(1H-1,2,3-benzotriazol-1-yloxy)bis(piperidin-1-yl)methylium; hexafluoro-λ5-phosphanuide

• ChemBase编号: 150079
• 分子式: C17H24F6N5OP
• 平均质量: 459.3695402
• 单一同位素质量: 459.16226636
• SMILES: c1ccc2c(c1)nnn2OC(=[N+]1CCCCC1)N1CCCCC1.F[P-](F)(F)(F)(F)F
• Canonical SMILES: C1CCN(CC1)C(=[N+]1CCCCC1)On1nnc2c1cccc2.F[P-](F)(F)(F)(F)F
• InChI: InChI=1S/C17H24N5O.F6P/c1-5-11-20(12-6-1)17(21-13-7-2-8-14-21)23-22-16-10-4-3-9-15(16)18-19-22;1-7(2,3,4,5)6/h3-4,9-10H,1-2,5-8,11-14H2;/q+1;-1
• InChIKey: YNOBMGHLCWIWCL-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: (1H-1,2,3-benzotriazol-1-yloxy)bis(piperidin-1-yl)methylium; hexafluoro-λ^5-phosphanuide; 1-[(1H-1,2,3-benzotriazol-1-yloxy)(piperidin-1-yl)methylidene]-1λ^5-piperidin-1-ylium; hexafluoro-λ^5-phosphanuide
• IUPAC传统名: (1,2,3-benzotriazol-1-yloxy)bis(piperidin-1-yl)methylium hexafluorophosphate; 1-[(1,2,3-benzotriazol-1-yloxy)(piperidin-1-yl)methylidene]-1λ^5-piperidin-1-ylium hexafluorophosphate
• 别名: O-苯并三唑-1-基-N,N,N',N'-二(五亚甲基)六氟磷酸脲; (苯并三氮唑-1-基氧基)二哌啶碳鎓六氟磷酸盐; (苯并三氮唑-1-基氧基)二哌啶碳六氟磷酸盐; HBPipU; O-(Benzotriazol-1-yl)-N,N,N′,N′-bis(pentamethylene)uronium hexafluorophosphate; (Benzotriazol-1-yloxy)dipiperidinocarbenium hexafluorophosphate; O-Benzotriazol-1-yl-N,N,N′,N′-bis(pentamethylene)uronium hexafluorophosphate

登记号

• CAS号: 206752-41-2; 190849-64-0
• MDL号: MFCD01882881; MFCD00191769
• PubChem SID: 24847806; 24866324; 162244241
• PubChem CID: 10863473

理论计算性质

• 质子受体: 5
• 质子供体: 0
• LogD (pH = 5.5): -0.32176
• LogD (pH = 7.4): -0.3217607
• Log P: -0.3217607
• 摩尔折射率: 101.2941 cm^3
• 极化性: 35.377674 Å^3
• 极化表面积: 46.42 Å^2
• 可自由旋转的化学键: 4
• 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: 206 °C (dec.); 206 °C (dec.)(lit.)

安全信息

• 欧盟危险性物质标志: 刺激性(Irritant) (Xi); 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 20/21/22-36/37/38; 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: H302-H312-H315-H319-H332-H335; H315-H319-H335
• GHS警示性声明: P261-P280-P305 + P351 + P338; 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% (TLC); 98%
• Empirical Formula (Hill Notation): C17H24F6N5OP

详细说明

Sigma Aldrich - 420271

包装
1 g in glass bottle

Sigma Aldrich - 12792

Other Notes
最近的研究显示该偶联试剂的晶体和溶液结构为胍的 N-氧化物形式，而不是脲化合物3；肽偶联反应的不吸湿强烈反应剂。这是最近报道的双(四亚甲基)衍生物的类似物4
包装
5 g in glass bottle
Application
Reactant used for: comparison of racemization during peptide coupling1 esterification of nucleosides to solid phase supports for oligonucleotide synthesis2