Tetrabutylammonium Bromide 四丁基溴化铵,无水

CAS 1643-19-2 MFCD00011633

化学结构图

1643-19-2
SMILES: CCCC[N+](CCCC)(CCCC)CCCC.[Br-]

化学属性

Mol. FormulaC16H36BrN
Mol. Weight322.37
Melting Point102-106°C
Density1.039 g/mL at 25 °C
TSCAYes
Boiling Point102 °C at 760 mmHg
Refractive indexn20/D 1.422
Solubility600 G/L (20 ºC)
Stability易吸潮
Appearance 白色至类白色晶体,熔点 100-104°C ,水溶性 600 g/L (20°C)
Danger-Level-
pH-:-
Redox-

别名和识别编码

Chemical NameTetrabutylammonium Bromide
CAS Number1643-19-2
Alfabeta NameTETRABUTYLAMMONIUMBROMIDE
MDL NumberMFCD00011633
PubChem Substance ID87571718
Beilstein Registry Number3570983
EC Number216-699-2
Reaxys-RN3570983
Synonym Tetrabutylammonium (bromide) {LY} Tetrabutylammonium (bromide) {} {LY} Tetrabutylammonium (bromide) {} {} {LY} Tetrabutylammonium (bromide) {} {} {} {LY} Tetrabutylammonium (bromide) {} {} {} {} {LY} Tetrabutylammonium (bromide) {} {} {} {} {} {} {} {} {} {} {LY} Tetrabutylammonium (bromide) {} {} {} {} {} {} {LY} Tetrabutylammonium (bromide) {} {} {} {} {} {} {} {LY} Tetrabutylammonium (bromide) {} {} {} {} {} {} {} {} {LY} Tetrabutylammonium (bromide) {} {} {} {} {} {} {} {} {} {LY} Tetrabutylammonium (bromide) {} {} {} {} {} {} {} {} {} {} {LY} Tetrabutylammonium (bromide) {} {} {} {} {} {} {} {} {} {} {} {LY} Tetrabutylammonium (bromide) {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {LY} Tetrabutylammonium (bromide) {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Tetrabutylammonium (bromide) {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Tetrabutylammonium (bromide) {} {} {} {} {} {} {} {} {
Chemical Name Translation四丁基溴化铵,无水
LabNetwork Molecule IDLN00173744
InChIInChI=1S/C16H36N.BrH/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.[Br-]
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分类

  • {SNA} Ammonium Salts, Chemical Synthesis, Phase Transfer Catalysts, Synthetic Reagents
  • {SNA} 12 Principles Aligned Products, Ammonium Salts, Chemical Synthesis, Essential Chemicals, Greener Alternative Products, Lab essentials, Phase Transfer Catalysts, Research Essentials, Salts,

产品应用

  • 离子对色谱试剂,相转移催化剂。巴氨西林、舒他西林等的合成。

相关文献及参考

  • Phase-transfer catalyst of wide application. Some illustrative examples are given below. See also Appendix 2.
  • ß-Lactones are formed by the cyclization of ß-bromoacids under phase-transfer conditions: Chem. Pharm. Bull., 29, 1063 (1981).
  • Effective catalyst for amination reactions of alkyl or activated aryl halides, by increasing the solubility of ammonia in organic media: J. Chem. Soc., Chem. Commun., 267 (1987).
  • An improved procedure for the Curtius rearrangement involves reaction of acid chlorides with azide ion under phase-transfer conditions: Synthesis, 38 (1983).
  • K salts of ω-bromocarboxylic acids can be cyclized to lactones under effectively "high-dilution" conditions by extracting into toluene in the presence of a small amount of catalyst. The 16-membered ring lactone was formed in 92% yield: J. Org. Chem., 48, 1533 (1983).
  • Beilstein: 4,IV,557
  • Short: III/31a
  • Aromatic carboxamides undergo N-alkylation with alkyl halides using KOH under solvent-free conditions: Synth. Commun., 22, 1661 (1992).
  • Primary alkyl chlorides can be converted to alcohols in excellent yield by phase-transfer reaction with sodium formate and hydrolysis of the resulting formate esters: Synthesis, 763 (1986).
  • Has been used as an "ionic liquid" in the regioselective O-alkylation of ambident nucleophiles: Tetrahedron Lett., 33, 4435 (1992). A method is described whereby the "solvent" can be recovered quantitatively. A semi-molten mixture with KF or CsF has been found to be an effective system for fluorodehalogenation of, e.g., benzyl bromide: J. Fluorine Chem., 73, 185 (1995).

