trifluoro-1,3,5-triazine

• ChemBase编号: 126782
• 分子式: C3F3N3
• 平均质量: 135.0474096
• 单一同位素质量: 135.00443168
• SMILES: Fc1nc(F)nc(F)n1
• Canonical SMILES: Fc1nc(F)nc(n1)F
• InChI: InChI=1S/C3F3N3/c4-1-7-2(5)9-3(6)8-1
• InChIKey: VMKJWLXVLHBJNK-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: trifluoro-1,3,5-triazine
• IUPAC传统名: cyanuric fluoride
• 别名: 2,4,6-三氟-1,3,5-三嗪; 三聚氟氰; trifluorotriazine; 2,4,6-trifluoro-s-triazine; cyanuryl fluoride; Cyanuric fluoride; 2,4,6-Trifluoro-1,3,5-triazine; Cyanuric fluoride

登记号

• CAS号: 675-14-9
• EC号: 211-620-8
• MDL号: MFCD00014597
• Beilstein号: 124237
• PubChem SID: 24857237; 162221110
• PubChem CID: 12664
• Chemspider ID: 12143
• 维基百科标题: Cyanuric_fluoride

理论计算性质

• 质子受体: 3
• 质子供体: 0
• LogD (pH = 5.5): 1.7186153
• LogD (pH = 7.4): 1.7186153
• Log P: 1.7186153
• 摩尔折射率: 25.1124 cm^3
• 极化性: 7.5072546 Å^3
• 极化表面积: 38.67 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

• 外观: colourless liquid
• 熔点: −38 °C; -38°C
• 沸点: 73-74°C; 74 °C
• 密度: 1.574; 1.574 g/cm^3
• 折射率: 1.3840

安全信息

• 保存注意事项: Moisture Sensitive
• RTECS编号: XZ1750000
• 欧盟危险性物质标志: 腐蚀性(Corrosive) (C); 剧毒(Highly toxic) (T+)
• 联合国危险货物编号: 3389; UN3389
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 1; I
• 危险公开号: 24-26-35; R24, R26, R35
• 安全公开号: 20-26-27/28-36/37/39-45; 26-28-36/37/39-45; S26, S28, S36/37/39, S45
• TSCA收录: 是
• GHS危险品标识: GHS05; GHS06
• GHS警示词: Danger
• GHS危险声明: H310-H314-H330; H310-H330-H314-H318
• GHS警示性声明: P260-P280-P284-P302 + P350-P305 + P351 + P338-P310; P260-P303+P361+P353-P304+P340-P305+P351+P338-P320-P361-P405-P501A
• 个人保护装置: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 3389 6.1/PG 1

产品相关信息

• 纯度: ≥97.0% (GC); 98%
• Empirical Formula (Hill Notation): C3F3N3

详细说明

Sigma Aldrich - 28625

Caution
储存过程中可能沉淀
Other Notes
改性蛋白质中的酪氨酰残留1,2；用于制备羧基氟化物的试剂3,4
包装
10, 50 g in glass bottle

参考文献

• In combination with pyridine, converts carboxylic acids to acyl fluorides in high yields under mild conditions: Synthesis, 487 (1973). Similarly, protected (Fmoc) amino acids are converted in dichloromethane solution to amino acid fluorides. tert-Butyl ester and ether groups are also stable under these conditions. The resulting acyl fluorides are more stable to water than the corresponding acyl chlorides but are more reactive to amines, thus providing a useful peptide coupling method: J. Am. Chem. Soc., 112, 9651 (1990); Tetrahedron, 50, 5309 (1994); Appendix 6. For use of Fmoc amino acid fluorides in solid-phase peptide synthesis, see: Tetrahedron Lett., 32, 1303 (1991); J. Org. Chem., 59, 3275 (1994). For a review of peptide synthesis via amino acid halides, see: Acc. Chem. Res., 29, 268 (1996).
• Carboxylic acids can be converted to alcohols under mild conditions via the acyl fluoride and reduction with NaBH₄ in the presence of MeOH. The method can be carried out in one pot and is applicable to N-protected amino acids and peptides for which other reduction methods are unsuitable: J. Org. Chem., 61, 6994 (1996).
• Reagent for deoxygenation of alkyl sulfoxides, cf Cyanuric chloride, L03442: Synthesis, 221 (1980), and for dehydration, at room temperature in DMF, of Boc amino acid amides to nitriles: Tetrahedron. Lett., 38, 4221 (1997).