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2,4,6-Triisopropylbenzenesulfonyl Chloride
(CAS RN:6553-96-4 产品编码:T0459)

结构式

2,4,6-Triisopropylbenzenesulfonyl Chloride
中文名 2,4,6-三异丙基苯磺酰氯

基本信息

产品编码 T0459

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纯度/分析方法 >97.0%(T)
储藏温度 0-10°C
分子式(M.F.) / 分子量(M.W.) C15H23ClO2S=302.86
CAS RN 6553-96-4
相关CAS RN
MDL编码 MFCD00007433
包装
监管条件代码(*)
国内危险化学品序号
  • 产品详细信息
  • 安全&法规

规格

Purity(GC) min. 95.0 %
Purity(Argentmetric Titration) min. 97.0 %
Melting point 94.0 to 99.0 deg-C
Solubility in Toluene almost transparency

文献

Reaxys-RN 1218575
PubChem SID 87576405
F&F 6,622

GHS

图形或危害标志
提示语 危险
危险有害信息
  • H290
  • :可能腐蚀金属
  • H314
  • :造成严重皮肤灼伤和眼损伤
注意
  • P234
  • :只能在原容器中存放。
  • P260
  • :请勿吸入粉尘或雾。
  • P264
  • :作业后彻底洗手和洗脸。
  • P280
  • :戴防护手套、防护服、面部防护。
  • P301+P330+P331+P310
  • :如果吞咽:漱口。请勿催吐。立刻呼叫中毒控制中心或者医生。
  • P303+P361+P353+P310+P363
  • :如果皮肤(或头发)沾染:立刻脱掉所有受沾染的衣物。用水冲洗皮肤或者淋浴。立刻呼叫中毒控制中心或者医生。受沾染的衣物清洗后方能再次使用。
  • P304+P340+P310
  • :如果吸入:将受害者移到新鲜空气处,保持呼吸通畅。立刻呼叫中毒控制中心或者医生。
  • P305+P351+P338+P310
  • :如果进入眼睛:用水小心冲洗几分钟。如果戴有隐形眼镜且可方便取出,取出隐形眼镜。继续冲洗。立刻呼叫中毒控制中心或者医生。
  • P390
  • :吸收溢出物,防止材料损坏。
  • P405
  • :存放处须加锁。
  • P406
  • :存放在带有耐腐蚀内管的耐腐蚀瓶子或金属容器中。
  • P501
  • :内容物和容器的废弃处置,请遵守当地、地区和国家的法律法规。

交通信息

UN号码 3261
类别 8
包装等级 III

应用

Condensing Agent Effective for the Condensation of Hindered Amines

Experimental procedure: 2,4,6-Triisopropylbenzenesulfonyl chloride (144 mg, 0.48 mmol) is added in three portions every 30 min to a mixture of 1 (100 mg, 0.31 mmol), triethylamine (0.13 mL, 0.93 mmol), DMAP (5 mg) and 2 (104 mg, 0.63 mmol) in chloroform (ethanol free, 5 mL) at reflux temperature. After heating at reflux for 4 h, the reaction mixture is cooled to room temperature, poured into 1 mol/L HCl, and extracted with dichloromethane. The extracts are successively washed with dilute aq. NaHCO3, water and brine, and then dried over Na2SO4. Evaporation of the solvent affords a residue, which is purified over silica gel column chromatography (dichloromethane : acetone = 5:1 - 7:3) to yield a residue, which is crystallized from a mixture of acetone and ether to afford 147 mg (100% yield) of the product 3 as crystals.

References

  • A Facile Synthesis of a Sterically Congested Amide: A Convenient Method of Steroidal 17β-Amide Synthesis from 17β-Carboxylic Acid and a Hindered Amine with 2,4,6-Triisopropylbenzenesulfonyl Chloride as a Condensing Reagent

Efficient synthesis of N2-dimethylaminomethylene-2’-O-methylguanosine

Typical procedure (protection of the O6-position of guanosine): To a suspension of 3’,5’-O-di-tert-butylsilanediylguanosine (2.12 g) in dry CH2Cl2 are added DMAP (0.122 g), Et3N (4.18 mL), and 2,4,6-triisopropylbenzenesulfonyl chloride (4.68 g) under argon. The reaction mixture is stirred at room temperature for 3 h and then the solvent is removed under reduced pressure. The residue is dissolved in ethyl acetate and the solution is washed with saturated NaHCO3 solution and brine, and dried over Na2SO4. After filtration, the solvent is evaporated in vacuo. The residue is purified by column chromatography (eluent: 50-60 % CHCl3 in hexane) to give the O6-protected guanosine as a colorless foam (3.34 g, 97%).

References

PubMed Literature

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