ブロモシクロプロパン
ブロモシクロプロパン · 1-ブロモシクロプロパン · シクロプロピルブロミド · シクロプロピルブロマイド · 臭化シクロプロピル · BROMOCYCLOPROPANE · Cyclopropyl · Cyclopropyl bromine
識別子と物理属性
| CAS No. | 4333-56-6 |
|---|---|
| 分子式 | C3H5Br |
| 平均分子量 | 120.98 g/mol |
| 単同位体質量 | 119.95746226 g/mol |
| SMILES | BrC1CC1 |
| InChIKey | LKXYJYDRLBPHRS-UHFFFAOYSA-N |
| PubChem CID | 78037 |
| EC No. | 224-375-7 |
| DTXSID | DTXSID8063418 |
| 現地名 | ブロモシクロプロパン |
化学・物理的性質
| XLogP | 1.5 |
|---|---|
| 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 | 0 |
| 重原子数 | 4 |
| 形式電荷 | 0 |
| 複雑度 | 22.5 |
| 物質分類 | Other Classes -> Halogenated Cyclic Hydrocarbons |
| SpringerMaterials Properties | Schoenflies notation |
| Physical Description | Colorless liquid[Alfa Aesar MSDS] |
| 沸点 | 69 °C (lit.) |
| 密度 | 1.51 g/mL at 25 °C (lit.) |
| 屈折率 | n20/D 1.458(lit.) |
| 引火点 | 20 °F |
| 貯蔵条件 | 2-8°C |
| 溶解度 | Chloroform (Sparingly), Methanol (Slightly)混和しない |
| 外観・状態 | 液体 |
| 比重 | 1.510 |
| 色 | 無色透明 |
| BRN | 1900287 |
| InChI | InChI=1S/C3H5Br/c4-3-1-2-3/h3H,1-2H2 |
| InChIKey | LKXYJYDRLBPHRS-UHFFFAOYSA-N |
| SMILES | C1(Br)CC1 |
| CAS データベース | 4333-56-6(CAS DataBase Reference) |
| NISTの化学物質情報 | Cyclopropyl bromide(4333-56-6) |
| EPAの化学物質情報 | Cyclopropane, bromo- (4333-56-6) |
化学的特性
Light yellow to clear colourless liquid, boiling point 67-69°C, refractive index (nD20) 1.4605, density (d420) 1.5120, flash point -6°C.
安全性と法規制
| GHS 分類 | DangerH225 (100%): Highly Flammable liquid and vapor [Danger 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 54 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 規制情報 | Bromocyclopropane: Does not have an individual approval but may be used under an appropriate group standard |
| 有害性の概要 | A skin and strong eye irritant[Alfa Aesar MSDS] See Iodocyclohexane. See Ethyl bromide. |
| Hazard Classes and Categories | Flam. Liq. 2 (100%) |
| F | 8-19 |
| 水環境危害等級（WGK） | 3 |
| TSCA 収載状態 | TSCA listed |
| 輸送番号（UN） | UN 1993 3/PG 2 |
| 税関コード | 29035990 |
| 危険文句（R） | 11-36/37/38 |
| 消防法 | 危-4-1-II |
| 危険表示 | F,Xi |
| hazard_note | Irritant |
| 安全措置（S） | 16-26-36-37/39 |
| 危険等級 | 3Flam. Liq. 2 |
| 包装等級 | II |
| 貯蔵分類 | 3 - Flammable liquids |
用途
用途
有機合成原料。
説明
Cyclopropyl bromide is also named as Bromocyclopropane. It is used in organic synthesis, for instance, for the formation of a Grignard Reagent, cyclopropyllithium. It is also used as an intermediate in the manufacture of pharmaceutical and agrochemical products.
使用
Bromocyclopropane is primarily used an intermediate in the manufacture of pharmaceutical and agrochemical products. It is also used in the production of cyclopropyl boric acid. It is used as an intermediate in organic synethesis.
製法・合成法
製造方法
Bromocyclopropane has been prepared by the Hunsdiecker reaction by adding silver cyclopropanecarboxylate to bromine in dichlorodifluoromethane at 29° (53% yield) or in tetrachloroethane at 20° to 25° (15–20% yield). Decomposition of the peroxide of cyclopropanecarboxylic acid in the presence of carbon tetrabromide gave bromocyclopropane in 43% yield. An attempt to prepare the bromide via the von Braun reaction was unsuccessful. Ten percent yields are reported for the photobromination of cyclopropane and the photochemical rearrangement of allyl bromide. Treatment of 1,1,3-tribromopropane with methyllithium prepared from methyl bromide furnishes a 60–65% yield of bromocyclopropane.