pyridine hydrofluoride

• ChemBase编号: 8093
• 分子式: C5H6FN
• 平均质量: 99.1062432
• 单一同位素质量: 99.04842742
• SMILES: c1cnccc1.F
• Canonical SMILES: c1cccnc1.F
• InChI: InChI=1S/C5H5N.FH/c1-2-4-6-5-3-1;/h1-5H;1H
• InChIKey: GRJJQCWNZGRKAU-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: pyridine hydrofluoride
• IUPAC传统名: pyridine hydrofluoride
• 别名: HF-吡啶; 氟化氢吡啶; 吡啶氢氟酸盐; 氟化氢吡啶络合物; Olah′s reagent; PPHF; Poly(pyridine fluoride); Pyridinium poly(hydrogen fluoride); Pyridinium polybifluoride; HF-Pyridine; Pyridine hydrofluoride; Hydrogen fluoride pyridine; Hydrogen fluoride/pyridine (55% HF); Hydrogen fluoride-pyridine (70% HF); Olah's Reagent; Hydrogen fluoride/pyridine (70% HF); Hydrogen fluoride pyridine complex; pyridine hydrofluoride

登记号

• CAS号: 62778-11-4; 32001-55-1
• MDL号: MFCD00012436
• Beilstein号: 4750151
• 默克索引号: 146821
• PubChem SID: 160971400; 24851101
• PubChem CID: 64774

理论计算性质

• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 0.6230428
• LogD (pH = 7.4): 0.75354445
• Log P: 0.7555734
• 摩尔折射率: 23.9011 cm^3
• 极化性: 9.4423685 Å^3
• 极化表面积: 12.89 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

• 沸点: 50°C/1mm; 50°C/1mm
• 闪点: none°C
• 密度: 1.1; 1.1 g/mL at 20 °C(lit.); 1.100
• 疏水性(logP): 0.645

安全信息

• 保存注意事项: Moisture Sensitive; MOISTURE SENSITIVE, KEEP COLD, TOXIC, CORROSIVE; Toxic; Very Toxic/Corrosive/Keep Cold
• 欧盟危险性物质标志: 有毒(Toxic) (T); 剧毒(Highly toxic) (T+)
• 联合国危险货物编号: 1790; UN1790
• 德国WGK号: 3
• 联合国危险货物等级: 8
• 联合国危险货物包装类别(PG): 1; I
• 危险公开号: 26/27/28-35
• 安全公开号: 26-28-36/37/39-45
• TSCA收录: true; 否
• GHS危险品标识: GHS05; GHS06
• GHS警示词: Danger
• GHS危险声明: H300-H310-H314-H330; H300-H310-H330-H314-H318
• GHS警示性声明: P260-P264-P280-P284-P301 + P310-P302 + P350; P260-P301+P310-P303+P361+P353-P304+P340-P305+P351+P338-P320-P330-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 1790 8/PG 1
• 保存温度: -20°C

产品相关信息

• 纯度: 95%; ca 70% HF
• 主要成分: hydrogen fluoride, ~70%; pyridine, ~30%
• 线性分子式: C5H5N · (HF)x

详细说明

Apollo Scientific Ltd - PC4828

Convenient form of anhy. HF for hydrofluorination & halo-fluorination of alkenes and alkynes, ask for references.. Packaged in Nalgene bottles

Sigma Aldrich - 184225

General description
储存期间可能含有或形成少量氟化钙。该物质的存在不会对性能指标产生影响。
包装
25, 100 g in poly bottle
Application
Reactant for preparation of:
• Epimers of shikimic acid with the features of fucosylated glycans via zinc-mediated reductive ring opening followed by a Barbier reaction
• Vaccinia H1-related (VHR) phosphatase inhibitor with a nonacidic phosphate-mimicking core structure
• Candidates for nucleic acid drugs
• ω-substituted gem-difluoroalkanes by oxidative desulfurization-difluorinationReagent for:
• Halofluorination reactions
无水 HF 的简易形态，稳定温度高达 50°C。已用于由氨基醇制备 β-氟胺，以及用于炔烃的氟化。1,2 与高价碘(III) 试剂共同用于对位取代酚的 ipso-氟化反应，从而产生环己二烯酮类。3 与 Selectfluor™（目录号 439479）配合用于 2,2-二芳基-1,3-二硫戊环的孪位氟化。4
法律信息
Selectfluor 注册商标 Air Products & Chemicals, Inc.

参考文献

• Convenient form of anhydrous HF, showing increased reactivity in many reactions: J. Org. Chem., 44, 3872 (1979). Alkenes and alkynes undergo hydrofluorination; in the presence of NIS or NBS, iodo- or bromofluorination occurs: Synthesis, 779 (1973). Secondary and tertiary alcohols are converted to alkyl fluorides: Synthesis, 653 (1974). Diazotization of ɑ-amino acids in the presence of the reagent provides good yields of ɑ-fluoro acids: Synthesis, 654 (1974). Reaction with aryldiazonium salts or triazenes leads to aryl fluorides, providing a convenient alternative to the Balz-Schiemann reaction (see Tetrafluoroboric acid, L14037): J. Am. Chem. Soc., 97, 208 (1975); J. Chem. Soc., Chem. Commun., 914 (1979); Bull. Chem. Soc. Jpn., 63, 2058 (1990).
• In combination with nitrosonium tetrafluorborate, ketoximes are converted to gem-difluorides: Synlett, 425 (1994).
• For use in electrophilic electrochemical fluorination, see: J. Fluorine Chem., 83, 31 (1997).
• The reagent is also widely applied to the cleavage of a variety of silyl protecting groups including TBDMS, TES, TBDPS and TIPS: Synthesis, 453 (1986); J. Am .Chem. Soc., 112, 7001 (1990); for further discussion see: P. Kocienski, Protecting Groups, Thieme, Stuttgart (1994).