2,6-ジメチルアニリン
2,6-ジメチルアニリン · 2,6-キシリジン · 2,6-ジメチルフェニルアミン · vic-m-キシリジン · 2,6-ジメチルベンゼンアミン · 2,6キシリジン · 2,6‐キシリジン · 2,6‐ジメチルアニリン標準品

識別子と物理属性
| CAS No. | 87-62-7 |
|---|---|
| 分子式 | C8H11N |
| 平均分子量 | 121.18 g/mol |
| 単同位体質量 | 121.08914935 g/mol |
| SMILES | Cc1cccc(C)c1N |
| InChIKey | UFFBMTHBGFGIHF-UHFFFAOYSA-N |
| PubChem CID | 6896 |
| ChEMBL | CHEMBL1340793 |
| ChEBI | CHEBI:28738 |
| EC No. | 201-758-7 |
| DTXSID | DTXSID8026307 |
| 現地名 | 2,6-ジメチルアニリン |
化学・物理的性質
| XLogP | 1.8 |
|---|---|
| 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 | 9 |
| 形式電荷 | 0 |
| 複雑度 | 80.6 |
| 物質分類 | Carcinogens |
| 医薬品 | Pharmaceuticals -> Metabolite of LidocainePharmaceutical -> transformation product |
| SpringerMaterials Properties | 13C nuclear magnetic resonance spectrum |
| LogP(分配係数) | log Kow = 1.84 |
| 臭い | Characteristic odor |
| 密度 | 0.984 (USCG, 1999) - Less dense than waterwill float0.9842 g/cu cm at 20 °CRelative density (water = 1): 0.980.984 g/mL at 25 °C(lit.) |
| Viscosity | 1.7 mPa.s (dynamic) at 50 °C |
| Color/Form | Yellow liquidColorless to reddish-yellow, clear liquidPale yellow liquid |
| 溶解度 | less than 1 mg/mL at 75 °F (NTP, 1992)In water, 8240 ppm at 25 °CIn water, 7000 mg/L at 20 °CVery soluble in ethanol, etherSoluble in oxygenated and aromatic solventsSolubility in water, g/100ml at 20 °C: 0.713g/リットル7.5g/L(20℃) |
| 引火点 | 196 °F (NTP, 1992)91 °C (196 °F) - closed cup |
| 沸点 | 417 °F at 739 mmHg (NTP, 1992)216 °CBoiling point: 214 °C at 739 mm Hg215 °C |
| Decomposition | When heated to decomposition it emits toxic fumes of /nitrogen oxides/. |
| 融点 | 10-12 °C(lit.) |
| 蒸気圧 | <0.01 mm Hg ( 20 °C) |
| 屈折率 | n20/D 1.560(lit.) |
| 貯蔵条件 | Store below +30°C. |
| 外観・状態 | 液体 |
| pKa(酸解離定数) | 3.89(at 25℃) |
| 色 | 澄んだ黄色から赤褐色 |
| pH | 12.5 (100g/l, H2O, 20℃) |
| 爆発限界 | 1.3-6.9%(V) |
| 比熱容量 | Cp(liquid): 1.97 J/(g·K), at 25℃ |
| Merck | 14,10084 |
| BRN | 636332 |
| ヘンリー定数 | 3.9×100 mol/(m3Pa) at 25℃, Duchowicz et al. (2020) |
| 安定性 | Air Sensitive, Hygroscopic |
| 主な用途 | 農業洗浄剤化粧品環境食品および飲料パーソナルケア |
| InChI | 1S/C8H11N/c1-6-4-3-5-7(2)8(6)9/h3-5H,9H2,1-2H3 |
| InChIKey | UFFBMTHBGFGIHF-UHFFFAOYSA-N |
| SMILES | Cc1cccc(C)c1N |
| LogP(分配係数) | 1.840 |
| CAS データベース | 87-62-7(CAS DataBase Reference) |
| NISTの化学物質情報 | Benzenamine, 2,6-dimethyl-(87-62-7) |
| EPAの化学物質情報 | 2,6-Xylidine (87-62-7) |
化学的特性
clear yellow to red-brown liquid
安全性と法規制
| GHS 分類 | WarningH302: Harmful if swallowed [Warning Acute toxicity, oral]P203, P261, P264, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P317, P318, P319, P321, P330, P332+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)This chemical does not meet GHS hazard criteria for 0.3% (1 of 300) of reports.H302+H312+H332 (24.3%): Harmful if swallowed, in contact with skin or if inhaled [Warning Acute toxicity, oralacute toxicity, dermalacute toxicity, inhalation] |
|---|---|
| 規制情報 | Chemical: Benzenamine, 2,6-dimethyl-Hazard Traits - CarcinogenicityStatus: Active Update: 31-03-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/136102,6-Dimethylaniline: 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.) |
| その他の安全情報 | IMAP assessments - Xylidines: Human health tier II assessment |
| 輸送ラベル(DOT) | Poison |
| 火災危険 | Special Hazards of Combustion Products: Container explosion may occur under fire conditions. Emits toxic fumes under fire conditions. (USCG, 1999)Combustible. Gives off irritating or toxic fumes (or gases) in a fire. Above 91 °C explosive vapour/air mixtures may be formed. |
