Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Tetramethylurea
TMU · TETRAMETHYLUREA · N,N,N',N'-TETRAMETHYLUREA · Urea, tetramethyl- · Temur · tetramethyl-ure · Olaparib Impurity 38 · 1,1,3,3-tetramethyl-ure
식별자 및 물리적 특성
| CAS No. | 632-22-4 |
|---|---|
| 분자식 | C5H12N2O |
| 평균 분자량 | 116.16 g/mol |
| 단동위원소 질량 | 116.094963 g/mol |
| SMILES | CN(C)C(=O)N(C)C |
| InChIKey | AVQQQNCBBIEMEU-UHFFFAOYSA-N |
| PubChem CID | 12437 |
| ChEMBL | CHEMBL11949 |
| ChEBI | CHEBI:84278 |
| EC No. | 211-173-9 |
| DTXSID | DTXSID1060893 |
화학 및 물리적 성질
| XLogP | 0.2 |
|---|---|
| 극성 표면적 | 23.6 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 1 |
| 회전 가능 결합 수 | 0 |
| 무거운 원자 수 | 8 |
| 형식 전하 | 0 |
| 복잡도 | 78.4 |
| 물질 분류 | Nitrogen Compounds -> Urea Compounds |
| SpringerMaterials Properties | Schoenflies notation |
| LogP(분배 계수) | log Kow = 0.19 |
| 냄새 | FAINT, PLEASANT희미한 기분 좋은 냄새 |
| 밀도 | 0.9687 @ 20 °C/4 °C0.968 g/mL at 20 °C(lit.) |
| Color/Form | LIQUID |
| 용해도 | MISCIBLE WITH WATER, PETROLEUM ETHER, ALL COMMON SOLVENTSSLIGHTLY SOL IN ALCOHOLwater solubility = 1X10+6 mg/l물, 석유 에테르 및 일반 용매와 섞일 수 있습니다. |
| 인화점 | ABOUT 75 °C150 °F |
| 끓는 점 | 176.5 °C177 °C(lit.) |
| 녹는점 | -1.2 °C−1 °C(lit.) |
| 증기압 | vaopr pressure = 13.9 mm Hg @ 71 °C |
| 굴절률 | INDEX OF REFRACTION: 1.4493 @ 25 °C/Dn20/D 1.451(lit.) |
| 저장 조건 | Inert atmosphere,Room Temperature |
| 물리적 상태 | 액체 |
| pKa(산도 계수) | 2.0(at 25℃) |
| 색상 | 무색~담황색 투명 |
| pH | 5-8 (25℃, 1M in H2O) |
| 용해도 | H2O: 20°C에서 1M, 혼화성 |
| Merck | 14,9230 |
| BRN | 773898 |
| 유전율 | 24.460000000000001 |
| InChI | 1S/C5H12N2O/c1-6(2)5(8)7(3)4/h1-4H3 |
| InChIKey | AVQQQNCBBIEMEU-UHFFFAOYSA-N |
| SMILES | CN(C)C(=O)N(C)C |
| NIST | Urea, tetramethyl-(632-22-4) |
| EPA | Tetramethylurea (632-22-4) |
화학적 성질
Tetramethylurea is a clear colorless to pale yellow liquid with mild aromatic odor that is miscible with water and many organic solvents. Unusual for an urea is the liquid state of tetramethylurea in a range of > 170 °C.
