ヨウ化アリル
アリル ヨージド · 3-ヨードプロペン · 2-プロペニルヨージド · 1-ヨード-2-プロペン · アリルヨージド · 3-ヨードプロピレン · 3-ヨード-1-プロペン · 3-ヨードプロプ-1-エン
識別子と物理属性
| CAS No. | 556-56-9 |
|---|---|
| 分子式 | C3H5I |
| 平均分子量 | 167.98 g/mol |
| 単同位体質量 | 167.94359816 g/mol |
| SMILES | C=CCI |
| InChIKey | HFEHLDPGIKPNKL-UHFFFAOYSA-N |
| PubChem CID | 11166 |
| EC No. | 209-130-4 |
| DTXSID | DTXSID5060302 |
| 現地名 | ヨウ化アリル |
化学・物理的性質
| XLogP | 2.1 |
|---|---|
| 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 | 1 |
| 重原子数 | 4 |
| 形式電荷 | 0 |
| 複雑度 | 17.2 |
| 物質分類 | Other Classes -> Halogenated Aliphatics, UnsaturatedCorrosives |
| SpringerMaterials Properties | Schoenflies notation |
| Physical Description | Allyl iodide appears as a yellow liquid with a pungent odor. Denser than water and insoluble in water. Hence sinks in water. Vapors are heavier than air. Very irritating to skin, eyes and mucous membranes. Poisonous by ingestion and inhalation. Used to make other chemicals.Yellowish liquid with a pungent unpleasant odorDarkened by light and air evolving iodine[Merck Index] Clear dark red liquid[Sigma-Aldrich MSDS] |
| 融点 | -99 °C |
| 沸点 | 102103°C |
| 密度 | 1.837 g/mL at 25 °C(lit.) |
| 屈折率 | n20/D 1.554 |
| 引火点 | 65 °F |
| 貯蔵条件 | 2-8°C |
| 溶解度 | アルコール：混和性（点灯）アルコール、クロロホルム、エーテル、ジエチルエーテルに可溶。水に不溶。 |
| 外観・状態 | 液体 |
| 色 | クリアイエローからオレンジ、レッド、またはレッドブラウン |
| Merck | 14,294 |
| BRN | 1697594 |
| ヘンリー定数 | 3.8×10-3 mol/(m3Pa) at 25℃, Hilal et al. (2008) |
| 誘電率 | 6.1(19℃) |
| InChI | 1S/C3H5I/c1-2-3-4/h2H,1,3H2 |
| InChIKey | HFEHLDPGIKPNKL-UHFFFAOYSA-N |
| SMILES | ICC=C |
| CAS データベース | 556-56-9(CAS DataBase Reference) |
| EPAの化学物質情報 | 1-Propene, 3-iodo- (556-56-9) |
化学的特性
clear orange, red or red-brown liquid
安全性と法規制
| GHS 分類 | DangerH225: Highly Flammable liquid and vapor [Danger Flammable liquids]P210, P233, P240, P241, P242, P243, P260, P264, P280, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P321, P363, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)H225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids] |
|---|---|
| 規制情報 | Chemical: 1-Propene, 3-iodo-The 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 | Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]:· Flammable/combustible material. |
| 健康有害性 | Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]:· May cause toxic effects if inhaled or ingested. |
| 有害性の概要 | Causes general anesthesia, cyanosis, and changes in the structure or function of salivary glands in oral lethal-dose studies of rats[RTECS] Corrosive and flammable[Merck Index] A strong skin, eye, and mucous membrane irritant[CAMEO] Causes burnsInhalation may cause corrosive injuries to upper respiratory tractHighly toxic by ingestionReadily absorbed through skin[Sigma-Aldrich MSDS] See Allyl bromide. See 2,3-Dichloro-1-propene. See Iodine for the TLV of Iodides. |
| 輸送番号・ガイド（DOT） | 1723 132 |
| 反応性グループ | Halogenated Organic Compounds |
| Reactivity Alerts | Highly Flammable |
| Reactivity Profile | ALLYL IODIDE is moderately reactive. Incompatible with strong oxidizing and reducing agents. Also, incompatible with many amines, nitrides, azo/diazo compounds, alkali metals, and epoxides. |
| DOT Hazard Classification | Allyl iodideUN1723 |
用途
解説
C3H5I(167.98)．CH2=CHCH2I．アリルアルコールまたはグリセリンにヨウ化水素酸を作用させると得られる．黄色の液体．融点－99.3 ℃，沸点102 ℃．d12121.848．ヨウ化アリルは，水に不溶，エタノール，エーテル，クロロホルムに易溶．空気中で光にさらすとヨウ素を放出して褐色になる．アリル化試薬として用いられ，ナトリウムにより1,5-ヘキサジェンを生成する．森北出版「化学辞典（第2版）
使用
Allyl iodide is used as a reagent used with allylindium sesquiiodide in the cis-double allylation of cyclopropenes. It is used in synthesis of other organic compounds such as N-alkyl 2-pyrrolidone, Sorbic acid ester etc,.
一般的な説明
A yellow liquid with a pungent odor. Denser than water and insoluble in water. Hence sinks in water. Vapors are heavier than air. Flash point is less than 75°F. Very irritating to skin, eyes and mucous membranes. Poisonous by ingestion and inhalation. Used to make other chemicals.
製法・合成法
純化方法
Purify allyl iodide in a dark room by washing with aqueous Na2SO3 to remove free iodine, then dry with MgSO4 and distil at 43o/90 mm or at atmospheric pressure to give a very pale yellow liquid. (This material, dissolved in hexane, can be stored in a light-protected tight container at -5o for up to three months before free iodine could be detected, by its colour in the solution.) Store it away from light. [Sibbett & Noyes J Am Chem Soc 75 761 1953, Beilstein 1 H 202, 1 I 84, 1 II 172, 1 III 714, 1 IV 761.]