m-トルイジン
m-トルイジン · 3-アミノトルエン · m-メチルフェニルアミン · 3-メチルベンゼンアミン · 1-アミノ-3-メチルベンゼン · m-メチルアニリン · 3-メチルアニリン · m-アミノトルエン
識別子と物理属性
| CAS No. | 108-44-1 |
|---|---|
| 分子式 | C7H9N |
| 平均分子量 | 107.15 g/mol |
| 単同位体質量 | 107.07349929 g/mol |
| SMILES | Cc1cccc(N)c1 |
| InChIKey | JJYPMNFTHPTTDI-UHFFFAOYSA-N |
| PubChem CID | 7934 |
| ChEMBL | CHEMBL3182179 |
| ChEBI | CHEBI:234575 |
| EC No. | 203-583-1 |
| DTXSID | DTXSID1026792 |
| 現地名 | m-トルイジン |
化学・物理的性質
| XLogP | 1.4 |
|---|---|
| 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 | 0 |
| 重原子数 | 8 |
| 形式電荷 | 0 |
| 複雑度 | 70.8 |
| 物質分類 | Nitrogen Compounds -> Amines, AromaticFlammable agents - 2nd degree |
| SpringerMaterials Properties | 13C nuclear magnetic resonance spectrum |
| 農薬 | Environmental transformation -> Pesticide transformation products (metabolite, successor) |
| LogP（分配係数） | log Kow = 1.401.49 |
| 臭い | Aromatic, amine-like odor芳香性アニリンのような臭気 |
| 密度 | 0.989 at 68 °F (USCG, 1999) - Less dense than waterwill float0.9889 g/cu cm at 20 °CRelative density (water = 1): 0.990.989 @25 °C0.9990.999 g/mL at 25 °C(lit.) |
| Viscosity | 3.306 mPa-sec at 25 °C |
| Color/Form | Colorless to light yellow liquid |
| 溶解度 | 2 % (NIOSH, 2024)Very soluble in acetone, benzene, diethyl ether, ethanolSoluble in alcohol, ether, dilute acidsIn water, 1.50X10+4 mg/L at 20 °CSolubility in water, g/100ml at 25 °C: 0.1 (poor)2%0.2g/100mL(20℃) |
| 引火点 | 186 °F (USCG, 1999)187 °F187 °F (86 °C) (Closed cup)85 °C c.c. |
| 沸点 | 398.1 °F at 760 mmHg (USCG, 1999)203.3 °C203 °C203.3 °C @760 [mm Hg]397 °F203-204 °C(lit.) |
| Decomposition | When heated to decomposition it emits highly toxic fumes of /nitroxides/. |
| 融点 | -30 °C |
| 蒸気圧 | 0.3 hPa (20 °C) |
| 屈折率 | n20/D 1.567(lit.) |
| 貯蔵条件 | Store below +30°C. |
| pKa（酸解離定数） | 4.73(at 25℃) |
| 外観・状態 | 結晶性固体または液体 |
| 色 | 白い |
| pH | 7 (H2O, 20℃) |
| 比熱容量 | Cp(gas): 1.17 J/(g·K), at 25℃ |
| Merck | 14,9536 |
| BRN | 635944 |
| ヘンリー定数 | 5.6×100 mol/(m3Pa) at 25℃, Brockbank (2013) |
| 誘電率 | 5.9500000000000002 |
| InChI | 1S/C7H9N/c1-6-3-2-4-7(8)5-6/h2-5H,8H2,1H3 |
| InChIKey | JJYPMNFTHPTTDI-UHFFFAOYSA-N |
| SMILES | Cc1cccc(N)c1 |
| LogP（分配係数） | 1.4 at 25℃ |
| CAS データベース | 108-44-1(CAS DataBase Reference) |
| NISTの化学物質情報 | Benzenamine, 3-methyl-(108-44-1) |
| EPAの化学物質情報 | m-Toluidine (108-44-1) |
化学的特性
Colorless liquid. Slightly soluble in water; soluble in alcohol or ether. Combustible.
安全性と法規制
| GHS 分類 | DangerH301: Toxic if swallowed [Danger Acute toxicity, oral]P260, P261, P262, P264, P270, P271, P273, P280, P301+P316, P302+P352, P304+P340, P316, P319, P321, P330, P361+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)H301+H311+H331 (15.7%): Toxic if swallowed, in contact with skin or if inhaled [Danger Acute toxicity, oralacute toxicity, dermalacute toxicity, inhalation]P260, P261, P262, P264, P264+P265, P270, P271, P273, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P316, P319, P321, P330, P337+P317, P361+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement) |
|---|---|
| 規制情報 | Chemical: Benzenamine, 3-methyl-Commission Regulation No 844/2012Benzenamine, 3-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzenamine, 3-methyl- 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: 28-01-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/188723-Toluidine: Does not have an individual approval but may be used under an appropriate group standardThe 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） | Poison |
| 火災危険 | Special Hazards of Combustion Products: Toxic oxides of nitrogen and flammable vapors may form in fire. (USCG, 1999)Combustible. Gives off irritating or toxic fumes (or gases) in a fire. Above 85 °C explosive vapour/air mixtures may be formed. |
| 火災の可能性 | Flammable when exposed to heat or flame. |
| 健康有害性 | Absorption of toxic quantities by any route causes cyanosis (blue discoloroation of lips, nails, skin)nausea, vomiting, and coma may follow. Repeated inhalation of low concentrations may cause pallor, low-grade secondary anemia, fatigability, and loss of appetite. Contact with eyes causes irritation. (USCG, 1999) |
| 有害性の概要 | The toxicity of m-toluidine is similar to that of o-toluidine. Given intravenously to cats, a dose of 27 mg/kg induces 60% methemoglobinemia. Methemoglobinemia and anemia have been reported after occupational exposure. Listed in the table Examples of Industrial Chemicals for Which Methemoglobin Formation is NOT the Principal Cause of Toxicity |
用途
用途
有機合成原料。
使用
m-Toluidine is an intermediate in the manu facture of dyes and other chemicals.
一般的な説明
A clear colorless liquid. Flash point below 200°F. Vapors heavier than air. Toxic by inhalation, ingestion, and skin absorption in high concentrations or under prolonged exposures. Used in the manufacture of organic chemicals. Density about 8 lb / gal.
製法・合成法
製造方法
m-Toluidine can be obtained by hydrocracking of 2,3-dimethylaniline in the presence of an alkaline nickel-magnesium catalyst.[1]
純化方法
It can be purified as for aniline. Twice-distilled, m-toluidine is converted to the hydrochloride using a slight excess of HCl, and the salt is fractionally crystallised from 25% EtOH (five times), and from distilled water (twice), rejecting, in each case, the first material that crystallised out. The amine is regenerated and distilled as for o-toluidine. The benzoyl derivative has m 125o (from EtOH). [Berliner & May J Am Chem Soc 49 1007 1927, Beilstein 12 H 853, 12 I 397, 12 II 463, 12 III 1949, 12 IV 1813.]