(2-ブロモエチル)ベンゼン
(2-ブロモエチル)ベンゼン · 1-フェニル-2-ブロモエタン · フェネチルブロミド · 2-フェニルエチルブロミド · フェニルエチルブロミド · 1-ブロモ-2-フェニルエタン · 2-(2-ブロモエチル)ベンゼン · 2-ブロモエチルベンゼン
識別子と物理属性
| CAS No. | 103-63-9 |
|---|---|
| 分子式 | C8H9Br |
| 平均分子量 | 185.06 g/mol |
| 単同位体質量 | 183.98876239 g/mol |
| SMILES | BrCCc1ccccc1 |
| InChIKey | WMPPDTMATNBGJN-UHFFFAOYSA-N |
| PubChem CID | 7666 |
| ChEMBL | CHEMBL1340745 |
| EC No. | 203-130-8 |
| DTXSID | DTXSID1033876 |
| 現地名 | (2-ブロモエチル)ベンゼン |
化学・物理的性質
| XLogP | 3.1 |
|---|---|
| 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 | 2 |
| 重原子数 | 9 |
| 形式電荷 | 0 |
| 複雑度 | 65 |
| 物質分類 | Other Classes -> Halogenated Monoaromatics |
| SpringerMaterials Properties | Boiling point |
| LogP（分配係数） | Log Kow = 3.09 |
| 密度 | Density = 1.3551.355 g/mL at 25 °C(lit.) |
| 溶解度 | Sol in ether, benzeneslightly soluble in carbon tetrachlorideWater solubility = 39.05 mg/l at 25 °C0.039g/リットル不溶性 |
| 沸点 | 219 °C220-221 °C(lit.) |
| 融点 | -67.5 °C-56 °C |
| 蒸気圧 | 0.24 [mmHg]Vapor pressure = 0.2445 mm Hg at 25 °C |
| 屈折率 | INDEX OF REFRACTION: 1.5572 AT 20 °CSADTLER REFERENCE NUMBER: 4682 (IR, PRISM), 434 (IR, GRATING)n20/D 1.556(lit.) |
| Physical Description | LiquidColorless liquid[MSDSonline] |
| 引火点 | 193 °F |
| 貯蔵条件 | 2-8°C |
| 外観・状態 | 液体 |
| 色 | 無色透明～淡黄色 |
| BRN | 507487 |
| ヘンリー定数 | 6.5×10-3 mol/(m3Pa) at 25℃, Duchowicz et al. (2020) |
| 安定性 | 安定。強力な酸化剤とは相容れない。 |
| InChI | 1S/C8H9Br/c9-7-6-8-4-2-1-3-5-8/h1-5H,6-7H2 |
| InChIKey | WMPPDTMATNBGJN-UHFFFAOYSA-N |
| SMILES | BrCCc1ccccc1 |
| CAS データベース | 103-63-9(CAS DataBase Reference) |
| NISTの化学物質情報 | 1-Bromo-2-phenylethane(103-63-9) |
| EPAの化学物質情報 | Benzene, (2-bromoethyl)- (103-63-9) |
化学的特性
colourless to yellow liquid. It is miscible with ether and benzene, but insoluble in water.
安全性と法規制
| GHS 分類 | WarningH302 (98.9%): Harmful if swallowed [Warning Acute toxicity, oral]P264, P264+P265, P270, P280, P301+P317, P302+P352, P305+P351+P338, P321, P330, P332+P317, P337+P317, P362+P364, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 88 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.H227: Combustible liquid [Warning Flammable liquids] |
|---|---|
| 規制情報 | Chemical: Benzene, (2-bromoethyl)-Benzene, (2-bromoethyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzene, (2-bromoethyl)- 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: 04-01-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/196732-Phenylethyl bromide: Does not have an individual approval but may be used under an appropriate group standard |
| 有害性の概要 | Causes somnolence in lethal-dose feeding studies of rats[RTECS] Effects observed in rats that died during seven day feeding study include reddened adrenal glands, hemorrhagic thymus glands, and intestinal abnormalities[HSDB] An irritant[MSDSonline] See Benzyl bromide. |
| Hazard Classes and Categories | Acute Tox. 4 (98.9%)Flammable liquids - Category 4 |
| 処分方法 | SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices. |
| 環境中動態 | TERRESTRIAL FATE: (2-Bromoethyl)benzene will have low mobility(3) in soil based on estimated Koc values of 581.6 and 955(1,2,SRC). Insufficient data are available to determine the rate or importance of biodegradation of (2-bromoethyl)benzene in soil conditions. Volatilization of (2-bromoethyl)benzene is expected from moist and dry soils based on an experimental vapor pressure of 0.2445 mm Hg at 25 °C(4) and an Henry's Law constant of 1.52X10-3 atm cu m/mole estimated from an experimental water solubility of 39.05 mg/l(4) and a vapor pressure of 0.2445 mm Hg(4). |
用途
用途
ベータ-フェネチル誘導体、医薬品、香料、その他精密化学品の重要な出発物質
用途
有機合成原料。
説明
Phenethylbromide is an analytical reference material that is structurally categorized as an organobromide. It is used in the synthesis of a variety of compounds, including fentanyl. Phenethylbromide is combined with 4-piperidinone to produce N-phenethyl-4-piperidone, which, as a precursor in the synthesis of fentanyl, is scheduled as a List I chemical in the United States. Phenethylbromide may be found as in impurity in samples of fentanyl produced using this pathway.
使用
(2-Bromoethyl)benzene is used in the preparation of phenelzine by reacting with hydrazine. It is also used as a starting material to prepare various beta-phenethyl derivatives, active pharmaceutical ingredients, and fragrances. It finds application as a flame retardant.
使用
(2-Bromoethyl)benzene is an important starting material for the production of various b-phenethyl derivatives, pharmaceuticals, fragrances, and other fine chemicals.
製法・合成法
製造方法
(2-Bromoethyl)benzene is synthesized by the reaction of phenethyl alcohol with hydrogen bromide.Reaction: The phenethyl alcohol was heated to 110°C, hydrogen bromide was slowly introduced, and the reaction was refluxed. The reaction was completed, cooled, washed with water, 10% sodium carbonate solution, and water in turn. After drying with anhydrous potassium carbonate, fractional distillation under reduced pressure was carried out to collect fractions at 97-99°C (2.0 kPa) with a yield of over 90%.
純化方法
Wash the bromide with conc H2SO4, water, aqueous 10% Na2CO3 and water again, then dry it with CaCl2 and fractionally distil it just before use. [Beilstein 5 IV 907.]