2-ブロモプロパン
2-ブロモプロパン · 臭化イソプロピル · イソプロピルブロミド · イソプロピルブロマイド · 2-ブロモプロパン 臭化物 · 臭化ISO-プロピル · 臭化イソプロピル(2-ブロモプロパン) · 2‐ブロモプロパン
識別子と物理属性
| CAS No. | 75-26-3 |
|---|---|
| 分子式 | C3H7Br |
| 平均分子量 | 122.99 g/mol |
| 単同位体質量 | 121.97311232 g/mol |
| SMILES | CC(C)Br |
| InChIKey | NAMYKGVDVNBCFQ-UHFFFAOYSA-N |
| PubChem CID | 6358 |
| ChEMBL | CHEMBL451810 |
| EC No. | 200-855-1 |
| DTXSID | DTXSID7030197 |
| 現地名 | 2-ブロモプロパン |
化学・物理的性質
| XLogP | 1.8 |
|---|---|
| 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 | 10.8 |
| 物質分類 | Flammable agents - 3rd degree |
| Solvents | Solvents -> Brominated Solvents |
| SpringerMaterials Properties | Coriolis coupling |
| LogP（分配係数） | log Kow = 2.14 |
| 密度 | 1.31 at 20 °C/4 °C1.31 @ 20°C1.31 g/mL at 25 °C (lit.) |
| Viscosity | 1.0012X10-3 Pa.s (liquid) @ -23.15 °C |
| Color/Form | Colorless liquid |
| 溶解度 | Miscible with alcohol, benzene, chloroform, etherSLIGHTLY SOL IN ACETONEIn water, 3,180 mg/L at 20 °C3.18g/リットル0.3g/100mL |
| 引火点 | 71.6 °F67 °F |
| Endocrine Disruptors | Potential endocrine disrupting compound |
| 沸点 | 59-60 °C138 °F59.35 °C @760 [mm Hg]59 °C (lit.) |
| Decomposition | When heated to decomposition it emits toxic fumes of /hydrogen bromide/. |
| 融点 | -89 °C (lit.) |
| 蒸気圧 | 224 hPa (20 °C) |
| 屈折率 | n20/D 1.425(lit.) |
| 貯蔵条件 | Store below +30°C. |
| 外観・状態 | 液体 |
| 色 | 無色透明～ごく薄い茶色 |
| 爆発限界 | 4.6%(V) |
| Merck | 14,5210 |
| BRN | 741852 |
| ヘンリー定数 | 9.0×10-4 mol/(m3Pa) at 25℃, Brockbank (2013) |
| 誘電率 | 9.4600000000000009 |
| 安定性 | 安定。可燃性。強力な酸化剤とは相容れない。 |
| InChI | 1S/C3H7Br/c1-3(2)4/h3H,1-2H3 |
| InChIKey | NAMYKGVDVNBCFQ-UHFFFAOYSA-N |
| SMILES | CC(C)Br |
| CAS データベース | 75-26-3(CAS DataBase Reference) |
| NISTの化学物質情報 | Propane, 2-bromo-(75-26-3) |
| EPAの化学物質情報 | Propane, 2-bromo- (75-26-3) |
化学的特性
colourless liquid
安全性と法規制
| GHS 分類 | DangerH225: Highly Flammable liquid and vapor [Danger Flammable liquids]P203, P210, P233, P240, P241, P242, P243, P260, P280, P303+P361+P353, P318, P319, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)This chemical does not meet GHS hazard criteria for 1.2% (1 of 85) of reports.H225 (98.8%): Highly Flammable liquid and vapor [Danger Flammable liquids] |
|---|---|
| 規制情報 | Chemical: Propane, 2-bromo-Hazard Traits - CarcinogenicityDevelopmental ToxicityReproductive ToxicityPropane, 2-bromo- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Propane, 2-bromo- 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: No longer Valid Update: 22-07-2010 https://echa.europa.eu/registration-dossier/-/registered-dossier/1580Propane, 2-bromo-: 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 - Propane, 2-bromo-: Human health tier II assessment |
| 火災の可能性 | A very flammable liquid and dangerous fire hazard. |
| 有害性の概要 | In 1995, an outbreak was reported in Korean electronics workers using 2-BP to degrease switches. Adverse effects were amenorrhea and severe anemia in 17/25 females and oligospermia or azospermia in 6/8 males. The work area concentration was 12.4 ppm, and some workers had skin contact. In a Chinese plant manufacturing 2-BP, 25 workers were studied. Four females exposed at >10 ppm had amenorrhea or polymenorrhea. [ACGIH] See 1-Bromopropane. |
| DOT Emergency Guidelines | /GUIDE 129: FLAMMABLE LIQUIDS (Polar/Water-Miscible/Noxious)/ Fire or Explosion: HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Those substances designated with a (P) may polymerize explosively when heated or involved in a fire. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water. |
用途
用途
本物質の主な用途、排出源は合成原料(医薬中間体、農薬中間体、感光剤中間)とされている
説明
2-Bromopropane, also known as isopropyl bromide and 2-propyl bromide, is the halogenated hydrocarbon with the formula CH3CHBrCH3. It is a colorless liquid. It is used for introducing the isopropyl functional group in organic synthesis. 2-Bromopropane is prepared by heating isopropanol with hydrobromic acid.
使用
2-Bromopropane is a general reagent used to introduce isopropyl group as in the case of the synthesis of various Buchwald ligands. It can also be used as a starting material in the total synthesis of lamellarin D, lamellarin H, ningalin B and (±)-dichroanal. It is sometimes used as an alternative to ozone-depleting cleaning solvents such as chlorofluorocarbons.
製法・合成法
製造方法
2-Bromopropane is commercially available. It may be prepared in the ordinary manner of alkyl bromides, by reacting isopropanol with phosphorus and bromine, or with phosphorus tribromide.
純化方法
Wash the bromide with 95% H2SO4 (concentrated acid partially oxidised it) until a fresh portion of acid did not become coloured after several hours, then with water, aqueous NaHSO3, aqueous 10% Na2CO3 and again with water. (The H2SO4 can be replaced by conc HCl.) Prior to this treatment, isopropyl bromide has been purified by bubbling a stream of oxygen containing 5% ozone through it for 1hour, followed by shaking with 3% hydrogen peroxide solution, neutralising with aqueous Na2CO3, washing with distilled water and drying. Alternatively, it has been treated with elemental bromine and stored for 4 weeks, then extracted with aqueous NaHSO3 and dried with MgSO4. After the acid treatment, isopropyl bromide can be dried with Na2SO4, MgSO4 or CaH2, and fractionally distilled. [Beilstein 1 IV 208.]