1,3-ジフェニル尿素
1,3-ジフェニル尿素 · アカルジットI · ジフェニルカルバミド · N,N'-ジフェニル尿素 · カルバニリド · sym-ジフェニル尿素 · カルバニリド 1,3-ジフェニル尿素 · 1,3-ジフェニル尿素(sym-〃)
識別子と物理属性
| CAS No. | 102-07-8 |
|---|---|
| 分子式 | C13H12N2O |
| 平均分子量 | 212.25 g/mol |
| 単同位体質量 | 212.094963 g/mol |
| SMILES | O=C(Nc1ccccc1)Nc1ccccc1 |
| InChIKey | GWEHVDNNLFDJLR-UHFFFAOYSA-N |
| PubChem CID | 7595 |
| ChEMBL | CHEMBL354676 |
| ChEBI | CHEBI:41320 |
| EC No. | 203-003-7 |
| DTXSID | DTXSID2025183 |
| 現地名 | 1,3-ジフェニル尿素 |
化学・物理的性質
| XLogP | 3 |
|---|---|
| 極性表面積 | 41.1 |
| 水素結合供与体数 | 2 |
| 水素結合受容体数 | 1 |
| 回転可能結合数 | 2 |
| 重原子数 | 16 |
| 形式電荷 | 0 |
| 複雑度 | 196 |
| 物質分類 | Nitrogen Compounds -> Urea CompoundsIndustrial compound |
| 医薬品 | Pharmaceuticals -> Listed in ZINC15 |
| SpringerMaterials Properties | Boiling point |
| LogP（分配係数） | 3.00 |
| 密度 | 1.239 (NTP, 1992) - Denser than waterwill sink1,239 g/cm3 |
| Color/Form | RHOMBIC BIPYRAMIDAL PRISMS FROM ALCOHOLORTHORHOMBIC PRISMS FROM ALCOHOLCOLORLESS PRISMS |
| 溶解度 | less than 0.1 mg/mL at 64 °F (NTP, 1992)SPARINGLY SOL IN WATER (0.15 G/L)SAPRINGLY SOL IN ALCOHOL, ACETONE, CHLOROFORMMODERATELY SOL IN PYRIDINE (69.0 G/L).SOL IN ACETIC ACID, ETHERINSOL IN BENZENE0.15 mg/mLピリジン：可溶50mg/mL、透明～微濁、無色～微黄色150.3mg/L(温度表記なし) |
| 沸点 | 504 °F at 760 mmHg (Decomposes) (NTP, 1992)260 °C (DECOMPOSE)262 °C(lit.) |
| 融点 | 460 °F (NTP, 1992)238 °C239 - 240 °C239-241 °C(lit.) |
| Physical Description | 1,3-diphenylurea is an off-white powder. (NTP, 1992)Large CrystalsColorless solid[HSDB] Off-white powder[Alfa Aesar MSDS] |
| Other Experimental Properties | SUBLIMES IN CURRENT OF HYDROGEN AT 220 °CUV: 5-361 (Organic Electronic Spectral Data, Phillips et al, John Wiley & Sons, New York) /Urea, 1,1-diphenyl/ |
| 蒸気圧 | 0-0Pa at 20-25℃ |
| 屈折率 | 1.6920 (estimate) |
| 引火点 | 260°C |
| 貯蔵条件 | Sealed in dry,Room Temperature |
| 外観・状態 | 結晶性粉末 |
| pKa（酸解離定数） | 14.15±0.70(Predicted) |
| 色 | 白い |
| Merck | 14,1785 |
| BRN | 782650 |
| 安定性 | 安定。強力な酸化剤とは相容れない。 |
| InChI | 1S/C13H12N2O/c16-13(14-11-7-3-1-4-8-11)15-12-9-5-2-6-10-12/h1-10H,(H2,14,15,16) |
| InChIKey | GWEHVDNNLFDJLR-UHFFFAOYSA-N |
| SMILES | O=C(Nc1ccccc1)Nc2ccccc2 |
| LogP（分配係数） | 2.97 |
| CAS データベース | 102-07-8(CAS DataBase Reference) |
| NISTの化学物質情報 | Urea, N,N'-diphenyl-(102-07-8) |
| EPAの化学物質情報 | Carbanilide (102-07-8) |
化学的特性
1,3-Diphenylurea is supplied as a solid. A stock solution may be made by dissolving the 1,3-diphenylureain, the solvent of choice, which should be purged with an inert gas. 1,3-Diphenylurea is soluble in organic solvents such as DMSO and dimethyl formamide. The solubility of 1,3-diphenylurea in these solvents is approximately 30 mg/ml.1,3-Diphenylurea is sparingly soluble in aqueous buffers. For maximum solubility in aqueous buffers1,3-diphenylurea should first be dissolved in DMSO and then diluted with the aqueous buffer of choice.1,3-Diphenylurea has a solubility of approximately 50 ug/ml in a 1:20 solution of DMSO: PBS (pH 7.2) using this method.
安全性と法規制
| GHS 分類 | This chemical does not meet GHS hazard criteria for 20% (1 of 5) of reports.WarningH302 (80%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P321, P330, P362+P364, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 5 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 規制情報 | Urea, N,N'-diphenyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Urea, N,N'-diphenyl- 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: 26-03-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/20899Urea, N,N'-diphenyl-: Does not have an individual approval but may be used under an appropriate group standard |
| 火災危険 | Flash point data for this chemical are not available, but it is probably combustible. (NTP, 1992) |
| 健康有害性 | ACUTE/CHRONIC HAZARDS: When heated to decomposition this compound emits toxic fumes. (NTP, 1992) |
| 有害性の概要 | No evidence of mutagenicity[HSDB] May cause irritation[Alfa Aesar MSDS] |
| 反応性グループ | Amides and Imides |
| Reactivity Profile | 1,3-DIPHENYLUREA is an amide. Amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx). |
| Air and Water Reactions | Insoluble in water. |
| Hazard Classes and Categories | Acute Tox. 4 (80%) |
| 消火 | Fires involving this compound should be controlled using a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992) |
用途
用途
アクロレイン、ベンズアルデヒドなどの自動酸化防止に用いられる。
一般的な説明
1,3-Diphenylurea is a cytokinin compound present in fruit and vegetables.
製法・合成法
調製方法
N,N'-Diphenylurea, carbanilide, can be produced in high yields by heating 2 mol of aniline with 1 mol of urea in glacial acetic acid.