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92360
Chlorotrimethylsilane
puriss., ≥99.0% (GC)
Synonym(s):
TMCS, Trimethylchlorosilane, Trimethylsilyl chloride
Select a Size
| Size/SKU | Availability | Price |
|---|---|---|
25 mL | Available to ship TODAY | $36.00 |
100 mL | Available to ship TODAY | $93.10 |
500 mL | Available to ship TODAY | $252.00 |
About This Item
$36.00
Available to ship TODAYDetails
vapor density
3.7 (vs air)
Quality Segment
vapor pressure
100 mmHg ( 25 °C)
grade
puriss.
assay
≥99.0% (GC)
form
liquid
autoignition temp.
752 °F
expl. lim.
6.4 %
reaction suitability
reactivity: alcohol reactive, reagent type: protection reagent
refractive index
n20/D 1.387 (lit.)
bp
57 °C (lit.)
mp
−40 °C (lit.)
density
0.856 g/mL at 25 °C (lit.)
functional group
silyl
SMILES string
[H][C@@]12CC(C)(C)CC[C@]1(C)CC[C@]3(C)C2=CC[C@]4([H])[C@@]5(C)CC[C@H](O)C(C)(C)[C@]5([H])CC[C@@]34C, C[Si](C)(C)Cl
InChI
1S/C3H9ClSi/c1-5(2,3)4/h1-3H3
InChI key
IJOOHPMOJXWVHK-UHFFFAOYSA-N
General description
Application
- Chlorotrimethylsilane can be a non-toxic alternative to mercuric chloride as activator in samarium-promoted cyclopropanation of both allylic and α-allenic alcohols.
- It can be used in combination with hexamethyldisilazane for the protection of alcohols by forming trimethylsilyl ethers via silylation.
- It is employed in chloromethylation of polysulfones (PSUs).
- It activates lithium hydride to convert it into a hydride source for the reductive silylation of carbonyl compounds.
- Chlorotrimethylsilane/lithium bromide forms an effective reagent for the conversion of alcohols to bromides.
- Chlorotrimethylsilane/sodium iodide in acetonitrile is a better alternative to iodotrimethylsilane for the cleavage of esters, lactones, carbamates, and ethers. It can also be used for the conversion of alcohols to iodides.
- Chlorotrimethylsilane along with silver or ammonium nitrate forms an efficient regioselective nitrating reagent for the ipso-nitration of arylboronic acids to form the corresponding nitroarenes.
- Chlorotrimethylsilane along with sodium nitrite or nitrate can be used for deoximation reactions.
Other Notes
1 of 1
This Item | |||
|---|---|---|---|
| description puriss., ≥99.0% (GC) | description Wacker Chemie AG, ≥99.0% (GC) | description derivatization grade (GC derivatization), LiChropur™, ≥99.0% (GC) | description 1.0 M in THF |
| assay ≥99.0% (GC) | assay ≥99.0% (GC) | assay ≥99.0% (GC) | assay - |
| reaction suitability reactivity: alcohol reactive, reagent type: protection reagent | reaction suitability reagent type: protection reagent, reactivity: alcohol reactive | reaction suitability reagent type: derivatization reagent | reaction suitability reactivity: alcohol reactive, reagent type: protection reagent |
| Quality Level 200 | Quality Level 200 | Quality Level 100 | Quality Level 100 |
| refractive index n20/D 1.387 (lit.) | refractive index n20/D 1.387 (lit.) | refractive index n20/D 1.387 (lit.) | refractive index - |
| mp −40 °C (lit.) | mp −40 °C (lit.) | mp −40 °C (lit.) | mp - |
| form liquid | form liquid | form liquid | form liquid |
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Signal Word
Danger
Hazard Codes
Precautionary Statements
Hazard Classifications
Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Acute Tox. 4 Dermal - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1A
supp_hazards
Storage Class
3 - Flammable liquids
WGK
WGK 1
Flash Point (°F)
-18.4 °F - closed cup
Flash Point (°C)
-28 °C - closed cup
PPE (personal protective equipment)
Faceshields, Gloves, Goggles
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How is shipping temperature determined? And how is it related to the product storage temperature?
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Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf
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