化工社化工社 化学情報印刷レポート · 研究参考用
クロロヒドロキノン
クロロヒドロキノン · 2-クロロ-1,4-ジヒドロキシベンゼン · モノクロロヒドロキノン · 2-クロロ-1,4-ベンゼンジオール · モノクロロハイドロキノン · クロロキノール · 2-クロロヒドロキノン · 1-クロロ-2,5-ジヒドロキシベンゼン
識別子と物理属性
| CAS No. | 615-67-8 |
|---|---|
| 分子式 | C6H5ClO2 |
| 平均分子量 | 144.55 g/mol |
| 単同位体質量 | 143.99780708 g/mol |
| SMILES | Oc1ccc(O)c(Cl)c1 |
| InChIKey | AJPXTSMULZANCB-UHFFFAOYSA-N |
| PubChem CID | 301 |
| ChEBI | CHEBI:27675 |
| EC No. | 210-442-8 |
| DTXSID | DTXSID4060656 |
| 現地名 | クロロヒドロキノン |
化学・物理的性質
| XLogP | 1.4 |
|---|---|
| 極性表面積 | 40.5 |
| 水素結合供与体数 | 2 |
| 水素結合受容体数 | 2 |
| 回転可能結合数 | 0 |
| 重原子数 | 9 |
| 形式電荷 | 0 |
| 複雑度 | 97.1 |
| 物質分類 | Other Classes -> Halogenated Monoaromatics |
| SpringerMaterials Properties | Boiling point |
| LogP（分配係数） | log Kow = 1.40 |
| Color/Form | WHITE TO LIGHT-TAN FINE CRYSTALS |
| 溶解度 | VERY SOL IN WATER AND ALC, SLIGHTLY SOL IN ETHERDMSO（微量）、メタノール（微量）溶ける |
| 沸点 | 263 °C263 °C (lit.) |
| Decomposition | When heated to decomposition it emits toxic fumes ... . |
| 融点 | 100 °C100-104 °C (lit.) |
| Physical Description | White to light tan solid[Hawley] Light brown powder[MSDSonline] |
| 密度 | 1.2558 (rough estimate) |
| 屈折率 | 1.4620 (estimate) |
| 引火点 | 263°C |
| 貯蔵条件 | Inert atmosphere,Room Temperature |
| pKa（酸解離定数） | 9.21±0.18(Predicted) |
| 外観・状態 | 微結晶性粉末 |
| 色 | ライトブラウンからグレー |
| BRN | 636835 |
| InChI | 1S/C6H5ClO2/c7-5-3-4(8)1-2-6(5)9/h1-3,8-9H |
| InChIKey | AJPXTSMULZANCB-UHFFFAOYSA-N |
| SMILES | Oc1ccc(O)c(Cl)c1 |
| CAS データベース | 615-67-8(CAS DataBase Reference) |
| NISTの化学物質情報 | 1,4-Benzenediol, 2-chloro-(615-67-8) |
| EPAの化学物質情報 | Chlorohydroquinone (615-67-8) |
化学的特性
light brown to grey fine crystalline powder. It precipitates leafy crystals from chloroform and needle-like crystals from toluene. Freely soluble in water and alcohol, slightly soluble in ether and hot chloroform.
安全性と法規制
| GHS 分類 | DangerH302 (18.4%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P262, P264, P264+P265, P270, P271, P272, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P316, P319, P321, P330, P332+P317, P333+P317, P337+P317, P361+P364, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 49 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 規制情報 | TP - indicates a substance that is the subject of a proposed TSCA section 4 test rule. |
| 有害性の概要 | Not mutagenic in assays with Ames salmonella TA100 strainEmergency medical treatment: see Hydroquinone-quinone[HSDB] An irritant[MSDSonline] See Hydroquinone. |
| Hazard Classes and Categories | Acute Tox. 4 (18.4%) |
| 処分方法 | SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices. |
| Human Toxicity Excerpts | IRRITATING BUT NOT CORROSIVE. HUMAN POISONINGS HAVE BEEN REPORTED FROM MIXTURE OF HYDROQUINONE & METOL. SYSTEMIC ACTIONS LIKE PHENOL, BUT IN ADDITION TREMORS & CONVULSIONS ARE PROMINENT, PLUS AN OCCASIONAL SEVERE HEMOLYTIC ANEMIA (SUBSEQUENT TO METHEMOGLOBINEMIA?). /HYDROQUINONE/INGESTION OF 1 G /HYDROQUINONE/ HAS CAUSED TINNITUS, NAUSEA, VOMITING, SENSE OF SUFFOCATION, SHORTNESS OF BREATH, CYANOSIS, CONVULSIONS, DELIRIUM, COLLAPSE. DEATH HAS FOLLOWED INGESTION OF 5 G. IRRITATION OF GI TRACT OCCURS WITH ORAL INGESTION. /HYDROQUINONE/DERMATITIS CAN RESULT FROM SKIN CONTACT. STAINING AND OPACIFICATION OF CORNEA OCCUR IN WORKERS EXPOSED FOR PROLONGED PERIODS TO CONCN OF VAPOR... /HYDROQUINONE/NO TOXICITY DATA WERE LOCATED. /IT IS/ PRESUMABLY SIMILAR IN TOXICITY TO HYDROQUINONE.For more Human Toxicity Excerpts (Complete) data for CHLOROHYDROQUINONE (6 total), please visit the HSDB record page. |
| Non-Human Toxicity Excerpts | CHLOROHYDROQUINONE WAS NONMUTAGENIC WHEN ASSAYED WITH THE AMES SALMONELLA TA100 STRAIN.Acute neurotoxic effects reported in animals include convulsionsmedullary paralysis. /From tableQuinones/ |
| 水環境危害等級（WGK） | 3 |
| TSCA 収載状態 | TSCA listed |
| RTECS 番号 | MX4800000 |
| 輸送番号（UN） | UN2811 |
| 毒性 | An antidiarrhea drug used extensively in Japan. It has been shown to be the cause of subacute myelooptic neuropathy, a syndrome in which stiffness of the joints is accompanied by damage to the optic nerve. |
| 税関コード | 29081990 |
| 危険文句（R） | 21-36/37/38-43 |
| 化審法 | (3)-2847 |
| 危険表示 | Xn,Xi |
| 安全措置（S） | 36/37-37/39-26 |
| 危険等級 | 6.1Eye Dam. 1Skin Irrit. 2Skin Sens. 1STOT SE 3 |
| 包装等級 | III |
| 貯蔵分類 | 11 - Combustible Solids |
| 有害物質データ | 615-67-8(Hazardous Substances Data) |
用途
使用
Chlorohydroquinone is a component of polyethers based on organotin with potential application to breast cancer treatment via growth inhibition. Also a component in the synthesis of contraceptive agents in pharmaceutical compounds. It is also used within hydroxylation and catalysis organic reactions in the synthesis of pharmacologically active phenolic compounds.
製法・合成法
製造方法
Chlorohydroquinone is obtained by reacting p-benzoquinone with hydrochloric acid. First dissolve p-benzoquinone with chloroform and pass dry hydrogen chloride gas under cooling to obtain.
純化方法
Crystallise the hydroquinone from CHCl3 or toluene. [Beilstein 6 IV 5767.]