化工社化工社 化学情報印刷レポート · 研究参考用
1,3-ジメチル尿素
1,3-ジメチル尿素 · N,N'-ジメチル尿素 · sym-ジメチル尿素 · 1,3-ジメチルウレア · Ｎ，Ｎ’－ジメチル尿素 · Ｎ，Ｎ’ジメチル尿素 · 1,3-ジメチルカルバミド · ジメチル尿素
識別子と物理属性
| CAS No. | 96-31-1 |
|---|---|
| 分子式 | C3H8N2O |
| 平均分子量 | 88.11 g/mol |
| 単同位体質量 | 88.06366288 g/mol |
| SMILES | CNC(=O)NC |
| InChIKey | MGJKQDOBUOMPEZ-UHFFFAOYSA-N |
| PubChem CID | 7293 |
| ChEMBL | CHEMBL1234380 |
| ChEBI | CHEBI:80472 |
| EC No. | 202-498-7 |
| DTXSID | DTXSID5025156 |
| 現地名 | 1,3-ジメチル尿素 |
化学・物理的性質
| XLogP | -0.5 |
|---|---|
| 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 | 0 |
| 重原子数 | 6 |
| 形式電荷 | 0 |
| 複雑度 | 46.8 |
| 物質分類 | Nitrogen Compounds -> Urea Compounds |
| SpringerMaterials Properties | Boiling point |
| LogP（分配係数） | -0.490-0.78 |
| 密度 | 1.142 (NTP, 1992) - Denser than waterwill sink1.1 g/cm³ |
| Color/Form | RHOMBIC BIPYRAMIDAL CRYSTALS FROM CHLOROFORM-ETHERCOLORLESS PRISMS |
| 溶解度 | greater than or equal to 100 mg/mL at 70 °F (NTP, 1992)VERY SOL IN WATER & ALCOHOLINSOL IN ETHERSolubility in water, g/100ml at 21.5 °C: 76.5 (good)H2O: 0.1 g/mL 無色透明765g/L（21.5℃） |
| 引火点 | 154 °C157 °C |
| 沸点 | 514 to 518 °F at 760 mmHg (NTP, 1992)268-270 °C269.00 °C. @ 760.00 mm Hg268-270 °C(lit.) |
| 融点 | 226 °F (NTP, 1992)108 °C108.00 °C. @ 760.00 mm Hg102-107 °C101-104 °C(lit.) |
| 蒸気圧 | 0.54 [mmHg]Vapor pressure, Pa at 20 °C: 0.0426 hPa (115 °C) |
| Physical Description | N,n'-dimethylurea appears as colorless crystals. (NTP, 1992)Dry PowderColorless solid[Hawley] Sheet[Alfa Aesar MSDS] Colorless powder[OECD SIDS: 1,3-Dimethylurea - 2003]COLOURLESS-TO-WHITE CRYSTALLINE POWDER. |
| 自然発火温度 | 400 °C |
| 屈折率 | 1.4715 (estimate) |
| 貯蔵条件 | Store below +30°C. |
| pKa（酸解離定数） | 14.57±0.46(Predicted) |
| 外観・状態 | クリスタル |
| 色 | 白い |
| pH | 9.0-9.5 (100g/l, H2O, 20℃) |
| BRN | 1740672 |
| 化粧品成分の機能 | 爪のコンディショニング |
| InChI | 1S/C3H8N2O/c1-4-3(6)5-2/h1-2H3,(H2,4,5,6) |
| InChIKey | MGJKQDOBUOMPEZ-UHFFFAOYSA-N |
| SMILES | CNC(=O)NC |
| LogP（分配係数） | -0.783 at 25℃ |
| CAS データベース | 96-31-1(CAS DataBase Reference) |
| NISTの化学物質情報 | Urea, N,N'-dimethyl-(96-31-1) |
| EPAの化学物質情報 | 1,3-Dimethylurea (96-31-1) |
化学的特性
white crystals
安全性と法規制
| GHS 分類 | This chemical does not meet GHS hazard criteria for 98.8% (169 of 171) of all reports.Not ClassifiedAggregated GHS information provided per 171 reports by companies from 4 notifications to the ECHA C&L Inventory.WarningH373: May causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure]P260, P319, and P501 (click each P-code to see the statement) |
|---|---|
| 規制情報 | Chemical: Urea, N,N'-dimethyl-Urea, N,N'-dimethyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Urea, N,N'-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: 13-07-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/10061Urea, N,N'-dimethyl-: Does not have an individual approval but may be used under an appropriate group standard |
| その他の安全情報 | Evaluation - Chemicals that are unlikely to require further regulation to manage risks to environment |
| 火災危険 | Flash point data for this chemical are not availableit is probably combustible. (NTP, 1992)Combustible. Gives off irritating or toxic fumes (or gases) in a fire. Finely dispersed particles form explosive mixtures in air. |
| 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] Not irritating to skin or eyes of rabbits[IUCLID] An irritant[Alfa Aesar MSDS] Causes tremor, cyanosis, and respiratory depression in intraperitoneal lethal-dose study of rats[RTECS] |
| 反応性グループ | Amides and Imides |
| Reactivity Profile | N,N'-DIMETHYLUREA 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). |
| Chemical Dangers | Decomposes on heating. This produces nitrogen oxides. The solution in water is a weak base. Reacts with strong reducing agents. This generates fire hazard. |
| Physical Dangers | Dust explosion possible if in powder or granular form, mixed with air. |
| Air and Water Reactions | Water soluble. |
