1,3-ジブロモ-5,5-ジメチルヒダントイン
1,3-ジブロモ-5,5-ジメチルヒダントイン · 1,3-ジブロモ-4,4-ジメチルイミダゾリジン-2,5-ジオン · 1,3-ジブロモジメチルヒダントイン · ジブロマンチン · 1,3-ジブロモ-5,5-ジメチル-1H-イミダゾール-2,4-ジオン · 1,3-ジブロモ-5,5-ジメチルイミダゾリジン-2,4-ジオン · 1,3-ジブロモ-5,5-ジメチル-2,4-イミダゾリジンジオン · 1，3ジブロモ5，5ジメチルヒダントイン
識別子と物理属性
| CAS No. | 77-48-5 |
|---|---|
| 分子式 | C5H6Br2N2O2 |
| 平均分子量 | 285.92 g/mol |
| 単同位体質量 | 283.87960163 g/mol |
| SMILES | CC1(C)C(=O)N(Br)C(=O)N1Br |
| InChIKey | VRLDVERQJMEPIF-UHFFFAOYSA-N |
| PubChem CID | 6479 |
| ChEMBL | CHEMBL3184055 |
| EC No. | 201-030-9 |
| DTXSID | DTXSID3035341 |
| 現地名 | 1,3-ジブロモ-5,5-ジメチルヒダントイン |
化学・物理的性質
| XLogP | 1.5 |
|---|---|
| 極性表面積 | 40.6 |
| 水素結合供与体数 | 0 |
| 水素結合受容体数 | 2 |
| 回転可能結合数 | 0 |
| 重原子数 | 11 |
| 形式電荷 | 0 |
| 複雑度 | 229 |
| 物質分類 | Other Uses -> Biocides/Disinfectants |
| Food Contact Substances | FCS -> FDA Inventory of Effective Food Contact Substance (FCS) Notifications |
| Physical Description | Dry PowderLight yellow powder[Aldrich MSDS] |
| 融点 | 197-199 °C (dec.)(lit.) |
| 沸点 | 250.2±23.0 °C(Predicted) |
| 密度 | 1.00 g/cm3 (25℃) |
| 屈折率 | 1.6220 (estimate) |
| 引火点 | 155 °C |
| 貯蔵条件 | Store below +30°C. |
| 溶解度 | 1g/リットルアルコール、エーテル、ベンゼンに可溶。水に不溶。 |
| 外観・状態 | 粉 |
| pKa（酸解離定数） | -3.44±0.40(Predicted) |
| 色 | クリーム色または淡い黄色 |
| Decomposition | 197-199 ºC |
| Merck | 14,3017 |
| BRN | 146024 |
| InChI | 1S/C5H6Br2N2O2/c1-5(2)3(10)8(6)4(11)9(5)7/h1-2H3 |
| InChIKey | VRLDVERQJMEPIF-UHFFFAOYSA-N |
| SMILES | CC1(C)N(Br)C(=O)N(Br)C1=O |
| CAS データベース | 77-48-5(CAS DataBase Reference) |
| EPAの化学物質情報 | 1,3-Dibromo-5,5-dimethylhydantoin (77-48-5) |
化学的特性
solid
安全性と法規制
| GHS 分類 | DangerH272 (93.5%): May intensify fireoxidizer [Danger Oxidizing liquidsOxidizing solids]P210, P220, P260, P264, P264+P265, P270, P273, P280, P301+P316, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P321, P330, P332+P317, P337+P317, P362+P364, P363, P370+P378, P391, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 231 reports by companies from 22 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 規制情報 | Chemical: 2,4-Imidazolidinedione, 1,3-dibromo-5,5-dimethyl-2,4-Imidazolidinedione, 1,3-dibromo-5,5-dimethyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2,4-Imidazolidinedione, 1,3-dibromo-5,5-dimethyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Active Update: 24-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/100891,3-Dibromo-5,5-dimethylhydantoin: Does not have an individual approval but may be used under an appropriate group standard |
| 有害性の概要 | Evidence of thyroid hypofunction in repeated dose study of rats[RTECS] Corrosive to skinNot sensitizing to guinea pigsHalohydantoins: The persistent metabolites, 5,5-Dimethylhydantoin (DMH) and 5-Ethyl-5-methylhydantoin (EMH), are used for developing toxicity data for this group of compoundsQuickly decomposed by water forming hypochlorous or hypobromous acid (the true biocidal agents) and DMH or EMHDMH/EMH: Sub-chronic, developmental, reproductive, and chronic toxicity animal studies have shown non-specific toxicity at high doses (no evidence of carcinogenicity, reproductive or developmental toxicity, and limited evidence of mutagenicity)[Reference #1] An oxidizer that can intensify fireCauses burnsInhalation may cause corrosive injuries to upper respiratory tract and lungsToxic by ingestion[Aldrich MSDS] See 1,3-Dichloro-5,5-dimethylhydantoin. |
| Hazard Classes and Categories |
用途
用途
有機合成用試薬。
説明
1,3-Dibromo-5,5-dimethylhydantoin is an important chemical product and has been widely applied in chemical, pharmaceutical and agricultural industries with various kinds of advantages including excellent stability, high content of bromine and high reactive activity.
使用
Brominating agent. Analytical reagent for determination of iodide and organic iodine, and for identification tests.
一般的な説明
Currently, the combined formulation between 1,3-Dibromo-5,5-dimethylhydantoin(DBDMH) and other halogenated hydantoin for application has become a hotspot in recent years such as the combined application of BCDMH and DBDMH as well as the combined application of DCDMH and DBDMH. For the combined formulation of DBDMH and other halogenated hydantoin, one critical factor is the ratio between effective chlorine and effective bromine.
製法・合成法
純化方法
Recrystallise it from H2O. Its solubility in CCl4 is 0.003 mol/L at 25o and 0.024 mol/L at 76.5o. [Beilstein 24 III/IV 1101.]