1,1,3,3-tetramethylthiourea

• ChemBase编号: 104691
• 分子式: C5H12N2S
• 平均质量: 132.22718
• 单一同位素质量: 132.07211939
• SMILES: CN(C)C(=S)N(C)C
• Canonical SMILES: CN(C(=S)N(C)C)C
• InChI: InChI=1S/C5H12N2S/c1-6(2)5(8)7(3)4/h1-4H3
• InChIKey: MNOILHPDHOHILI-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1,1,3,3-tetramethylthiourea
• IUPAC传统名: tetramethylthiourea
• 别名: N,N,N',N'-四甲基硫脲; 四甲基硫脲; TMTU; N,N,N',N'-Tetramethylthiourea; Tetramethylthiourea; TETRAMETHYLTHIOUREA; 1,1,3,3-TETRAMETHYL-2-THIOUREA

登记号

• CAS号: 2782-91-4
• EC号: 220-488-0
• MDL号: MFCD00008324
• Beilstein号: 1744916
• PubChem SID: 24847202; 162091616
• PubChem CID: 17725

理论计算性质

• 质子受体: 0
• 质子供体: 0
• LogD (pH = 5.5): 0.42073998
• LogD (pH = 7.4): 0.42073998
• Log P: 0.42073998
• 摩尔折射率: 40.7203 cm^3
• 极化性: 15.656949 Å^3
• 极化表面积: 6.48 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 75-77 °C(lit.); 75-77°C; 76-78 °C
• 沸点: 245 °C(lit.); 245°C
• 闪点: 190°C(374°F)

安全信息

• 保存条件: 0°C
• RTECS编号: YU2750000
• 欧盟危险性物质标志: X; 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22; R:22
• 安全公开号: 22-24/25; 36; S:36/37/39
• TSCA收录: 是
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302
• GHS警示性声明: P280F-P308+P313-P330-P501A
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥97.0% (GC); 98%
• 级别: purum
• 线性分子式: (CH3)2NCSN(CH3)2

详细说明

MP Biomedicals - 02156828

Crystalline

Sigma Aldrich - 115169

包装
25 g in poly bottle

参考文献

• Ligand for the Pauson-Khand reaction for the synthesis of cyclopentenones (see Octacarbonyldicobalt, 13060), mediated by catalytic amounts of cobalt carbonyl: Org. Lett., 7, 593 (2005), or palladium chloride: Synlett, 1657 (2005).
• Effective poison for halting the Rosenmund reduction of benzoyl chloride at the aldehyde stage: J. Chem. Soc., 2024 (1962). For a review of the Rosenmund reduction, see: Org. React., 4, 362 (1948). See also Palladium, 11722 and Quinoline, A11545.
• Used in combination with Lawesson's Reagent, A14530 for converting diesters to bis-thioesters for subsequent radical coupling as a method of ring formation, e.g. in Nicolaou's syntheses of hemibrevitoxin B and brevitoxin B: J. Am. Chem. Soc., 115, 3558 (1993); 117, 10227 (1995).