| Hazard Classes and Categories | Not ClassifiedSpecific target organ toxicity - Repeated exposure - Category 2 (kidney) |
| 消火 | Fires involving this material should be controlled using a dry chemical carbon dioxide or Halon extinguisher. (NTP, 1992)Use carbon dioxide, water spray. |
| 応急処置措置 | Fresh air, rest.Rinse and then wash skin with water and soap.Rinse with plenty of water (remove contact lenses if easily possible).Rinse mouth. Give one or two glasses of water to drink. |
| 応急処置 | EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. |
| 非火災時の漏出対応 | SMALL SPILLS AND LEAKAGE: If you spill this chemical, you should dampen the solid spill material with water, then transfer the dampened material to a suitable container. Use absorbent paper dampened with water to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Wash all contaminated surfaces with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. |
| 漏出処分 | Personal protection: particulate filter respirator adapted to the airborne concentration of the substance. Sweep spilled substance into covered containers. If appropriate, moisten first to prevent dusting. Wash away remainder with plenty of water. |
| Eye Prevention | Wear safety goggles. |
| Fire Prevention | NO open flames. |
| Inhalation Risk | No indication can be given about the rate at which a harmful concentration of this substance in the air is reached. |
| Skin Prevention | Protective gloves. |
| Exposure Prevention | PREVENT DISPERSION OF DUST! |
| Ingestion Prevention | Do not eat, drink, or smoke during work. |
| Inhalation Prevention | Use local exhaust. |
| 相互作用 | 1,3-DIMETHYLUREA INDUCED CANCER IN RATS & MICE WHEN ADDED TO THEIR FOOD SIMULTANEOUSLY WITH SODIUM NITRITE. THE MINIMAL DOSES OF NITRITE NECESSARY TO INDUCE TUMORS, WHEN GIVEN SIMULTANEOUSLY WITH THE AMINO COMPD, WERE NOT MUCH HIGHER THAN THOSE ALLOWED AS FOOD ADDITIVES, & WERE MUCH LOWER THAN THE NITRITE CONCN IN FOODS FOLLOWING BACTERIAL NITRITE FORMATION.SIMULTANEOUS TREATMENT OF PREGNANT RATS AND MICE WITH SODIUM NITRITE (0.5-0.75% IN DRINKING WATER ON DAYS 11-15 OF GESTATION) AND N,N'-DIMETHYLUREA (1000 MG/KG INTRAPERITONEALLY ON DAY 11 OR 13 OF GESTATION) PRODUCED THE SAME TERATOGENIC EFFECTS AS TREATMENT WITH THE NITROSYLATED HOMOLOGS OF THESE METHYLUREAS. |
| Signs and Symptoms | Cough.Redness. |
| Non-Human Toxicity Excerpts | N,N'-dimethylurea (DMU) was tested for mutagenicity in the Salmonella/microsome preincubation assay using the standard protocol approved by the National Toxicology Program. DMU was tested at doses of 0.10, 0.33, 1.0, 3.3, and 10 mg/plate in as many as 5 Salmonella typhimurium strains (TA1535, TA1537, TA97, TA98, and TA100) in the presence and absence of rat or hamster liver S-9. N,N'-dimethylurea was negative in these tests and the highest ineffective dose tested in any S. typhimurium strain was 10 mg/plate. |
| F | 10-21 |
| 水環境危害等級（WGK） | 1 |
| TSCA 収載状態 | TSCA listed |
| RTECS 番号 | YS9868000 |
| 毒性 | LD50 orally in Rabbit: 4000 mg/kg |
| 税関コード | 29241900 |
| 危険文句（R） | 62-63-68 |
| 化審法 | (2)-1734 |
| 安全措置（S） | 22-24/25 |
| 自然発火温度 | 400 °C |
| 貯蔵分類 | 11 - Combustible Solids |
| 有害物質データ | 96-31-1(Hazardous Substances Data) |
用途
用途
有機合成原料。
用途
繊維処理剤、ニトロセルロース用コロイド剤原料、医薬(キサチン)原料
使用
N,N′-Dimethylurea can be used:As a starting material to synthesize N,N′-dimethyl-6-amino uracil. In combination with β-cyclodextrin derivatives, to form low melting mixtures (LMMs), which can be used as solvents for hydroformylation and Tsuji-Trost reactions.To synthesize N,N′-disubstituted-4-aryl-3,4-dihydropyrimidinones via Biginelli condensation under solvent-free conditions.
一般的な説明
Colorless crystals.
製法・合成法
純化方法
Crystallise the urea from acetone/diethyl ether by cooling in an ice bath. Also crystallise it from EtOH and dry it at 50o/5mm for 24hours [Bloemendahl & Somsen J Am Chem Soc 107 3426 1985]. [Beilstein 4 IV 207.]