2,5-ジメチル-2,4-ヘキサジエン
2,5-ジメチル-2,4-ヘキサジエン · ビイソクロチル · 1,1,4,4-テトラメチル-1,3-ブタジエン · ビイソブテニル · ジイソクロチル · 2,5-ジメチルヘキサ-2,4-ジエン · ２，５ジメチルヘキサ２，４ジエン · 2,5-Dimethylhexa-2,4-diene
識別子と物理属性
| CAS No. | 764-13-6 |
|---|---|
| 分子式 | C8H14 |
| 平均分子量 | 110.2 g/mol |
| 単同位体質量 | 110.10955045 g/mol |
| SMILES | CC(C)=CC=C(C)C |
| InChIKey | DZPCYXCBXGQBRN-UHFFFAOYSA-N |
| PubChem CID | 12992 |
| ChEBI | CHEBI:88821 |
| EC No. | 212-115-5 |
| DTXSID | DTXSID3022116 |
| 現地名 | 2,5-ジメチル-2,4-ヘキサジエン |
化学・物理的性質
| XLogP | 3.6 |
|---|---|
| 極性表面積 | 0 |
| 水素結合供与体数 | 0 |
| 水素結合受容体数 | 0 |
| 回転可能結合数 | 1 |
| 重原子数 | 8 |
| 形式電荷 | 0 |
| 複雑度 | 92 |
| 物質分類 | Other Classes -> Aliphatics, Unsaturated |
| SpringerMaterials Properties | Density |
| 蒸気圧 | 17.6 [mmHg]26.9 mm Hg ( 37.7 °C) |
| Physical Description | Liquidmp = 12-14 deg C[Alfa Aesar MSDS] |
| 融点 | 12 °C |
| 沸点 | 132134°C |
| 密度 | 0.773 g/mL at 25 °C(lit.) |
| 蒸気密度 | 3.8 (vs air) |
| 屈折率 | n20/D 1.476(lit.) |
| 引火点 | 85 °F |
| 貯蔵条件 | Flammables area |
| 溶解度 | クロロホルム、酢酸エチル |
| 外観・状態 | 油 |
| 色 | 無色透明 |
| BRN | 1733342 |
| ヘンリー定数 | 2.1×10-4 mol/(m3Pa) at 25℃, Ebert et al. (2023) |
| InChI | 1S/C8H14/c1-7(2)5-6-8(3)4/h5-6H,1-4H3 |
| InChIKey | DZPCYXCBXGQBRN-UHFFFAOYSA-N |
| SMILES | C\C(C)=C/C=C(\C)C |
| LogP（分配係数） | 3.500 |
| CAS データベース | 764-13-6(CAS DataBase Reference) |
| NISTの化学物質情報 | 2,4-Hexadiene, 2,5-dimethyl-(764-13-6) |
| EPAの化学物質情報 | 2,4-Hexadiene, 2,5-dimethyl- (764-13-6) |
化学的特性
clear colourless liquid
安全性と法規制
| GHS 分類 | WarningH226 (100%): Flammable liquid and vapor [Warning Flammable liquids]P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 46 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.H226: Flammable liquid and vapor [Warning Flammable liquids] |
|---|---|
| 有害性の概要 | A skin and strong eye irritant[Alfa Aesar MSDS] See 1,4-Hexadiene. |
| Hazard Classes and Categories | Flam. Liq. 3 (100%)Flammable liquids - Category 3 |
| 有害作用 | Neurotoxin - Acute solvent syndrome |
| 水環境危害等級（WGK） | 3 |
| TSCA 収載状態 | TSCA listed |
| 輸送番号（UN） | UN 3295 3/PG 3 |
| 税関コード | 29012900 |
| 危険文句（R） | 10-36/37/38-20/21/22 |
| 化審法 | (2)-28 |
| 消防法 | 危-4-2-III |
| 危険表示 | Xi,Xn |
| 安全措置（S） | 16-26-36-36/37/39 |
| 危険等級 | 3Eye Irrit. 2Flam. Liq. 3Skin Irrit. 2STOT SE 3 |
| 包装等級 | III |
| 自然発火温度 | 559 °F |
| 貯蔵分類 | 3 - Flammable liquids |
用途
用途
有機合成中間体
使用
2,5-dimethyl-2,4-hexadiene is a volatile alkyl compound present in tobacco smoke. It is used as a potential biomarker in breath for prediction of lung cancer.
一般的な説明
2,5-Dimethyl-2,4-hexadiene is an electron-rich alkene. It induces photodechlorination of 9,10-dichloroanthracene and its mechanism has been investigated. Asymmetric cyclopropanation of 2,5-dimethyl-2,4-hexadiene with tert-butyl diazoacetate catalyzed by the new copper-bisoxazoline complex has been reported. 2,5-Dimethyl-2,4-hexadiene has been investigated as a singlet oxygen acceptor in various solvents. Mechanism of addition reaction of aromatic and aliphatic thiols with 2,5-dimethyl-2,4-hexadiene has been investigated.
製法・合成法
純化方法
Distil, then repeatedly fractionally crystallise it by partial freezing. Immediately before use, the diene is passed through a column containing Woelm silica gel (activity I) and Woelm alumina (neutral) in separate layers. [Beilstein 1 IV 1043.]