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CAS RN: 76513-69-4 | Product Number: C1339
2-(Chloromethoxy)ethyltrimethylsilane (stabilized with Diisopropylethylamine)
Purity: >95.0%(GC)
- SEM-Chloride (stabilized with Diisopropylethylamine)
- 2-(Trimethylsilyl)ethoxymethyl Chloride (stabilized with Diisopropylethylamine)
Size | Unit Price | Philadelphia, PA | Portland, OR | Japan* | Quantity |
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5ML |
$134.00
|
2 | Contact Us | ≥100 |
|
25ML |
$457.00
|
2 | Contact Us | ≥100 |
|
* Items in stock locally ship in 1-2 business days. Items from Japan stock are able to ship from a US warehouse within 2 weeks. Please contact TCI for lead times on items not in stock. Excludes regulated items and items that ship on ice.
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Product Number | C1339 |
Purity / Analysis Method | >95.0%(GC) |
Molecular Formula / Molecular Weight | C__6H__1__5ClOSi = 166.72 |
Physical State (20 deg.C) | Liquid |
Storage Temperature | Refrigerated (0-10°C) |
Store Under Inert Gas | Store under inert gas |
Condition to Avoid | Light Sensitive,Moisture Sensitive,Heat Sensitive |
CAS RN | 76513-69-4 |
Reaxys Registry Number | 3587289 |
PubChem Substance ID | 87566351 |
MDL Number | MFCD00009919 |
Appearance | Colorless to Almost colorless clear liquid |
Purity(GC) | min. 95.0 % |
Boiling Point | 59 °C/8 mmHg |
Flash point | 46 °C |
Specific Gravity (20/20) | 0.95 |
Pictogram | |
Signal Word | Danger |
Hazard Statements | H314 : Causes severe skin burns and eye damage. H226 : Flammable liquid and vapor. |
Precautionary Statements | P501 : Dispose of contents/ container to an approved waste disposal plant. P240 : Ground/bond container and receiving equipment. P210 : Keep away from heat/sparks/open flames/hot surfaces. No smoking. P233 : Keep container tightly closed. P243 : Take precautionary measures against static discharge. P241 : Use explosion-proof electrical/ ventilating/ lighting/ equipment. P242 : Use only non-sparking tools. P264 : Wash skin thoroughly after handling. P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection. P370 + P378 : In case of fire: Use dry sand, dry chemical or alcohol-resistant foam to extinguish. P303 + P361 + P353 : IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water/shower. P301 + P330 + P331 : IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. P363 : Wash contaminated clothing before reuse. P304 + P340 + P310 : IF INHALED: Remove person to fresh air and keep comfortable for breathing. Immediately call a POISON CENTER/doctor. P305 + P351 + P338 + P310 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER/doctor. P403 + P235 : Store in a well-ventilated place. Keep cool. P405 : Store locked up. |
UN Number (DOT-AIR) | UN2920 |
Class (DOT-AIR) | 8/3 |
Packing Group (TCI-A) | II |
HS Number | 2931.90.9010 |
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Used Chemicals
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Procedure
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Sodium hydride (49.0 mg, 1.22 mmol) in DMF (1 mL) was stirred at 0 °C for 5 minutes and 5-bromoindole (200 mg, 1.02 mmol) was added to the solution and stirred at 0 °C for 10 minutes. Then SEM-Cl (220 µL, 1.28 mmol) in DMF (0.5 mL) was added to the solution and stirred at 0 °C for 20 minutes. The reaction was quenched with water and the aqueous layer was extracted with ethyl acetate and washed with brine. The organic phase was dried over anhydrous sodium sulfate and filtered. The solvent was removed under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate:hexane = 0:100 - 5:95) to give 1 as a colorless oil (256 mg, 77% yield).
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Experimenter’s Comments
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The reaction mixture was monitored by TLC (ethyl acetate:hexane = 1:9, Rf = 0.47).
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Analytical Data
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5-Bromo-1-[[2-(trimethylsilyl)ethoxy]methyl]-1H-indole (1)
1H NMR (270 MHz, CDCl3); δ 7.75 (d, J = 1.6 Hz, 1H), 7.38–7.32 (m, 2H), 7.16 (d, J = 3.2 Hz, 1H), 6.46 (d, J = 3.2 Hz, 1H), 5.45 (s, 2H), 3.47–3.41 (m, 2H), 0.90–0.84 (m, 2H), -0.07 (s, 9H).
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Lead Reference
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- Protecting groups for the pyrrole and indole nitrogen atom. The [2-(trimethylsilyl)ethoxy]methyl moiety. Lithiation of 1-[[2-(trimethylsilyl)ethoxy]methyl]pyrrole
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