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92360

Sigma-Aldrich

Chlorotrimethylsilane

puriss., ≥99.0% (GC)

Synonyme(s) :

TMCS, Trimethylchlorosilane, Trimethylsilyl chloride

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25 ML
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100 ML
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500 ML
204,00 €

About This Item

Formule linéaire :
(CH3)3SiCl
Numéro CAS:
Poids moléculaire :
108.64
Beilstein:
1209232
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352101
ID de substance PubChem :
Nomenclature NACRES :
NA.22

32,30 €


Disponible pour expédition le31 mars 2025Détails


Devis pour commande en gros

Densité de vapeur

3.7 (vs air)

Niveau de qualité

Pression de vapeur

100 mmHg ( 25 °C)

Qualité

puriss.

Essai

≥99.0% (GC)

Forme

liquid

Température d'inflammation spontanée

752 °F

Limite d'explosivité

6.4 %

Indice de réfraction

n20/D 1.387 (lit.)

pb

57 °C (lit.)

Pf

−40 °C (lit.)

Densité

0.856 g/mL at 25 °C (lit.)

Chaîne SMILES 

[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

Clé InChI

IJOOHPMOJXWVHK-UHFFFAOYSA-N

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Description générale

Chlorotrimethylsilane is a chloro-organosilane compound mainly used for silylation reactions.[1]

Application

  • Chlorotrimethylsilane can be a non-toxic alternative to mercuric chloride as activator in samarium-promoted cyclopropanation of both allylic and α-allenic alcohols.[2]
  • It can be used in combination with hexamethyldisilazane for the protection of alcohols by forming trimethylsilyl ethers via silylation.[3]
  • It is employed in chloromethylation of polysulfones (PSUs).[4]
  • It activates lithium hydride to convert it into a hydride source for the reductive silylation of carbonyl compounds.[5]
  • Chlorotrimethylsilane/lithium bromide forms an effective reagent for the conversion of alcohols to bromides.[6]
  • 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.[7]
  • 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.[8]
  • Chlorotrimethylsilane along with sodium nitrite or nitrate can be used for deoximation reactions.[9]

Autres remarques

Agent de silylation[10][11]

Pictogrammes

FlameSkull and crossbonesCorrosion

Mention d'avertissement

Danger

Mentions de danger

Classification des risques

Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Acute Tox. 4 Dermal - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1A

Risques supp

Code de la classe de stockage

3 - Flammable liquids

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

-18.4 °F - closed cup

Point d'éclair (°C)

-28 °C - closed cup

Équipement de protection individuelle

Faceshields, Gloves, Goggles


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Certificats d'analyse (COA)

Lot/Batch Number

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

J. Heberle et al.
Silylating Agents, 2nd ed. (1995)
H.H. Hergott et al.
Synthesis, 626-626 (1980)
ipso-Nitration of Arylboronic Acids with Chlorotrimethylsilane- Nitrate Salts
Prakash GKS, et al.
Organic Letters, 6(13), 2205-2207 (2004)
Science of Synthesis: Houben-Weyl Methods of Molecular Transformations, 4, 261-261 (2014)
A practical method for activation of commercial lithium hydride: reductive silylation of carbonyl compounds with lithium hydride and chlorotrimethylsilane.
Ohkuma T, et al.
The Journal of Organic Chemistry, 59(1), 217-221 (1994)

Articles

Results of a study involving the ability few Fluka silylating reagents to form GC-MS-compatible trimethylsilylmethyl derivatives of NSAIDs

Questions

1–2 sur 2 questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 réponse
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 réponse
    1. 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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