Chlorodimethylphenylsilane 二甲基苯基氯硅烷
CAS 768-33-2 MFCD00000499
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专业采购外包团队在线服务
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分类
- {SNA} Chemical Synthesis, Protecting and Derivatizing Reagents, Protection and Derivatization, Silicon-Based, Synthetic Reagents
- {uni_hamburg} no charge; carbocycle; aromatic; 6RingOnly; 6ring; 1fragment
产品应用
- 用于通过手性硅基炔丙醇的原酸酯 Claisen 重排反应合成对映体富集的联烯硅烷。
相关文献及参考
- Short: III/35D2
- Silylating agent (see Appendix 4): J. Chromat., 147, 291 (1978). Dimethylphenylsilyl (DMPS) ethers are somewhat more resistant to hydrolysis than TMS and are useful in the chromatographic analysis of monosaccharides with UV detection: J. Chromat., 264, 99 (1983); Carbohydr. Res., 119, 241 (1983). See also Dimethylphenylsilane, L04558. The lithio-derivatives of esters and lactones are silylated by DMPSCl on carbon (TMSCl gives O-silylation): J. Am. Chem. Soc., 103, 2418 (1981).
- See also: J. Chem. Soc., Perkin 1, 1209 (1998).
- The reactions of various metallated DMPS derivatives have been extensively studied by Fleming's group and others. DMPSLi gives an organocopper species with CuI which undergoes conjugate addition to enones, to give ß-silyl ketones: J. Chem. Soc., Perkin 1., 2520 (1981):
- For a study of diastereoselectivity in the preparation of ß-silyl esters from ɑß-unsaturated esters and amides attached to chiral auxiliaries, see: J. Chem. Soc., Perkin 1, 303 (1995). For a brief feature on Phenyldimethylsilyllithium, see: Synlett, 1522 (2000).
- Aryl-, alkenyl- and alkynyldimethylchlorosilanes undergo homo-coupling in the presence of TBAF and a catalytic amount of CuI to give biaryls or the corresponding symmetrical dienes or diynes in high yield: J. Chem. Soc., Perkin 1, 797 (1997).
- Short: III/35F
- The DMPS group attached to carbon may function as a masked OH group. Protodesilylation gives the silyl fluoride, which can be converted to the alcohol with overall retention of configuration by reaction with m-CPBA, peracetic acid/ Br2, or peracetic acid/ Mg(OAc)2 with or without Pd(II) catalysis. For a detailed study, see: J. Chem. Soc., Perkin 1, 317 (1995):
安全信息
GHS Symbol
- H227 Combustible liquid 可燃液体
- H314 Causes severe skin burns and eye damage 导致严重的皮肤灼伤和眼睛损伤
- 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。
- P234 Keep only in original container. 只保留在原来的容器中。
- 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。
- P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
- 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+P310
- P303+P361+P353+P310+P363
- P304+P340
- P304+P340+P310
- P305+P351+P338
- P305+P351+P338+P310
- P310 Immediately call a POISON CENTER or doctor/physician. 立即呼救解毒中心或医生/医师。
- P370+P378
- P390 Absorb spillage to prevent material damage. 吸收溢出物,防止重大损害。
- P403+P235
- P405 Store locked up. 上锁保管。
- P406 Store in corrosive resistant/… container with a resistant inner liner. 存放在耐腐蚀/具有耐性的内衬容器。
- P501 Dispose of contents/container to..… 处理内容物/容器.....
- R34 Causes burns 会导致灼伤
- R37 Irritating to respiratory system 刺激呼吸道
- 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;
- 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);
其他信息
- 存储注意事项:氮气保护;湿度敏感
- 检测方法:GC
- 上游原料:乙醚 --> 四氢呋喃 --> 石油醚 --> 甲苯 --> 正己烷 --> 氮 --> 镁 --> 三苯基膦 --> 碘 --> 溴苯 --> 苯甲酰氯 --> 氰化亚铜 --> 锂 --> 二氯二甲基硅烷 --> 二(氰基苯)二氯化钯 --> (N.N-二乙基)氨基二甲基氯硅烷
- Alfa Aesar:二甲基苯基氯硅烷,97+% Chlorodimethylphenylsilane, 97+%(768-33-2)
- Acros Organics:苯基二甲基氯硅烷 Chlorodimethylphenylsilane, 95%(768-33-2)
- TCI Shanghai:二甲基苯基氯硅烷 Chlorodimethylphenylsilane,>;95.0%(GC)(768-33-2)
- F:10-21
- 图谱信息:苯基二甲基氯硅烷(768-33-2)质谱(MS) 苯基二甲基氯硅烷(768-33-2)核磁图( 13 CNMR) 苯基二甲基氯硅烷(768-33-2)核磁图( 1 HNMR)
- Sigma Aldrich:768-33-2(sigmaaldrich)
- 敏感性:Moisture Sensitive
- 苯基二甲基氯硅烷价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2014/06/02 D1147 二甲基苯基氯硅烷 Chlorodimethylphenylsilane 25ML 773元 2010/06/21 151070250 苯基二甲基氯硅烷 Chlorodimethylphenylsilane 95% 25 GR 1096元 2010/06/21 151070050 苯基二甲基氯硅烷 Chlorodimethylphenylsilane 95% 5 GR 339元
- MOL 文件:768-33-2.mol
- TSCA:Yes