[(dimethylamino)[(2,5-dioxopyrrolidin-1-yl)oxy]methylidene]dimethylazanium; hexafluoro-$l^{5}-phosphanuide

• ChemBase编号: 100172
• 分子式: C9H16F6N3O3P
• 平均质量: 359.2058202
• 单一同位素质量: 359.08334734
• SMILES: [P-](F)(F)(F)(F)(F)F.O(N1C(=O)CCC1=O)C(=[N+](C)C)N(C)C
• Canonical SMILES: F[P-](F)(F)(F)(F)F.O=C1CCC(=O)N1OC(=[N+](C)C)N(C)C
• InChI: InChI=1S/C9H16N3O3.F6P/c1-10(2)9(11(3)4)15-12-7(13)5-6-8(12)14;1-7(2,3,4,5)6/h5-6H2,1-4H3;/q+1;-1
• InChIKey: STWZCCVNXFLDDD-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: [(dimethylamino)[(2,5-dioxopyrrolidin-1-yl)oxy]methylidene]dimethylazanium; hexafluoro-$l^{5}-phosphanuide; [(dimethylamino)[(2,5-dioxopyrrolidin-1-yl)oxy]methylidene]dimethylazanium; hexafluoro-λ^5-phosphanuide
• IUPAC传统名: [(dimethylamino)[(2,5-dioxopyrrolidin-1-yl)oxy]methylidene]dimethylazanium; hexafluoro-$l^{5}-phosphanuide; [(dimethylamino)[(2,5-dioxopyrrolidin-1-yl)oxy]methylidene]dimethylazanium hexafluorophosphate
• 别名: N,N,N′,N′-四甲基-O-(N-琥珀酸亚胺基)脲六氟磷酸盐; N,N,N′,N′-四甲基脲-O-(N-琥珀酸亚胺基)六氟磷酸盐; HSTU; O-(N-Succinimidyl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; O-(N-Succinimidyl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate; N,N,N′,N′-Tetramethyl-O-(N-succinimidyl)uronium hexafluorophosphate

登记号

• CAS号: 265651-18-1
• MDL号: MFCD01863753
• PubChem SID: 162086270; 24846381
• PubChem CID: 16211151

理论计算性质

• Acid pKa: 17.644016
• 质子受体: 4
• 质子供体: 0
• LogD (pH = 5.5): -3.8706825
• LogD (pH = 7.4): -3.8706825
• Log P: -3.8706825
• 摩尔折射率: 65.131 cm^3
• 极化性: 20.799934 Å^3
• 极化表面积: 52.86 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: acetonitrile: soluble0.5 g/mL, slightly hazy, colorless
• 熔点: 218-221 °C (dec.)

安全信息

• 保存注意事项: Irritant
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26-36
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• 保存温度: -20°C

产品相关信息

• 纯度: ≥99.0% (TLC/N)
• Empirical Formula (Hill Notation): C9H16F6N3O3P

详细说明

Sigma Aldrich - 09668

Other Notes
偶联剂，用于合成肽以及形成其他酰胺。即使在水溶液中，产率依然很高4,5
Application
Reactant for: Synthesis of liposomal contrast agents for magnetic resonance imaging1 Synthesis of thiol-reactive Cy5 derivatives2 Synthesis of protein labeling molecules3