安全信息

Warnings IRRITANT
GHS Symbol
WGK Germany3
Hazard statements
  • H302 Harmful if swallowed 吞食有害
  • H302+H312+H332
  • H315 Causes skin irritation 会刺激皮肤
  • H319 Causes serious eye irritation 严重刺激眼睛
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
Precautionary statements
  • 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+P312+P330
  • P302+P352
  • P302+P352+P332+P313+P362+P364
  • P304+P340+P312
  • P305+P351+P338
  • P305+P351+P338+P337+P313
  • P332+P313
  • P362 Take off contaminated clothing and wash before reuse. 脱掉污染的衣服,清洗后方可重新使用
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Signal word Warning
Safety Statements
  • 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;
  • S37 Wear suitable gloves 戴适当手套;
  • S37/39 Wear suitable gloves and eye/face protection 穿戴适当的手套和眼睛/面保护;
  • 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;
Risk Statements
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
Storage condition Store at room temperature, keep dry and cool {LY} Store at room temperature, keep dry and cool {} {LY} Store at room temperature, keep dry and cool {} {} {LY} Store at room temperature, keep dry and cool {} {} {} {LY} Store at room temperature, keep dry and cool {} {} {} {} {LY} Store at room temperature, keep dry and cool {} {} {} {} {} {LY} Store at room temperature, keep dry and cool {} {} {} {} {} {} { {} {} {} {} {} {} {LY} Store at room temperature, keep dry and cool {} {} {} {} {} {} {} {LY} Store at room temperature, keep dry and cool {} {} {} {} {} {} {} {} {LY} Store at room temperature, keep dry and cool {} {} {} {} {} {} {} {} {} {LY} Store at room temperature, keep dry and cool {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature, keep dry and cool {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature, keep dry and cool {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature, keep dry an
Hazard Codes Xi
Restrict -

其他信息

  • 图谱信息:四丁基溴化铵(1643-19-2)核磁图( 1 HNMR) 四丁基溴化铵(1643-19-2)核磁图( 13 CNMR) 四丁基溴化铵(1643-19-2)质谱(MS) 四丁基溴化铵(1643-19-2)红外图谱(IR2) 四丁基溴化铵(1643-19-2)红外图谱(IR1)
  • MOL 文件:1643-19-2.mol
  • F:3
  • TCI Shanghai:四丁基溴化铵[离子对色谱用试剂] Tetrabutylammonium Bromide [Reagent for Ion-Pair Chromatography],>;99.0%(T)(1643-19-2)
  • 用途二:离子对试剂,用于巴氨西林、舒他西林等的合成。
  • 用途一:用作有机合成中间体,相转移催化剂
  • 用途三:离子对色谱试剂,相转移催化剂。巴氨西林、舒他西林等的合成。
  • Acros Organics:四丁基溴化铵 Tetrabutylammonium bromide, 99+%(1643-19-2)
  • 海关编码:29239000
  • 检测方法:T,NMR
  • Sigma Aldrich:1643-19-2(sigmaaldrich)
  • Hazard Note:Irritant
  • 易吸湿。易溶于水、乙醇、氯仿和丙酮,微溶于苯。有刺激性。商品尚有浓缩溶液。
  • 敏感性:Hygroscopic
  • 四丁基溴化铵价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 30173814 四正丁基溴化铵 25g 35元 2011/04/16 I0365 四丁基溴化铵[离子对色谱用试剂] Tetrabutylammonium Bromide [Reagent for Ion-Pair Chromatography] 25G 312元 2011/04/16 T0054 四丁基溴化铵 Tetrabutylammonium Bromide 500G 1090元
  • MSDS 信息:Tetrabutylammonium bromide(1643-19-2).msds
  • Alfa Aesar:四正丁基溴化铵,98+% Tetra-n-butylammonium bromide, 98+%(1643-19-2)
  • 下游产品:1-苯并噻吩-5-羧酸 --> 阿苯达唑 --> 胡椒醛 --> 3-氨基联苯 --> 5-溴吲唑 --> 4-乙氧基苯基乙酸乙酯 --> 1-苯基环戊烷羧酸 --> 3-苯基苯甲基胺 --> 4-吡啶-2-异恶唑-5-胺 --> 津奥啉 --> 精恶唑禾草灵 --> (R)-(-)-甘油醇缩丙酮 --> 水胺硫磷 --> 盐酸文拉法辛 --> 苯并噻吩-2-羧酸 --> 腈菌唑 --> 2-正丁基-2-苯基-3-(1H-咪唑-1-基)丙腈 --> 5-溴苯并噻吩 --> 奥拉多司 --> Α-丁基-Α-苯基-1H-咪唑-1-丙腈 --> 单硬脂酸甘油酯 --> 1-(3-氨基丙基)哌啶 --> 苯基乙烯基砜 --> 6-溴嘌呤 --> 3,4,5-三甲氧基苯甲酸甲酯 --> 环丙酸酰胺 --> 2,2-二甲基对乙氧基氰苄 --> 左乙拉西坦 --> 4-溴-7-氮杂吲哚 --> 正-午基醚 --> 1,1-环丙烷二甲酸二甲酯 --> Α-正丁基苯乙腈 --> 沸石 --> 四丁基六氟磷酸铵 --> 对叔丁基苄硫醇 --> 四丁基硼氢化铵

系列性分类