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76513-69-4 - 2-(Chloromethoxy)ethyltrimethylsilane, tech. 90%, stab. with 0.1% N,N-Diisopropylethylamine - 2-(Trimethylsilyl)ethoxymethyl chloride - SEM-chloride - H55074 - Alfa Aesar

H55074 2-(Chloromethoxy)ethyltrimethylsilane, tech. 90%, stab. with 0.1% N,N-Diisopropylethylamine

CAS Number
76513-69-4
Synonyms
2-(Trimethylsilyl)ethoxymethyl chloride
SEM-chloride

Size Price ($) Quantity Availability
1g 32.70
5g 118.00
25g 452.00
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2-(Chloromethoxy)ethyltrimethylsilane, tech. 90%, stab. with 0.1% N,N-Diisopropylethylamine

MDL
MFCD00009919
EINECS
278-483-4

Chemical Properties

Formula
C6H15ClOSi
Formula Weight
166.72
Boiling Point
170-172°
Flash Point
46°(115°F)
Density
0.942
Refractive Index
1.4350
Sensitivity
Moisture Sensitive

Applications

2-(Chloromethoxy)ethyltrimethylsilane is used in the preparation of SEM [2-(trimethylsilyl)ethoxy]methyl]-ethers. It serves as a phenol protecting group in the synthesis of laterifluorones. Further, it reacts with 1H-imidazole to prepare 1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazole.

Notes

Store in a cool place. Moisture sensitive. Incompatible with strong oxidizing agents.

Literature References

Saito, A.; Higgins, M.; Zheng, S.; Li, W.; Ojima, I.; Dinkova-Kostova, A. T.; Honda, T. Synthesis and biological evaluation of biotin conjugates of (±)-(4bS,8aR,10aS)-10a-ethynyl-4b,8,8-trimethyl-3,7-dioxo-3,4b,7,8,8a,9,10,10a-octahydro-phenanthrene-2,6-dicarbonitrile, an activator of the Keap1/Nrf2/ARE pathway, for the isolation of its protein targets. Bioorg. Med. Chem. Lett. 2013, 23 (20), 5540-5543.

Gonzalez, A. Z.; Li, Z.; Beck, H. P.; Canon, J.; Chen, A.; Chow, D.; Duquette, J.; Eksterowicz, J.; Fox, B. M.; Fu, J.; Huang, X.; Houze, J.; Jin, L.; Li, Y.; Ling, Y.; Lo, M. C.; Long, A. M.; McGee, L. R.; McIntosh, J.; Oliner, J. D.; Osgood, T.; Rew, Y.; Saiki, A. Y.; Shaffer, P.; Wortman, S.; Yakowec, P.; Yan, X.; Ye, Q.; Yu, D.; Zhao, X.; Zhou, J.; Olson, S. H.; Sun, D.; Medina, J. C. Novel Inhibitors of the MDM2-p53 Interaction Featuring Hydrogen Bond Acceptors as Carboxylic Acid Isosteres. J. Med. Chem. 2014, 57 (7), 2963-2988.

GHS Hazard and Precautionary Statements

Hazard Statements: H226-H314-H318

Flammable liquid and vapour. Causes severe skin burns and eye damage. Causes serious eye damage.

Precautionary Statements: P210-P260u-P303+P361+P353-P305+P351+P338-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
3587289
Hazard Class
8
Packing Group
II
Harmonized Tariff Code
2931.90
TSCA
No

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