1,4,8,11-tetraazacyclotetradecane

• ChemBase编号: 87525
• 分子式: C10H24N4
• 平均质量: 200.32436
• 单一同位素质量: 200.20009679
• SMILES: N1CCNCCCNCCNCCC1
• Canonical SMILES: C1CNCCNCCCNCCNC1
• InChI: InChI=1S/C10H24N4/c1-3-11-7-9-13-5-2-6-14-10-8-12-4-1/h11-14H,1-10H2
• InChIKey: MDAXKAUIABOHTD-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1,4,8,11-tetraazacyclotetradecane
• IUPAC传统名: cyclam
• 别名: 1,4,8,11-四氮环十四烷; 1,4,8,11-四氮杂环十四烷; 1,4,8,11-四氮环十四烷; Cyclam; 1,4,8,11-Tetraazacyclotetradecane 98%; Cyclam; 1,4,8,11-Tetraazacyclotetradecane; 1,4,8,11-Tetraazacyclotetradecane

登记号

• CAS号: 295-37-4
• EC号: 206-039-1
• MDL号: MFCD00005105
• Beilstein号: 111811
• PubChem SID: 162074565; 24855689
• PubChem CID: 64964
• CHEBI ID: 37401
• CHEMBL: 125150
• Chemspider ID: 58489
• 维基百科标题: Cyclam

理论计算性质

• 质子受体: 4
• 质子供体: 4
• LogD (pH = 5.5): -8.574456
• LogD (pH = 7.4): -6.0942044
• Log P: -1.3376942
• 摩尔折射率: 60.6284 cm^3
• 极化性: 24.545666 Å^3
• 极化表面积: 48.12 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

• 溶解度: 5 g/100 mL (20 °C) in water
• 熔点: 184-186 °C(lit.); 184-188°C; 185 - 188°C; 185-190 °C

安全信息

• 保存注意事项: Air Sensitive
• RTECS编号: XA5254800
• 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; 26-37
• TSCA收录: 否
• 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; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

产品相关信息

• 纯度: ≥96.0% (NT); 98%; 98+%
• 级别: purum
• 燃烧残渣: ≤1%
• Empirical Formula (Hill Notation): C10H24N4

详细说明

Sigma Aldrich - 259160

General description
氮杂大环金属络合物通常是开链配体在体外更稳定的替代品。
包装
1, 5 g in poly bottle

Sigma Aldrich - 86725

Other Notes
合成带侧臂的氮杂大环类化合物1,2,3,4

参考文献

• Nitrogen analogue of the crown ethers (see Appendix 2), forming stable complexes with metal ions: Inorg. Chem., 4,1102, 1109 (1965); Can. J. Chem., 48, 1481 (1970). For examples of use as a versatile ligand in coordination chemistry, see: Acc. Chem. Res., 11, 392 (1978); J. Chem. Soc., Chem. Commun., 1322 (1986); 1075 (1987); 156 (1988); Inorg. Chem., 26, 908 (1987); J. Am. Chem. Soc., 110, 3679 (1988).
• Complex with iron(II) triflate is an effective epoxidation catalyst: J. Am. Chem. Soc., 113, 7052 (1991).
• The Ni(II) complex catalyzes the novel electrochemical reaction of epoxides with carbon dioxide to give good yields of cyclic carbonates: J. Chem. Soc., Chem. Commun., 43 (1995). A similar system catalyzes the electrochemical intramolecular reductive cyclization of a series of o-halogenated aryl alkenes: Tetrahedron Lett., 36, 4429 (1995):
  
• For use in synthesis of molecules with electroactive cavities, see (Ferrocenylmethyl)trimethylammonium iodide, 39399.