ペンタフルオロフェノール
ペンタフルオロフェノール · 2,3,4,5,6-ペンタフルオロフェノール · ペルフルオロフェノール · 2,3,4,5,6-ペンタフルオロフェノル · ペンタフルオロフェノ-ル · ペンタフルオロフェノール, 0.2 mg/mL in CH2Cl2 · ペンタフルオロフェノール, 99% · PFP
識別子と物理属性
| CAS No. | 771-61-9 |
|---|---|
| 分子式 | C6HF5O |
| 平均分子量 | 184.06 g/mol |
| 単同位体質量 | 183.99475546 g/mol |
| SMILES | Oc1c(F)c(F)c(F)c(F)c1F |
| InChIKey | XBNGYFFABRKICK-UHFFFAOYSA-N |
| PubChem CID | 13041 |
| EC No. | 212-235-8 |
| DTXSID | DTXSID9061120 |
| 現地名 | ペンタフルオロフェノール |
化学・物理的性質
| XLogP | 3.2 |
|---|---|
| 極性表面積 | 20.2 |
| 水素結合供与体数 | 1 |
| 水素結合受容体数 | 6 |
| 回転可能結合数 | 0 |
| 重原子数 | 12 |
| 形式電荷 | 0 |
| 複雑度 | 150 |
| Physical Description | White crystalline solid with an odor of phenolmp = 32-36 deg C[Alfa Aesar MSDS] |
| Ionization Efficiency | Negative0.9110.5Agilent XCTElectrospray ionizationammonia (10nM) |
| 融点 | 34-36 °C (lit.) |
| 沸点 | 143 °C (lit.) |
| 密度 | 1.757 |
| 屈折率 | 1.4270 |
| 引火点 | 162 °F |
| 貯蔵条件 | Store below +30°C. |
| 溶解度 | クロロホルム（微量）、メタノール（微量）溶ける |
| 外観・状態 | 低融点結晶性固体 |
| pKa（酸解離定数） | 5.50±0.33(Predicted) |
| 比重 | 1.757 |
| 色 | 白～ほぼ白 |
| BRN | 1912584 |
| 安定性 | 安定。強酸化剤、塩基、酸塩化物、酸無水物とは相容れない。 |
| InChI | 1S/C6HF5O/c7-1-2(8)4(10)6(12)5(11)3(1)9/h12H |
| InChIKey | XBNGYFFABRKICK-UHFFFAOYSA-N |
| SMILES | Oc1c(F)c(F)c(F)c(F)c1F |
| CAS データベース | 771-61-9(CAS DataBase Reference) |
| NISTの化学物質情報 | Phenol, pentafluoro-(771-61-9) |
| EPAの化学物質情報 | Pentafluorophenol (771-61-9) |
化学的特性
White solid
安全性と法規制
| GHS 分類 | This chemical does not meet GHS hazard criteria for 6.9% (4 of 58) of reports.DangerH302 (24.1%): Harmful if swallowed [Warning Acute toxicity, oral]H312 (24.1%): Harmful in contact with skin [Warning Acute toxicity, dermal]H314 (13.8%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]H315 (69%): Causes skin irritation [Warning Skin corrosion/irritation]H319 (70.7%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H335 (70.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposureRespiratory tract irritation]P260, P261, P264, P264+P265, P270, P271, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P363, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 58 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Reported as not meeting GHS hazard criteria per 4 of 58 reports by companies.There are 11 notifications provided by 54 of 58 reports by companies with hazard statement code(s).Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
|---|---|
| 規制情報 | Status: Active Update: 25-02-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/28416Pentafluorophenol: Does not have an individual approval but may be used under an appropriate group standard |
| 有害性の概要 | Causes burnsInhalation may cause corrosive injuries to upper respiratory tract and lungsHarmful by ingestion and skin absorption[Alfa Aesar MSDS] See 2-Fluorophenol. See Pentachlorophenol. |
| Hazard Classes and Categories | Acute Tox. 4 (24.1%)Skin Corr. 1B (13.8%)Skin Irrit. 2 (69%)Eye Irrit. 2 (70.7%)STOT SE 3 (70.7%) |
| 有害作用 | Dermatotoxin - Skin burns.Toxic Pneumonitis - Inflammation of the lungs induced by inhalation of metal fumes or toxic gases and vapors. |
| F | 3 |
| 水環境危害等級（WGK） | 3 |
| TSCA 収載状態 | TSCA listed |
| RTECS 番号 | SM6680000 |
| 輸送番号（UN） | 2811 |
| 毒性 | LD50 scu-rat: 322 mg/kg IZSBAI 3,91,65 |
| 税関コード | 29081000 |
| 危険文句（R） | 36/37/38-34-20/21/22-63-43-23/24/25-45-67-40 |
| 消防法 | 危-4-3-III |
| 危険表示 | Xi,T,C,Xn |
| hazard_note | Toxic/Irritant |
| 安全措置（S） | 26-36-45-36/37/39-36/37-24/25-23-53 |
| 危険等級 | 8Acute Tox. 4 DermalAcute Tox. 4 Oral |
| 包装等級 | III |
| 貯蔵分類 | 11 - Combustible Solids |
用途
使用
Pentafluorophenol is used in the preparation of pentafluorophenyl esters for peptide synthesis and vulcanized polymers. It is also used for peptide coupling and heterocyclic acid derivatives. It is involved in the preparation of pentafluorophenyl formate which acts as a formulating agent for amines and amino acids.
一般的な説明
Pentafluorophenol is widely used as a precursor in both solution and solid-phase peptide synthesis. It is also involved in the preparation of aromatic fluoro derivatives.
製法・合成法
純化方法
Pentafluorophenol is a hygroscopic low melting solid not freely soluble in H2O. Purify it by distillation, preferably in a vacuum [Forbes et al. J Chem Soc 2019 1959, IR and pKa: Birchall & Haszeldine J Chem Soc 13 1959]. IRofafilmhas max 3600 (OH) and 1575 (fluoroaromatic breathing) cm-1 . The benzoyl derivative has m 74-75o, 3,4-dinitrobenzoyl derivative has m 107o, the tosylate has m 64-65o (from EtOH) and the K salt crystallises from Me2CO, m 242o(dec), with 1H2O-salt the m is 248o(dec) and the 2H2O-salt has m 245o(dec). [Beilstein 6 IV 782.]