2-甲烷氧基乙氧基甲基氯

• 产品号: L01050
• CAS号: 3970-21-6
• 分子式: C4H9ClO2
• 分子量: 124.56606
• 纯 度: 94%

产品别名

• 标题: 2-Methoxyethoxymethyl chloride
• IUPAC标准名: 1-(chloromethoxy)-2-methoxyethane
• IUPAC传统名: 1-(chloromethoxy)-2-methoxyethane
• 别名: MEM chloride; 1-(Chloromethoxy)-2-methoxyethane

产品登记号

• MDL号: MFCD00000888
• EC号: 223-589-8
• CAS号: 3970-21-6
• Beilstein号: 1900576

产品性质

• 纯度: 94%
• 沸点: 50-52°C/13mm
• 密度: 1.094
• 闪点: 54°C(129°F)
• 折射率: 1.4270
• GHS危险声明: H350-H226-H315-H319-H335
• 欧盟危险性物质标志: 有毒(Toxic) (T)
• GHS警示性声明: P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A
• 危险公开号: 45-10-36/37/38
• 安全公开号: 53-45
• 保存注意事项: Moisture Sensitive
• TSCA收录: 是
• 联合国危险货物等级: 3
• 联合国危险货物编号: UN1992
• 联合国危险货物包装类别(PG): III

参考文献

• For use in the protection of the OH groups in serine and threonine during peptide synthesis, see: Int. J. Pept. Prot. Res., 25, 544 (1985). See also Appendix 6.
• Reagent for the protection of OH groups, in the presence of a base, e.g. NaH in THF or N-Ethyldiisopropylamine, A11801. The MEM-group is more readily and cleanly introduced than methoxymethyl (MOM) and is stable to a wide range of conditions. The MEM group is selectively cleaved by mild Lewis acids, e.g. ZnBr₂ or TiCl₄: Tetrahedron Lett., 809, 4701, 4705 (1976); 24, 3969 (1983), PPTS: Synth. Commun., 13, 1021 (1983), in situ generated TMS iodide: Tetrahedron Lett., 25, 1429 (1984), or CeCl₃: Org. Lett., 3, 1149 (2001).
• MEM ethers have the ability to coordinate to metals, which is thought to accelerate the cleavage by Lewis acids. The chelating ability of the MEM ether also makes it useful as a stereodirecting group in organometallic reactions, first noted in the stereocontrolled addition of ɑ-methoxyvinyllithium to a carbonyl in the synthesis of taxusin: J. Am. Chem. Soc., 110, 6558 (1988), and subsequently in the addition of MeLi to an ɑ?-unsaturated sulfone: J. Am. Chem. Soc., 113, 3085 (1991); see 2,2,2-Trifluoroethanol, A10788, for another example.
• For cleavage by PPTS, see: Synth. Commun., 1021 (1983). For cleavage by TMS chloride/ NaI or, less effectively, by preformed TMS iodide, see: Tetrahedron Lett., 25, 1429 (1984).