, carbon monoxide, carbon dioxide, nitrogen and sulfur oxides when heated to decomposition. 4,4'-Thiodianiline is primarily used as a chemical intermediate in the production of certain dyes.
製法・合成法
純化方法
The free base is used for the detection of NO3 ions. The diacetate crystallises from aqueous AcOH with m 182o and the sulfoxide, m 184o, forms prisms from EtOH or H2O. [Fuson & Melamed J Org Chem 13 690 I1948, Beilstein 1 3 III 1246, 13, IV 1246.]