2-Methoxyethoxymethyl Chloride 2-甲氧基乙氧基甲基氯

CAS 3970-21-6 MFCD00000888

化学结构图

3970-21-6
SMILES: COCCOCCl

化学属性

Mol. FormulaC4H9ClO2
Mol. Weight124.57
Density1.091
Refractive index1.4260 to 1.4290
Boiling Point50-52 °C/13 mmHg(lit.)
Flash Point>110°C
TSCAYes
Appearance 无色或淡黄色液体。
Stability对热和湿度敏感

别名和识别编码

Chemical Name2-Methoxyethoxymethyl Chloride
CAS Number3970-21-6
EC Number223-589-8
Beilstein Registry Number1900576
MDL NumberMFCD00000888
Synonym 1-(Chloromethoxy)-2-methoxyethane 1-(Chloromethoxy)-2-methoxyethane~MEM chloride 1-(chloromethoxy)-2-methoxy-ethan 1-Chloro-2,5-dioxahexane 1-Methoxy-2-(chloromethoxy)ethane 2-METHOXYETHOXYMETHYL CHLORIDE 2-Methoxy-1-(Chloromethoxy) 2-Methoxyethoxymethyl Chloride {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {}
PubChem Substance ID87572692
Chemical Name Translation2-甲氧基乙氧基甲基氯
Reaxys-RN1900576
InChIKeyBIAAQBNMRITRDV-UHFFFAOYSA-N
LabNetwork Molecule IDLN00195246
InChIInChI=1S/C4H9ClO2/c1-6-2-3-7-4-5/h2-4H2,1H3
Canonical SMILESCOCCOCCl
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分类

  • {SNA} Chemical Synthesis, Other Protecting and Derivatizing Reagents, Protecting and Derivatizing Reagents, Protection and Derivatization, Synthetic Reagents
  • {SNA} Chemical Synthesis, Others, Protecting and Derivatizing Reagents, Protection and Derivatization, Synthetic Reagents

产品应用

  • OH-保护试剂. MEM醚在各种反应条件下都很稳定。医药上用作罗红霉素的中间体。

相关文献及参考

  • 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 ɑß-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).
  • 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).

安全信息

Signal word
GHS Symbol
WGK Germany3
Safety Statements
  • 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);
  • S53 Avoid exposure - obtain special instructions before use 避免接触,使用前获得特别指示说明;
  • S16 Keep away from sources of ignition - No smoking 远离火源,禁止吸烟;
Risk Statements
  • R10 Flammable 易燃
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
  • R45 May cause cancer 可能致癌
Precautionary statements
  • P305+P351+P338
  • P308+P313
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P201 Obtain special instructions before use. 使用前获取专门指示。
  • P271 Use only outdoors or in a well-ventilated area.? 只能在室外或通风良好的地方使用。
  • P332+P313
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
  • P337+P313
  • P304+P340+P310
  • P310 Immediately call a POISON CENTER or doctor/physician. 立即呼救解毒中心或医生/医师。
  • 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。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P303+P361+P353
  • P403+P233
  • P240 Ground/bond container and receiving equipment. 与地面接触/连接集装箱和接受设备。
  • P270 Do not eat, drink or smoke when using this product. 使用本产品时不要吃东西,喝水或吸烟。
  • P241 Use explosion-proof electrical/ventilating/lighting/…/equipment. 使用防爆电气/通风/照明/ .../设备。
  • 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。
  • P202 Do not handle until all safety precautions have been read and understood. 已阅读并理解所有的安全预防措施之前,切勿操作。
  • P302+P352+P310+P361+P364
  • 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。
  • P305+P351+P338+P337+P313
Hazard statements
  • H226 Flammable liquid and vapour 易燃液体和蒸气
  • H315 Causes skin irritation 会刺激皮肤
  • H302 Harmful if swallowed 吞食有害
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
  • H350 May cause cancer 可能致癌
  • H319 Causes serious eye irritation 严重刺激眼睛
Personal Protective Equipment Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
Packing GroupII
UN Number UN 2810 6.1/PG 2 2929 UN1992
Storage condition +4°C -20°C 0-10 0-10°C 4℃ Moisture Sensitive 储存温度2-8℃,充氩保存
Hazard Codes T
Hazard Class6.1/3

其他信息

  • 用途二:用作罗红霉素的中间体。
  • 2-甲氧基乙氧基甲基氯价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2014/06/02 M0680 2-甲氧乙氧基甲基氯 2-Methoxyethoxymethyl Chloride 25ML 868元 2014/06/02 M0680 2-甲氧乙氧基甲基氯 2-Methoxyethoxymethyl Chloride 500ML 7430元 2010/06/21 185981000 2-甲氧基乙氧基甲基氯 MEM chloride 94% 100 GR 5697元
  • 用途三:OH-保护试剂. MEM醚在各种反应条件下都很稳定。医药上用作罗红霉素的中间体。
  • 敏感性:Moisture Sensitive
  • Sigma Aldrich:3970-21-6(sigmaaldrich)
  • Alfa Aesar:2-甲烷氧基乙氧基甲基氯,94% 2-Methoxyethoxymethyl chloride, 94%(3970-21-6)
  • 下游产品:罗红霉素
  • Hazard Note:Toxic
  • MSDS 信息:beta-Methoxyethoxymethyl chloride(3970-21-6).msds
  • Acros Organics:B-甲氧基乙氧基甲基氯 MEM chloride, 94%(3970-21-6)
  • TCI Shanghai:2-甲氧乙氧基甲基氯 2-Methoxyethoxymethyl Chloride,>;95.0%(GC)(3970-21-6)
  • MOL 文件:3970-21-6.mol
  • F:10-21
  • 用途一:用于生产罗红霉素中间体

系列性分类


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