1,4-ビス(ジフェニルホスフィノ)ブタン
1,4-ビス(ジフェニルホスフィノ)ブタン · (ブタン-1,4-ジイル)ビス(ジフェニルホスフィン) · テトラメチレンビス(ジフェニルホスフィン) · 1,4-ブタンジイルビス(ジフェニルホスフィン) · ブタン-1,4-ジイルビス(ジフェニルホスフィン) · (1,4-ブタンジイル)ビス(ジフェニルホスフィン) · 1,4‐ビス(ジフェニルホスフィノ)ブタン · 1,4-ビス(ジフェニルホスフィノ)ブタン, 98% DPPBDPPB
識別子と物理属性
| CAS No. | 7688-25-7 |
|---|---|
| 分子式 | C28H28P2 |
| 平均分子量 | 426.5 g/mol |
| 単同位体質量 | 426.16662416 g/mol |
| SMILES | c1ccc(P(CCCCP(c2ccccc2)c2ccccc2)c2ccccc2)cc1 |
| InChIKey | BCJVBDBJSMFBRW-UHFFFAOYSA-N |
| PubChem CID | 82124 |
| ChEMBL | CHEMBL71648 |
| EC No. | 231-698-7 |
| DTXSID | DTXSID4064769 |
| 現地名 | 1,4-ビス(ジフェニルホスフィノ)ブタン |
化学・物理的性質
| XLogP | 6.6 |
|---|---|
| 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 | 9 |
| 重原子数 | 30 |
| 形式電荷 | 0 |
| 複雑度 | 362 |
| 物質分類 | Other Classes -> Phosphorus Compounds |
| SpringerMaterials Properties | Fusion temperature |
| Physical Description | White powder[MSDSonline] |
| 融点 | 132-136 °C (lit.) |
| 沸点 | 542.0±33.0 °C(Predicted) |
| 貯蔵条件 | Inert atmosphere,Room Temperature |
| 外観・状態 | 結晶性粉末 |
| 色 | 白～ほぼ白 |
| 溶解度 | クロロホルムに可溶。水にわずかに溶ける |
| BRN | 706446 |
| InChI | InChI=1S/C28H28P2/c1-5-15-25(16-6-1)29(26-17-7-2-8-18-26)23-13-14-24-30(27-19-9-3-10-20-27)28-21-11-4-12-22-28/h1-12,15-22H,13-14,23-24H2 |
| InChIKey | BCJVBDBJSMFBRW-UHFFFAOYSA-N |
| SMILES | P(CCCCP(C1C=CC=CC=1)C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1 |
| CAS データベース | 7688-25-7(CAS DataBase Reference) |
| NISTの化学物質情報 | 1,4-Bis(diphenylphosphino)butane(7688-25-7) |
| EPAの化学物質情報 | Phosphine, 1,4-butanediylbis[diphenyl- (7688-25-7) |
化学的特性
1,4-Bis(diphenylphosphino)butane is a white solid that is soluble in organic solvents.
安全性と法規制
| GHS 分類 | WarningH302 (20.3%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P272, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 69 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 規制情報 | PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.Phosphine, 1,4-butanediylbisdiphenyl-: Does not have an individual approval but may be used under an appropriate group standard |
| 有害性の概要 | A skin, eye, and respiratory tract irritant[MSDSonline] |
| Hazard Classes and Categories | Acute Tox. 4 (20.3%) |
| F | 10-23 |
| 水環境危害等級（WGK） | 3 |
| TSCA 収載状態 | TSCA listed |
| 税関コード | 29319090 |
| 危険文句（R） | 36/38-36/37/38-11 |
| 化審法 | 新規公示化学物質（2011年3月31日以前届出） |
| 危険表示 | Xi,F |
| 安全措置（S） | 26-36-37/39-33-16-7/9 |
| 危険等級 | Eye Irrit. 2Skin Irrit. 2STOT SE 3 |
| 貯蔵分類 | 11 - Combustible Solids |
用途
用途
触媒及び触媒配位子、エポキシ樹脂硬化促進剤。
用途
有機合成反応触媒。
使用
1,4-Bis(diphenylphosphino)butane is used in Suzuki reaction. It plays an essential role as a ligand in palladium(0)-catalyzed acylcyanation of arylacetylenes and deprotection of allyloxycarbamates. It acts as a ligand for alkylations, isomerization reactions and in organometallic chemistry. Further, it is used in Heck reaction, Negishi coupling and Sonogashira coupling. In addition to this, it is useful in organometallic chemistry.
製法・合成法
純化方法
Recrystallise it from EtOH [Trippett J Chem Soc 4263 1961]. [King J Coord Chem 1 62 1971, Tolman Chem Rev 77 313 1977.]