안전 및 규제
| GHS 분류 | DangerH302 (97.4%): Harmful if swallowed [Warning Acute toxicity, oral]P203, P264, P270, P280, P301+P317, P318, P330, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 116 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.H227: Combustible liquid [Warning Flammable liquids] |
|---|---|
| 규제 정보 | Chemical: Urea, tetramethyl-Tetramethylurea: Does not have an individual approval but may be used under an appropriate group standard |
| 화재 가능성 | FIRE HAZARD: MODERATE, VIA HEAT, FLAME & OXIDIZERS. |
| 유해성 요약 | Teratogenic effects observed in mice dosed by SC injectionIV doses of 150 mg/kg daily for five days produced weight loss in dogs, monkeys, and mice[HSDB] A strong skin irritant, but not a sensitizer in guinea pigsTemporary kidney injury and possible liver injury observed in two week feeding study of male rats at 450 mg/kg[EPA] Causes general anesthesia and somnolence in IP lethal-dose study of mice[RTECS] Teratogenic effects and fetal loss observed in studies of rodentsNo human data on reproductive or lactation effects[REPROTOX] An irritant[Alfa Aesar MSDS] |
| Special Reports | REVIEW OF PREPN, MFR, PROPERTIES AND USE AS SOLVENT AND AS REAGENT: LUTTRINGHAUS, DIRKSEN, AGNEW CHEM INT ED 3, 260 (1964).[The Merck Index. 9th ed. Rahway, New Jersey: Merck & Co., Inc., 1976., p. 1190] |
| Hazard Classes and Categories | Acute Tox. 4 (97.4%)Flammable liquids - Category 4 |
| 소화 절차 | FOAM, MIST, SPRAY, DRY CHEMICALS. |
| 상호 작용 | MIXING TETRAMETHYLUREA WITH MINERAL OIL INCREASED MATERNAL TMU TOXICITY WHEN APPLIED TO SKIN OF RATS.TETRAMETHYL UREA WAS CAPABLE OF ENHANCING THE TOXICITY OF MORPHINE AND CHLORPROMAZINE IN DOGS, MONKEYS, AND MICE.TETRAMETHYLUREA LOWERED YIELDS AND/OR INCIDENCES OF TUMORS PROMOTED BY RETINYL ACETATE OR CROTON OIL AFTER INITIATION BY 7,12-DIMETHYLBENZ(A)ANTHRACENE. TOPICAL APPLICATION OF INDUCERS MIGHT HAVE THERAPEUTIC POTENTIAL IN EPIDERMAL CARCINOMA. |
| 유해 작용 | Neurotoxin - Other CNS neurotoxin |
| Non-Human Toxicity Excerpts | ONE SC INJECTION OF 5.6 OR 8.6 MMOL TETRAMETHYLUREA/KG OR REPEATED DAILY ADMIN OF 0.9 AND 1.7 MMOL/KG TO PREGNANT MICE HAD A TERATOGENIC EFFECT ON EMBRYOS. GREATEST EFFECT WAS BY SINGLE DOSES ON 8TH OR 11TH DAY OF GESTATION. WHEN GIVEN ON 8TH DAY IT PRODUCED MOSTLY CRANIAL EFFECTS & ON 22ND DAY PAW MALFORMATIONS.TETRAMETHYLUREA WAS APPLIED TO SKIN OF RATS & RABBITS DURING ORGANOGENESIS. SLIGHT TERATOGENIC EFFECTS WERE DEMONSTRATED.TETRAMETHYLUREA 150 MG/KG IV ACUTELY OR DAILY FOR 5 DAYS WAS NOT LETHAL & CAUSED ONLY WEIGHT LOSS IN DOGS, MONKEYS, & MICE. DOSES HIGHER THAN 100 MG/KG CAUSED HYPOTENSION IN DOGS. |
| Toxicity Data | LCLo (rat) = 312 ppm/4h |
| 수질 위해 등급(WGK) | 3 |
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | YU2625000 |
| 운송 번호(UN) | NA 1993 / PGIII |
| 독성 | LD50 i.v. in rats: 1.1 g/kg (Lüttringhaus, Dirksen) |
| 관세 코드 | 29241900 |
| 위험 문구(R) | 22-61 |
| 위험 표시 | Xn,T |
| 안전 문구(S) | 53-45 |
| 위험 등급 | CBLAcute Tox. 4 OralEye Dam. 1Repr. 1BSkin Irrit. 2 |
| 기존화학 물질 | 2015-3-6530 |
| F 고인화성물질 | 3-10 |
| 저장 분류 | 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects |
| 유해 물질 데이터 | 632-22-4(Hazardous Substances Data) |
용도
용도
Tetramethylurea is used as a solvent in dyestuff industries, in condensation reaction and intermediates in surfactant. It is utilized for base catalyzed isomerization and alkylation hydrocyanation due to its low permittivity. It reacts with oxalyl chloride to prepare tetramethyl chloroformamidinium chloride, which is used for the conversion of carboxylic acids and dialkyl phosphates to anhydrides and pyrophosphates respectively.
제조 및 합성 방법
제조 방법
The reaction of dimethylamine with phosgene in the presence of e. g. 50 % sodium hydroxide solution and subsequent extraction with 1,2-dichloroethane yields tetramethylurea in 95% yield.