[(dimethylamino)[(2,5-dioxopyrrolidin-1-yl)oxy]methylidene]dimethylazanium; tetrafluoroboranuide

• ChemBase编号: 100171
• 分子式: C9H16BF4N3O3
• 平均质量: 301.0462528
• 单一同位素质量: 301.12208467
• SMILES: N1(C(=O)CCC1=O)OC(=[N+](C)C)N(C)C.[B-](F)(F)(F)F
• Canonical SMILES: F[B-](F)(F)F.O=C1CCC(=O)N1OC(=[N+](C)C)N(C)C
• InChI: InChI=1S/C9H16N3O3.BF4/c1-10(2)9(11(3)4)15-12-7(13)5-6-8(12)14;2-1(3,4)5/h5-6H2,1-4H3;/q+1;-1
• InChIKey: YEBLHMRPZHNTEK-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: [(dimethylamino)[(2,5-dioxopyrrolidin-1-yl)oxy]methylidene]dimethylazanium; tetrafluoroboranuide
• IUPAC传统名: [(dimethylamino)[(2,5-dioxopyrrolidin-1-yl)oxy]methylidene]dimethylazanium tetrafluoroborate
• 别名: O-(N-琥珀酰亚胺基)-N,N,N′,N′-四甲基四氟硼酸脲; N,N,N′,N′-四甲基-O-(N-琥珀酰亚胺)脲四氟硼酸盐; 2-琥珀酰亚胺基-1,1,3,3-四甲基脲鎓四氟硼酸酯; O-(N-Succinimidyl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate; N,N,N′,N′-Tetramethyl-O-(N-succinimidyl)uronium tetrafluoroborate; TSTU; N-{(Dimethylamino)[(2,5-dioxopyrrolidin-1-yl)oxy]methylidene}-N-methylmethylaminium tetrafluoroborate; O-(N-Succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; 2-Succinimido-1,1,3,3-tetramethyluronium tetrafluoroborate

登记号

• CAS号: 105832-38-0
• EC号: 000-000-0
• MDL号: MFCD00077875
• PubChem SID: 24888487; 162087384; 24864036
• PubChem CID: 9857522

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: soluble0.1 g/mL, clear
• 熔点: 195-200 °C; 195-200°C; 198-201 °C(lit.); 198-201°C

安全信息

• 保存注意事项: Irritant/Light Sensitive/Moisture Sensitive/Keep Cold/Store under Argon; Moisture Sensitive
• 欧盟危险性物质标志: X; 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 22-36/37/38; 36/37/38
• 安全公开号: 26-36; 26-36/37
• TSCA收录: 否
• GHS危险品标识: GHS06; GHS07
• GHS警示词: Warning
• GHS危险声明: H301-H315-H319-H335; H315-H319-H335
• GHS警示性声明: P261-P301+P310-P305+P351+P338-P302+P352-P405-P501A; P261-P305 + P351 + P338
• 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: ≥98.0% (T); 97%; 98%
• 级别: purum
• 产品质量级别: PREMIUM
• Empirical Formula (Hill Notation): C9H16BF4N3O3

详细说明

Sigma Aldrich - 385530

包装
1, 5 g in glass bottle
Application
Reactant for: Linking sensor molecules with amino groups to amino functionalized AFM tips1 Reactant for synthesis of: A polymer supported oranotin reagent for prosthetic group labeling of biological macromolecules with radioiodine2 L-Rhamnose antigen3 Fluorinated rhodamines for optical microscopy and nanoscopy3 c(RGDyK) targeted SN38 prodrug4 Polyelectrolytes for thin film construction5

Sigma Aldrich - 85972

Other Notes
用于高质量原位形成 N-琥珀酰亚胺活性酯的试剂6；用于肽合成的偶联剂7,8
Application
Reactant for: Linking sensor molecules with amino groups to amino functionalized AFM tips1 Reactant for synthesis of: A polymer supported oranotin reagent for prosthetic group labeling of biological macromolecules with radioiodine2 L-Rhamnose antigen3 Fluorinated rhodamines for optical microscopy and nanoscopy3 c(RGDyK) targeted SN38 prodrug4 Polyelectrolytes for thin film construction5

参考文献

• Reagent for the formation of succinimidyl active esters, used for attaching Ru complexes to 5'-amino modified oligonuleotides for use in time-resolved fluorescence techniques: Helv. Chim. Acta, 71, 2085 (1988). In situ formation of succinimidyl active esters can be used in peptide coupling in aqueous solutions: Tetrahedron Lett., 30, 1927 (1989). For peptide reagents, see Appendix 6.