Tetrabutylammonium Fluoride 四丁基氟化铵

CAS 429-41-4 MFCD00011747

化学结构图

429-41-4
SMILES: CCCC[N+](CCCC)(CCCC)CCCC.[F-]

化学属性

Mol. FormulaC16H36FN
Mol. Weight261.46
Refractive indexn20/D 1.456
TSCAYes
Density0.903
Flash Point-17.22°C
Melting Point62-63°C
RedoxReduction
Boiling PointNo data available

别名和识别编码

Chemical NameTetrabutylammonium Fluoride
MDL NumberMFCD00011747
PubChem Substance ID2724141
CAS Number429-41-4
Reaxys-RN3570522
Merck Number9187
Beilstein Registry Number3762762
Synonym Tetrabutylammonium (fluoride) (solution),1M in THF {LY} Tetrabutylammonium (fluoride) (solution),1M in THF {} {LY} Tetrabutylammonium (fluoride) (solution),1M in THF {} {} {LY} Tetrabutylammonium (fluoride) (solution),1M in THF {} {} {} {LY} Tetrabutylammonium (fluoride) (solution),1M in THF {} {} {} {} {LY} Tetrabutylammonium (fluoride) (solution),1M in THF {} {} {} {} {} {LY} Tetrabutylammonium (fluoride) (solution),1M in THF {} {} {} {} {} {} {LY} Tetrabutylammonium (fluoride) (solution),1M in THF {} {} {} {} {} {} {} {LY} Tetrabutylammonium (fluoride) (solution),1M in THF {} {} {} {} {} {} {} {} {LY} Tetrabutylammonium (fluoride) (solution),1M in THF {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {LY} Tetrabutylammonium (fluoride) (solution),1M in THF {} {} {} {} {} {} {} {} {} {} {LY} Tetrabutylammonium (fluoride) (solution),1M in THF {} {} {} {} {} {} {} {} {} {} {} {LY} Tetrabutylammonium (fluoride) (solution),1M in THF {} {} {} {} {} {} {} {} {} {}
EC Number207-057-2
Chemical Name Translation四丁基氟化铵
LabNetwork Molecule IDLN00163257
InChIInChI=1S/C16H36N.FH/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;/h5-16H2,1-4H3;1H/q+1;/p-1
Canonical SMILESCCCC[N+](CCCC)(CCCC)CCCC.[F-]
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分类

  • {SNA} Chemical Synthesis, Deprotecting Reagents, Fluoride Sources, Protection and Derivatization, Synthetic Reagents
  • {SNA} Chemical Synthesis, Deprotecting Reagents, Fluoride Sources, Other Supported Reagents, Protection and Derivatization, Solid Supported Synthesis, Specialty Synthesis, Supported Reagent

产品应用

  • 用于酰基化,硅化反应和硅醚解理的催化剂

相关文献及参考

  • Fluoride ion as a base in organic synthesis: Chem. Rev., 80, 429 (1980). Synthetic aspects of the use of organosilicon compounds under nucleophilic catalysis conditions: Tetrahedron, 44, 2675 (1988). For a brief feature on uses of TBAF, see: Syn
  • For the cleavage of disilanes to give "metal-free" silyl anions, see Hexamethyl­disilane, A13155.
  • Merck: 14,9187
  • For nucleophilic displacement of halide or tosylate by TBAF in the preparation of alkyl and acyl fluorides, see: J. Org. Chem., 49, 3216 (1984); Org. Synth. Coll., 8, 258 (1993).
  • Mild catalyst for the silylation of OH by silazanes: Tetrahedron Lett., 35, 8409 (1994), or by hydrosilanes and disilanes: Tetrahedron Lett., 35, 8413 (1994). See Appendix 4.
  • Ester enolates can be displaced from silicon, and trapped by reaction with carbonyl compounds without ɑ-hydrogens: Tetrahedron Lett., 1699 (1976). Under similar conditions, ketones with ɑ-hydrogens are converted under kinetic control to their silyl enol ethers with high (Z)-stereoselectivity (see Ethyl­ (trimethyl­silyl)­acetate, A17707): J. Am. Chem. Soc., 98, 2346 (1976); Org. Synth. Coll., 7, 512 (1990):
  • Reagent for deprotection of N-Boc groups under mild conditions: Tetrahedron Lett., 43, 589 (2002).
  • Promotes the directed aldol condensation of silyl enol ethers with aldehydes at low temperatures under very mild conditions: J. Org. Chem., 48, 932 (1983); alkali metal fluorides give poor results.
  • Many other examples exist where the reagent acts as a base in organic synthesis:
  • Specific reagent for the cleavage of silyl ethers, including TBDMS: J. Am. Chem. Soc., 94, 6190 (1972), (see tert-Butyl­dimethyl­chlorosilane, A13064), as well as the more stable TBDPS: Org. Synth. Coll., 9, 4 (1998), and TIPS: J. Org. Chem., 45, 4797 (1980); (see also tert-Butyl­diphenyl­chlorosilane, A12721 and Chlorotriisopropyl­silane, A17376).
  • Reviews:

