ジイソブチルアミン
ジイソブチルアミン · 2-メチル-N-(2-メチルプロピル)-1-プロパンアミン · 1,1'-イミノビス(2-メチルプロパン) · ビス(2-メチルプロピル)アミン · ジ（β-メチルプロピル）アミン · ジ-ISO-ブチルアミン · DIBA · (i-C4H9)2NH
識別子と物理属性
| CAS No. | 110-96-3 |
|---|---|
| 分子式 | C8H19N |
| 平均分子量 | 129.24 g/mol |
| 単同位体質量 | 129.15174961 g/mol |
| SMILES | CC(C)CNCC(C)C |
| InChIKey | NJBCRXCAPCODGX-UHFFFAOYSA-N |
| PubChem CID | 8085 |
| ChEMBL | CHEMBL3187581 |
| EC No. | 203-819-3 |
| DTXSID | DTXSID5025079 |
| 現地名 | ジイソブチルアミン |
化学・物理的性質
| XLogP | 2.5 |
|---|---|
| 極性表面積 | 12 |
| 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 | 4 |
| 重原子数 | 9 |
| 形式電荷 | 0 |
| 複雑度 | 49.6 |
| 物質分類 | Nitrogen Compounds -> Amines, AliphaticCorrosives |
| SpringerMaterials Properties | 15N nuclear magnetic resonance spectrum |
| LogP（分配係数） | 2.632.67 |
| 臭い | Amine odorアミン臭 |
| 密度 | 0.745 at 68 °F (USCG, 1999) - Less dense than waterwill float0.745 @ 20 °CRelative density (water = 1): 0.75 (20 °C)0.745 @ 20°C0.74 g/mL at 25 °C (lit.) |
| Color/Form | Water-white liquid |
| 溶解度 | Slightly soluble (NTP, 1992)Sol in ethanol, ether, acetone, benzeneIn water, 2,200 mg/l @ 25 °C.Solubility in water, g/100ml at 25 °C: 0.22 (slightly soluble)水に不溶～微溶、エタノール、メタノール、エーテル、酢酸エチル、アセトン、ベンゼン、芳香族炭化水素、脂肪族炭化水素、固定油、鉱油、オレイン酸、ステアリン酸に可溶5g/L(20℃) |
| 引火点 | 85 °F (NTP, 1992)29 °C (85 °F) (CLOSED CUP)29 °C c.c. |
| 沸点 | 282 to 284 °F at 760 mmHg (NTP, 1992)139.6 °C139 °C139 °C @760 [mm Hg]137-139 °C (lit.) |
| Decomposition | When heated to decomposition it emits toxic fumes of nitroxides. |
| 融点 | -100.3 °F (NTP, 1992)-73.5 °C-74 °C-70 °C-77 °C (lit.) |
| 蒸気密度 | 4.46 (NTP, 1992) - Heavier than airwill sink (Relative to Air)Relative vapor density (air = 1): 4.5 |
| 屈折率 | n20/D 1.4081(lit.) |
| 貯蔵条件 | Flammables area |
| pKa（酸解離定数） | 11.07±0.28(Predicted) |
| 外観・状態 | 液体 |
| 色 | クリア |
| BRN | 1209251 |
| ヘンリー定数 | 1.8×10-2 mol/(m3Pa) at 25℃, Duchowicz et al. (2020) |
| 誘電率 | 2.7(22℃) |
| InChI | 1S/C8H19N/c1-7(2)5-9-6-8(3)4/h7-9H,5-6H2,1-4H3 |
| InChIKey | NJBCRXCAPCODGX-UHFFFAOYSA-N |
| SMILES | CC(C)CNCC(C)C |
| LogP（分配係数） | 2.383 (est) |
| CAS データベース | 110-96-3(CAS DataBase Reference) |
| NISTの化学物質情報 | 1-Propanamine, 2-methyl-N-(2-methylpropyl)-(110-96-3) |
| EPAの化学物質情報 | Diisobutylamine (110-96-3) |
化学的特性
The chemical reactivity of diisobutylamine is similar to other aliphatic amines and is governed by the unshared electron pair on the nitrogen atom. It is a strong base tending to form salts with acids. As with other secondary amines, diisobutylamine can be nitrosated, especially under acidic conditions, by nitrite ion or by nitrogen oxides from the air to form the carcinogenic and mutagenic N-nitrosodiisobutylamine (Olah et al 1975).
安全性と法規制
| GHS 分類 | DangerH226 (100%): Flammable liquid and vapor [Warning Flammable liquids]P210, P233, P240, P241, P242, P243, P260, P261, P264, P264+P265, P270, P271, P273, P280, P301+P316, P301+P330+P331, P302+P352, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P321, P330, P362+P364, P363, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 166 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.H226: Flammable liquid and vapor [Warning Flammable liquids] |
|---|---|
| 規制情報 | Chemical: 1-Propanamine, 2-methyl-N-(2-methylpropyl)-Status: Active Update: 25-08-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/266251-Propanamine, 2-methyl-N-(2-methylpropyl)-: HSNO Approval: HSR001251 Approved with controlsThe 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） | Flammable Liquid Corrosive |
| 火災危険 | Special Hazards of Combustion Products: May contain toxic NOx fumes.· Flammable/combustible material.Flammable. Gives off irritating or toxic fumes (or gases) in a fire. Above 29 °C explosive vapour/air mixtures may be formed. Risk of fire and explosion on contact with strong oxidizing agents. |
| 火災の可能性 | FLAMMABLE, MODERATE FIRE RISKA dangerous fire hazard when exposed to heat or flame ... |
| 健康有害性 | Inhalation of high concentrations of vapor will cause irritation of the respiratory tract and the lungs. Contact with liquid may result in severe skin and eye irritation. Exposure to concentrated vapors may result in corneal edema. Poisonous if swallowed. (USCG, 1999)· May cause toxic effects if inhaled or ingested. |
| 有害性の概要 | A corrosive substance that can cause injury to the skin, eyes, and respiratory tractInhalation may cause pulmonary edemaCan be absorbed through skin[ICSC] Not mutagenic in five strains of Salmonella typhimurium |
用途
用途
医薬品、塩素化炭化水素の安定剤
用途
樹脂原料、殺虫剤
使用
Diisobutylamine was used to study the effect of achiral amine on hydrogenation of ethyl pyruvate over cinchonidine-Pt/Al2O3 catalyst system. Diisobutylamine is the principal starting material for the herbicide Butylate (Zeneca).
一般的な説明
Diisobutylamine appears as a clear colorless liquid with an ammonia-like odor. Insoluble in water and less dense than water. Hence floats on water. Vapors heavier than air. Toxic oxides of nitrogen produced during combustion.
製法・合成法
調製方法
Diisobutylamine can be produced by the reaction of ammonia and butanol over a dehydration catalyst at high temperature and pressure (Hawley 1977). Alternatively, ammonia, butanol, and hydrogen can be passed over a dehydrogenation catalyst. In 1976, 18,000 tons of diisobutylamine were produced (Schweizer et al 1978). Diisobutylamine is also naturally present in foods and soil. As with other secondary amines, diisobutylamine can be nitrosated to form the highly toxic (Olah 1975) N-nitrosodiisobutylamine (Guttenplan 1987; Vlasenko et al 1981; Spiegeholder et al 1978). Thus, nitrosation of commercial preparations of diisobutylamine occurs on standing, presumably by reaction with nitrogen oxides in the air (Spiegelhalder et al 1978) and N-nitrosodiisobutylamine has been found in various fishery products (Kawabata et al 1974) and other foods (Osborne 1972; Telling 1972).