chlorotriethylsilane

• ChemBase编号: 88299
• 分子式: C6H15ClSi
• 平均质量: 150.7218
• 单一同位素质量: 150.06315469
• SMILES: [Si](CC)(CC)(CC)Cl
• Canonical SMILES: CC[Si](CC)(CC)Cl
• InChI: InChI=1S/C6H15ClSi/c1-4-8(7,5-2)6-3/h4-6H2,1-3H3
• InChIKey: DCFKHNIGBAHNSS-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: chlorotriethylsilane
• IUPAC传统名: chlorotriethylsilane
• 别名: 三乙基氯硅烷 溶液; 三乙基氯硅烷; 硅烷 E3; Chlorotriethylsilane solution; TESCl; Triethylchlorosilane; Chlorotriethylsilane; TRIETHYLCHLOROSILANE; Triethylsilyl chloride; Chlorotriethylsilane; Silane E3

登记号

• CAS号: 994-30-9
• EC号: 213-615-6
• MDL号: MFCD00000507
• Beilstein号: 1732860
• PubChem SID: 24889361; 24863184; 24854077; 162075275; 24886910
• PubChem CID: 13819

理论计算性质

• 质子受体: 0
• 质子供体: 0
• LogD (pH = 5.5): 2.9347
• LogD (pH = 7.4): 2.9347
• Log P: 2.9347
• 摩尔折射率: 37.639 cm^3
• 极化性: 16.519722 Å^3
• 极化表面积: 0.0 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: -75°C; ca -75°C
• 沸点: 142-144 °C(lit.); 142-147°C; 145-147°C
• 闪点: 1.4 °F; -17 °C; 29°C(84°F); 30 °C; 30°C; 86 °F
• 密度: 0.886 g/mL at 25 °C; 0.898; 0.898 g/mL at 25 °C(lit.); 0.899
• 折射率: 1.4310; n20/D 1.43(lit.)
• 疏水性(logP): 2.195

安全信息

• 保存注意事项: Corrosive/Flammable/Toxic/Moisture Sensitive/Store under Argon; Moisture Sensitive
• 欧盟危险性物质标志: 腐蚀性(Corrosive) (C); 易燃性(Flammable) (F); X
• 联合国危险货物编号: 2924; 2986; UN2986
• 德国WGK号: 1
• 联合国危险货物等级: 3; 8
• 联合国危险货物包装类别(PG): 2; II
• 危险公开号: 10-14-22-35; 11-14-19-35-37
• 安全公开号: 16-26-36/37/39-43-45; 16-26-36/37/39-45; 26-36/37/39-45
• TSCA收录: 是
• GHS危险品标识: GHS02; GHS05; GHS06; GHS07
• GHS警示词: Danger
• GHS危险声明: H225-H302-H314-H335; H226-H301-H314; H301-H314-H318-H226
• GHS警示性声明: P210-P261-P280-P305 + P351 + P338-P310; P280-P301 + P310-P305 + P351 + P338-P310; P280-P305+P351+P338-P309-P310-P403
• 个人保护装置: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2924 3/PG 2; UN 2986 8/PG 2
• 欧盟补充危害声明: May form explosive peroxides., Reacts violently with water.; Reacts violently with water.

产品相关信息

• 纯度: ≥97.0% (GC); ≥99.0%; 95%; 97%; 98+%; 99%
• 浓度: 1.0 M in THF
• 级别: for GC derivatization; produced by Wacker
• 线性分子式: (C2H5)3SiCl

详细说明

MP Biomedicals - 05221548

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 372943

包装
100 mL in Sure/Seal™

Sigma Aldrich - 235067

Application
与格氏试剂共同用于丙二烯的钯催化碳硅烷化反应。格氏试剂进攻丙二烯的中心碳原子，同时末端碳原子被硅烷化。1
包装
5, 25 g in glass bottle

Sigma Aldrich - 75986

Other Notes
根据要求提供批量采购价
包装
5 kg in ss drum

Sigma Aldrich - 90383

Other Notes
本品是一种硅烷化试剂，在某些合成或者分析应用方面优于三甲基硅烷化试剂1,2,3

Toronto Research Chemicals - C421750

Chlorotriethylsilane is used in the preparation of potent silylating agent and lewis acid catalyst. Chlorotriethylsilane derivatived ethers have been shown to be more stable towards hydrolysis than are trimethyl ethers.

参考文献

• Alvisi, C. et al.: J. Org. Chem., 63, 1330 (1998): Higashiya, S. et al.: J. Org. Chem., 69, 6326 (2004)
• Hicks, J.D. et al.: Org. Lett., 9, 5621 (2004)
• Silylation reagent (see Appendix 4). Generally, triethylsilyl (TES) ethers are 10-100x more stable to hydrolysis than their TMS (see Chlorotrimethylsilane, A13651) counterparts but much less so than TBDMS (see tert-Butyldimethylchlorosilane, A13064): J. Org. Chem., 48, 1970 (1983).
• Silylation of alcohols in the presence of e.g. pyridine: J. Chem. Soc., Chem. Commun., 156 (1979); imidazole-DMF: Helv. Chim. Acta, 64, 2002 (1981); or catalyzed by DMAP: J. Org. Chem., 52, 598 (1987) have been reported. The TES group is readily cleaved with TBAF or other F^- reagents. Catalytic amounts of FeCl₃ in MeOH has also been recommended: Synlett, 1260 (2006). Selective cleavage in the presence of TBDMS has been achieved with aqueous AcOH in THF: Liebigs Ann. Chem., 1281 (1986), or 2% HF in acetonirile: Tetrahedron Lett., 26, 5239 (1985).