安全信息

WGK Germany3
GHS Symbol
Precautionary statements
  • P210 Keep away from heat/sparks/open flames/hot surfaces. — No smoking. 远离热源/火花/明火/热的表面。——禁止吸烟。
  • P233 Keep container tightly closed. ?保持容器密闭。
  • P240 Ground/bond container and receiving equipment. 与地面接触/连接集装箱和接受设备。
  • P241+P242+P243
  • P260 Do not breathe dust/fume/gas/mist/vapours/spray. 不要吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P270 Do not eat, drink or smoke when using this product. 使用本产品时不要吃东西,喝水或吸烟。
  • P271 Use only outdoors or in a well-ventilated area.? 只能在室外或通风良好的地方使用。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P301+P330+P331
  • P301+P330+P331+P310
  • P303+P361+P353+P310+P363
  • P304+P340+P310
  • P305+
  • P305+P351+P338
  • P305+P351+P338+P310
  • P308+P311
  • P310 Immediately call a POISON CENTER or doctor/physician. 立即呼救解毒中心或医生/医师。
  • P370+P378
  • P403 Store in a well-ventilated place. 储存在通风良好的地方。
  • P403+P233
  • P403+P235
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Hazard statements
  • H314 Causes severe skin burns and eye damage 导致严重的皮肤灼伤和眼睛损伤
  • H351 Suspected of causing cancer 怀疑致癌
  • H225 Highly flammable liquid and vapour 高度易燃液体和蒸气
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
  • H302+H312+H332
  • H302 Harmful if swallowed 吞食有害
Hazard Codes 3 F,C
Personal Protective Equipment Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
Signal word Danger
UN Number 1759 2924 UN2924
Safety Statements
  • S16 Keep away from sources of ignition - No smoking 远离火源,禁止吸烟;
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后,立即用大量水冲洗并征求医生意见;
  • S27 Take off immediately all contaminated clothing 立即脱掉全部污染的衣服;
  • S33 Take precautionary measures against static discharges 对静电采取预防措施;
  • S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护;
  • S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时,立即求医(可能时出示标签);
  • S60 This material and its container must be disposed of as hazardous waste 该物质及其容器必须作为危险废物处置;
  • S9 Keep container in a well-ventilated place 保持容器在通风良好的场所;
Packing GroupII
Risk Statements
  • R11 Highly flammable 非常易燃
  • R19 May form explosive peroxides 可能生成易爆的过氧化物质
  • R34 Causes burns 会导致灼伤
  • R37 Irritating to respiratory system 刺激呼吸道
  • R40 Limited evidence of a carcinogenic effect 有限证据表明其致癌作用
Storage condition Solution, -20°C, 2 years {LY} Solution, -20°C, 2 years Store at room temperature {} {LY} Solution, -20°C, 2 years {} {} {LY} Solution, -20°C, 2 years {} {} {} {LY} Solution, -20°C, 2 years {} {} {} {} {LY} Solution, -20°C, 2 years {} {} {} {} {} {LY} Solution, -20°C, 2 years {} {} {} {} {} {} {LY} Solution, -20°C, 2 years {} {} {} {} {} {} {} {LY} Solution, -20°C, 2 years {} {} {} {} {} {} {} {} {LY} Solution, -20°C, 2 years {} {} {} {} {} {} {} {} {} {LY} Solution, -20°C, 2 years {} {} {} {} {} {} {} {} {} {} {LY} Solution, -20°C, 2 years {} {} {} {} {} {} {} {} {} {} {} {LY} Solution, -20°C, 2 years {} {} {} {} {} {} {} {} {} {} {} {} {LY} Solution, -20°C, 2 years {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Solution, -20°C, 2 years {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Solution, -20°C, 2 years {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {}
Hazard Class3/8

其他信息

  • MOL 文件:22206-57-1.mol
  • 四丁基氟化铵水合物价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/04/16 T1037 四丁基氟化铵水合物[用于酰基化,硅化反应和硅醚解理的催化剂] Tetrabutylammonium Fluoride Hydrate [for Catalyst of acylation, silylation and cleavage of silyl ether] 25G 1350元 2011/04/16 T1037 四丁基氟化铵水合物[用于酰基化,硅化反应和硅醚解理的催化剂] Tetrabutylammonium Fluoride Hydrate [for Catalyst of acylation, silylation and cleavage of silyl ether] 250G 7680元
  • F:3
  • TCI Shanghai:四丁基氟化铵水合物[用于酰基化,硅化反应和硅醚解理的催化剂] Tetrabutylammonium Fluoride Hydrate [for Catalyst of acylation, silylation and cleavage of silyl ether],>;98.0%(T)(22206-57-1)
  • Sigma Aldrich:22206-57-1(sigmaaldrich)

系列性分类


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