| 火災の可能性 | This chemical is a combustible liquid. /Xylidines/ |
| 健康有害性 | May be fatal if inhaled, swallowed or absorbed through skin. Vapor or mist irritating to the eyes, mucous membranes and upper respiratory tractcauses skin irritation. Absorption into body leads to the formation of methemoglobin which, in sufficient concentration, may cause cyanosis. Onset may be delayed 2-4 hours or longer. Exposure can cause nausea, dizziness, headache, damage to the eyes, and blood effects. (USCG, 1999) |
| 有害性の概要 | The major hazards encountered in the use and handling of 2,6-xylidine stem from its toxicologic properties. Toxic by all routes (ie, inhalation, ingestion, and dermal absorption), exposure to this liquid may occur from its use as a chemical intermediate for the production of dyes, pesticides, and pharmaceuticals. Contact with 2,6-xylidine may cause burns to the skin and eyes. Death is also a possible outcome from exposure. In activities or situations where over-exposure may occur, wear a self-contained breathing apparatus, and full chemical protective clothing which is specifically recommended by the shipper or manufacturer to prevent skin contact with xylidine. If contact should occur, immediately flush the affected skin or eyes with running water for at least 15 minutes. Remove contaminated clothing and shoes at the site. Do not eat or smoke in xylidine work areas. While xylidine does not ignite easily, it can burn with the production of irritating or poisonous gases. Also, containers may explode violently in the heat of a fire. Fires involving xylidine may be extinguished with dry chemical, CO2, Halon, or standard foam. Water spray if used, should be applied with caution because it may cause frothing. Fight the fire from a maximum distance and dike runoff from fire control water. Xylidine should be stored away from heat, strong oxidizers, and hypochlorite bleaches. Shipping regulations and other DOT regulatory requirements should be consulted before transport. If xylidine should spill, dike far ahead, then take up with sand or other noncombustible absorbent and place into containers for later disposal. Incineration is a possible form of disposal for xylidine. Before implementing land disposal of waste 2,6-xylidine, consult with environmental regulatory agencies for guidance. |
用途
用途
有機合成原料。
用途
農薬(殺虫剤)、染料、薬品、香料の合成中間体。
使用
2,6-Dimethylaniline is used in pharmaceuticals, as dye intermediates and in organic synthesis. It is also used in the production of antioxidants, agricultural, pharmaceutical, rubber chemicals and other target organic molecules.
一般的な説明
A liquid. Toxic by ingestion, inhalation and skin absorption. Slightly soluble in water. Used in pharmaceuticals, as dye intermediates and organic syntheses.
製法・合成法
製造方法
2,6-Dimethylaninile is prepared by nitration of xylene and reduction, followed by removal of the 2,4-isomer by formation of the acetate salt, removal of the 2,5-isomer by formation of the hydrochloride salt, and recovery of the 2,6-isomer by sublimation (US National Library of Medicine, 1992a).2,6-Dimethylaniline is produced by one company each in Japan, Switzerland and the USA and by three companies in Germany (Chemical Information Servces, 1991).
純化方法
Convert vic-xylidine to a derivative (see below) which, after recrystallisation, is decomposed with alkali to give the free base. Dry it over KOH and fractionally distil. The acetyl derivative has m 177o, the benzoyl derivative has m 168o, and the picrate has m 180o. [Beilstein 12 H 1107, 12 IV 2521.]