tetrabutylazanium hydrogen sulfate

• ChemBase编号: 89183
• 分子式: C16H37NO4S
• 平均质量: 339.53428
• 单一同位素质量: 339.24432967
• SMILES: [N+](CCCC)(CCCC)(CCCC)CCCC.S(=O)(=O)(O)[O-]
• Canonical SMILES: [O-]S(=O)(=O)O.CCCC[N+](CCCC)(CCCC)CCCC
• InChI: InChI=1S/C16H36N.H2O4S/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;1-5(2,3)4/h5-16H2,1-4H3;(H2,1,2,3,4)/q+1;/p-1
• InChIKey: SHFJWMWCIHQNCP-UHFFFAOYSA-M

名称和登记号

名称

• IUPAC标准名: tetrabutylazanium hydrogen sulfate
• IUPAC传统名: tetrabutylammonium ion hydrogensulfate; tetrabutylammonium hydrogensulfate
• 别名: 正四丁基硫酸氢基铵; 四丁基硫酸氢铵; 四丁基酒石酸氢铵 溶液; 四丁基硫酸氢铵 溶液; Tetrabutylammonium hydrogen sulfate 溶液; Hydrogen tetra(but-1-yl)ammonium sulphate 97%; Tetra-n-butylammonium hydrogen sulfate; N,N,N-Tributyl-1-butanaminium Sulfate; Tetrabutyl-ammonium Sulfate; TBAHS-MB; Tetra-n-butylammonium Hydrogen Sulfate; Tetrabutylammonium Hydrosulfate; Tetrabutylammonium Hydrogensulfate; TETRABUTYLAMMONIUM HYDROGEN SULFATE; Tetrabutylammonium hydrogen sulfate; Tetrabutylammonium bisulfate; Tetrabutylammonium hydrogen sulfate solution; Tetrabutylammonium bisulfate solution; Tetrabutylammonium bisulfate solution; Tetrabutylammonium bisulfate, concentrate; Tetrabutylammonium bisulfate; Tetrabutylammonium hydrogensulfate

登记号

• CAS号: 32503-27-8
• EC号: 251-068-5
• MDL号: MFCD00011637
• Beilstein号: 3599663
• PubChem SID: 24888777; 24886402; 24849572; 24888782; 162076066; 24888793
• PubChem CID: 94433

理论计算性质

• 质子受体: 0
• 质子供体: 0
• LogD (pH = 5.5): 1.3234289
• LogD (pH = 7.4): 1.3234289
• Log P: 1.3234289
• 摩尔折射率: 91.3961 cm^3
• 极化性: 31.734425 Å^3
• 极化表面积: 0.0 Å^2
• 可自由旋转的化学键: 12
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform; H2O: soluble10 % (w/v), clear, colorless; Methanol
• 外观: White Solid
• 熔点: 167-173 °C; 168-172°C; 168-172°C; 169-171 °C(lit.); 169-171°C; 169-173 °C; 171-173°C; 171-174 °C
• 密度: 1.01
• 紫外吸收波长: λ: 210 nm Amax: 0.06; λ: 210 nm Amax: 0.10; λ: 220 nm Amax: 0.05; λ: 220 nm Amax: 0.08; λ: 230 nm Amax: 0.03; λ: 230 nm Amax: 0.05; λ: 260 nm Amax: 0.02; λ: 260 nm Amax: 0.05; λ: 500 nm Amax: 0.02

安全信息

• 保存条件: Refrigerator; Room Temperature (15-30°C), Desiccate
• 保存注意事项: Harmful/Irritant/Hygroscopic/Store under Argon
• 欧盟危险性物质标志: X; 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22-36/37/38; R:22-36/37/38
• 安全公开号: 26; 26-36; 26-36/37; S:26-36
• TSCA收录: 是
• GHS危险品标识: GHS06; GHS07
• GHS警示词: Warning
• GHS危险声明: H301-H315-H319-H335; H302-H315-H319-H335; H315-H319
• GHS警示性声明: P261-P301+P310-P305+P351+P338-P302+P352-P405-P501A; P261-P305 + P351 + P338; P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves; Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

产品相关信息

• 纯度: >97%; ≥97.0% (T); ≥99.0%; ≥99.0% (T); 97%
• 浓度: ~55% in H2O
• 级别: for ion pair chromatography; puriss.; purum
• 适用性: corresponds to standard for filter test; corresponds to standard for RP gradient test
• 痕量阴离子: bromide (Br-): ≤50 mg/kg
• 品质说明: ampule
• λ: 10 % in H2O; in concentrate
• 线性分子式: (CH3CH2CH2CH2)4N(HSO4)

详细说明

MP Biomedicals - 02152103

Purity: >97% Crystalline Phase transfer catalyst C16H37NO4S MW 339.5

Sigma Aldrich - 72453

包装
250 mL in poly bottle

Sigma Aldrich - 86847

包装
安瓿瓶装浓缩液 (~0.33M)，用于 6×1L 0.005M 即用型溶液

Sigma Aldrich - 155837

包装
1 kg in poly bottle
25, 100 g in poly bottle

Toronto Research Chemicals - T289220

Displays antibacterial properties due to the presence of the quaternary amine and the counter ion.

参考文献

• Igalsbe, M. L. et al.; Bioorgan. Med. Chem Lett 19, 4984 (2009)
• For phase-transfer catalyzed conversion of nitriles to amides by alkaline H₂O₂, see: Synthesis, 243 (1980).
• In the dehydrohalogenation of aryl 2-haloethyl ethers to give vinyl ethers, this catalyst was found much more effective than the corresponding halides or benzyltriethylammonium salts: Synthesis, 688 (1979).
• The oxidation of primary alcohols to aldehydes by potassium chromate under phase-transfer conditions is better for higher homologues, where solubility in the aqueous phase is limited: Synthesis, 134 (1979). For phase-transfer catalyzed dichromate oxidation of secondary alcohols to ketones, see: Tetrahedron Lett., 1601 (1978).
• For use in the permanganate oxidation of benzylic positions, see Potassium permanganate, A12170.
• Widely used phase-transfer catalyst; see Appendix 2. Some illustrative applications are given below:
• Benzanilides have been N-alkylated in the presence of NaOH and K₂CO₃: Synth. Commun., 18, 2011 (1988).
• It was the most effective catalyst studied for the cyclization of ?-amino acids to ?-lactams by methanesulfonyl chloride and KHCO₃: Chem. Lett., 443 (1981).