4-クロロベンズヒドロール
4-クロロベンズヒドロール · α-(4-クロロフェニル)ベンジルアルコール · 4-クロロベンゾヒドロール · α-(p-クロロフェニル)ベンジルアルコール · p-クロロベンゾヒドロール · α-フェニル-4-クロロベンジルアルコール · 4-クロロベンズヒドリルアルコール · フェニル(4-クロロフェニル)メタノール
識別子と物理属性
| CAS No. | 119-56-2 |
|---|---|
| 分子式 | C13H11ClO |
| 平均分子量 | 218.68 g/mol |
| 単同位体質量 | 218.04984265 g/mol |
| SMILES | OC(c1ccccc1)c1ccc(Cl)cc1 |
| InChIKey | AJYOOHCNOXWTKJ-UHFFFAOYSA-N |
| PubChem CID | 8401 |
| ChEMBL | CHEMBL2251568 |
| ChEBI | CHEBI:35091 |
| EC No. | 204-333-4 |
| DTXSID | DTXSID50870472 |
| 現地名 | 4-クロロベンズヒドロール |
化学・物理的性質
| XLogP | 3.3 |
|---|---|
| 極性表面積 | 20.2 |
| 水素結合供与体数 | 1 |
| 水素結合受容体数 | 1 |
| 回転可能結合数 | 2 |
| 重原子数 | 15 |
| 形式電荷 | 0 |
| 複雑度 | 181 |
| 融点 | 58-60 °C (lit.) |
| 沸点 | 150-151°C 2,6mm |
| 密度 | 1.1178 (rough estimate) |
| 屈折率 | 1.5260 (estimate) |
| 引火点 | 150-151°C/2.6mm |
| 貯蔵条件 | 2-8°C |
| 溶解度 | 不溶性 |
| 外観・状態 | solid |
| pKa（酸解離定数） | 13.34±0.20(Predicted) |
| 色 | ホワイトからオフホワイト |
| BRN | 2050235 |
| InChI | 1S/C13H11ClO/c14-12-8-6-11(7-9-12)13(15)10-4-2-1-3-5-10/h1-9,13,15H |
| InChIKey | AJYOOHCNOXWTKJ-UHFFFAOYSA-N |
| SMILES | OC(c1ccccc1)c2ccc(Cl)cc2 |
| CAS データベース | 119-56-2(CAS DataBase Reference) |
| NISTの化学物質情報 | Benzenemethanol, 4-chloro-«alpha»-phenyl-(119-56-2) |
| EPAの化学物質情報 | Benzenemethanol, 4-chloro-.alpha.-phenyl- (119-56-2) |
化学的特性
white crystalline powder
安全性と法規制
| GHS 分類 | WarningH302 (66.7%): Harmful if swallowed [Warning Acute toxicity, oral]P264, P270, P273, P301+P317, P330, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 3 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 規制情報 | Status: Active Update: 14-07-2011 https://echa.europa.eu/registration-dossier/-/registered-dossier/6984Benzenemethanol, 4-chloro-.alpha.-phenyl-: Does not have an individual approval but may be used under an appropriate group standard |
| Hazard Classes and Categories | Acute Tox. 4 (66.7%) |
| 水環境危害等級（WGK） | 3 |
| TSCA 収載状態 | TSCA listed |
| 税関コード | 29062990 |
| 危険文句（R） | 20/21/22-36/37/38 |
| 化審法 | (9)-364 |
| 危険表示 | Xn |
| 安全措置（S） | 24/25-36-26 |
| 貯蔵分類 | 11 - Combustible Solids |
用途
用途
有機合成原料。
使用
4-Chlorobenzhydrol was used as internal standard to measure the N-demethyl antipyrine metabolite in urine by gas chromatography-mass spectrometry. It was also used in the identification of the antihistamine cetirizine as a relevant cross-reactant for the carbamazepine-specific enzyme-linked immunosorbent assay .
製法・合成法
製造方法
Preparation of 4-Chlorobenzhydrol(4-CB):about 5.0g(0.023 mol) of 4-chloro benzophenone was dissolved in 15 mL of isopropyl alcohol (IPA) and heated to 50°C followed by the addition of 0.265g(0.007 mol) of sodium borohydride as a lot with the temperature maintained at 65°C for 2 h. The reaction mixture was distilled to expel isopropyl alcohol up to 90 %. The resulting solution was cooled and treated with dil HCl (5 mL of conc. HCl in 20 mL of water). Finally the reaction mass was extracted with 15 mL of toluene. The toluene extract was washed withwater to pH-7. The compound obtained in this step was taken to next step without isolation but aliquot sample was concentrated, isolated and checked for melting point (m.p. = 58-60°C).