3-アミノベンゼンスルホン酸
3-アミノベンゼンスルホン酸 · m-アニリンスルホン酸 · メタニル酸 · アニリン-3-スルホン酸 · スルホン酸 · 1-アミノベンゼン-3-スルホン酸 · アニリン-m-スルホン酸 · 3-アミノベンゼン-1-スルホン酸
識別子と物理属性
| CAS No. | 121-47-1 |
|---|---|
| 分子式 | C6H7NO3S |
| 平均分子量 | 173.19 g/mol |
| 単同位体質量 | 173.01466408 g/mol |
| SMILES | Nc1cccc(S(=O)(=O)O)c1 |
| InChIKey | ZAJAQTYSTDTMCU-UHFFFAOYSA-N |
| PubChem CID | 8474 |
| ChEMBL | CHEMBL1456811 |
| ChEBI | CHEBI:27764 |
| EC No. | 204-473-6 |
| DTXSID | DTXSID6024462 |
| 現地名 | 3-アミノベンゼンスルホン酸 |
化学・物理的性質
| XLogP | -0.2 |
|---|---|
| 極性表面積 | 88.8 |
| 水素結合供与体数 | 2 |
| 水素結合受容体数 | 4 |
| 回転可能結合数 | 1 |
| 重原子数 | 11 |
| 形式電荷 | 0 |
| 複雑度 | 218 |
| 物質分類 | Nitrogen Compounds -> Aminobenzenesulfonic Acids |
| 密度 | 1.69 (NTP, 1992) - Denser than waterwill sink |
| 溶解度 | less than 1 mg/mL at 72 °F (NTP, 1992)エタノール: 非常に溶けにくい(点灯)わずかに溶ける |
| 融点 | Decomposes without melting (NTP, 1992)>300 °C (lit.) |
| 蒸気圧 | 0.0000002 [mmHg] |
| Physical Description | 3-aminobenzene sulfonic acid appears as white powder. Small colorless needlestoxic.Colorless or white solid[CAMEO] Light brown powder[Sigma-Aldrich MSDS] |
| 屈折率 | 1.5500 (estimate) |
| 貯蔵条件 | Keep in dark place,Inert atmosphere,Room temperature |
| 外観・状態 | 粉 |
| pKa（酸解離定数） | 3.73(at 25℃) |
| 色 | ホワイト～グレイッシュベージュ |
| Merck | 14,5927 |
| BRN | 473264 |
| 安定性 | 安定。可燃性。強力な酸化剤、酸とは相容れない。 |
| InChI | 1S/C6H7NO3S/c7-5-2-1-3-6(4-5)11(8,9)10/h1-4H,7H2,(H,8,9,10) |
| InChIKey | ZAJAQTYSTDTMCU-UHFFFAOYSA-N |
| SMILES | Nc1cccc(c1)S(O)(=O)=O |
| LogP（分配係数） | -2.77 at 21℃ |
| CAS データベース | 121-47-1(CAS DataBase Reference) |
| NISTの化学物質情報 | Metanilic acid(121-47-1) |
| EPAの化学物質情報 | Metanilic acid (121-47-1) |
化学的特性
white powder
安全性と法規制
| GHS 分類 | WarningH302: Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P321, P330, P362+P364, and P501 (click each P-code to see the statement)H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral] |
|---|---|
| 規制情報 | Chemical: Benzenesulfonic acid, 3-amino-Benzenesulfonic acid, 3-amino- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzenesulfonic acid, 3-amino- 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: 14-10-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/19037 |
| 輸送ラベル（DOT） | Corrosive |
| 火災危険 | Flash point data for this chemical are not available, however it is probably combustible. (NTP, 1992) |
| 健康有害性 | SYMPTOMS: Symptoms of exposure to this compound may include irritation of the skin and mucous membranes. |
| 有害性の概要 | Increased water consumption (males) and decreased urinary pH (both sexes) observed in 28-day oral study of rats at the highest tested dose (1,000 mg/kg/day)[JECDB] A mild eye irritant[RTECS] A skin and mucous membrane irritant[NTP] An eye irritantHarmful by ingestion, inhalation, and skin absorption[Sigma-Aldrich MSDS] |
| 反応性グループ | Amines, Phosphines, and Pyridines |
| Reactivity Profile | 3-AMINOBENZENE SULFONIC ACID is an amino acid. Reacts weakly with both acids and bases. |
| Air and Water Reactions | Water insoluble [Hawley]. |
| Hazard Classes and Categories | Acute Tox. 4 (100%)Acute toxicity - category 4Acute Tox. 4 * |
| 消火 | Fires involving this compound can be extinguished using a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992) |
用途
解説
m-アミノベンゼンスルホン酸：メタニル酸ともいう．ニトロベンゼンをスルホン化後，還元すると得られる．無色の針状晶．融解せずに分解する．水に可溶，エタノールに難溶．解離定数K 2.0×10－4(25 ℃)．水酸化カリウムと溶融するとレソルシノールになる．アゾ染料の中間体である．
用途
メタニルエローをはじめアゾ染料、顔料の中間体として広く使われる。
用途
アゾ染料?蛍光染料中間体
使用
Metanilic acid was used in the synthesis of cytocompatible sulfonated polyanilines. It was used in fabrication of novel glucose biosensor having large active surface area and excellent conductivity. It undergoes microbial desulfonation to 3-aminophenol by Pseudomonas sp. strain S-313. It can be used to produce CN3O6(1-)*Cs(1+) and dicesium salt of N-nitrometanilic acid at temperature of 25°C.
一般的な説明
White powder. Small colorless needles; toxic.
製法・合成法
調製方法
Metanilic acid can be obtained by sulfonation of aniline sulfate with oleum and boric acid at 20 – 50 ℃. The yield is 98%. For industrial production, however, nitrobenzene is sulfonated to m-nitrobenzenesulfonic acid, which is then reduced either with iron or catalytically with hydrogen. Crude 3-aminobenzenesulfonic acid can be used directly, either as a solution or dried, to obtain 3-aminophenol by alkali fusion. It is not sufficiently pure for use in dye manufacture, however. Therefore the crude solution is acidified; after filtration the product thus obtained is of satisfactory purity.
純化方法
Crystallise the acid from water (as the hydrate), under CO2 in a semi-darkened room. The solution is photosensitive. Dry it over 90% H2SO4 in a vacuum desiccator. [Beilstein 14 H 688, 14 IV 2640.]