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Trimethyl(trifluoromethyl)silane

Trimethyl(trifluoromethyl)silane
1 of 1 reviewers received a sample product or took part in a promotion

99%

Synonym(s):

(Trifluoromethyl)trimethylsilane, Ruppert’s Reagent, TFMTMS

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5 ML
$138.00
25 ML
$376.00

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5 ML
$138.00
25 ML
$376.00

About This Item

Linear Formula:
(CH3)3SiCF3
CAS Number:
Molecular Weight:
142.19
Beilstein/REAXYS Number:
4241868
MDL number:
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.22

$138.00


In StockDetails


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assay

99%

reaction suitability

reaction type: C-C Bond Formation

bp

54-55 °C (lit.)

density

0.962 g/mL at 20 °C (lit.)

functional group

fluoro

storage temp.

2-8°C

SMILES string

C[Si](C)(C)C(F)(F)F

InChI

1S/C4H9F3Si/c1-8(2,3)4(5,6)7/h1-3H3

InChI key

MWKJTNBSKNUMFN-UHFFFAOYSA-N

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1 of 4

This Item
91862419982696641
assay

99%

assay

-

assay

98%

assay

95%

Quality Level

200

Quality Level

100

Quality Level

200

Quality Level

100

density

0.962 g/mL at 20 °C (lit.)

density

0.91 g/mL at 20 °C

density

0.98 g/mL at 25 °C (lit.)

density

-

bp

54-55 °C (lit.)

bp

-

bp

56-57 °C/60 mmHg (lit.)

bp

-

storage temp.

2-8°C

storage temp.

-

storage temp.

-

storage temp.

2-8°C

Application

Trimethyl(trifluoromethyl)silane can be used as a trifluoromethylating agent in the following processes:
  • Conversion of N-(tert-butylsulfinyl)-imines to trifluoromethylated amines[1]
  • Conversion of trans-enones to trans-α-trifluoromethyl silyl ethers[2]
  • Trifluoromethylation of azomethine imines[3]
  • Conversion of H-phosphonates to CF3-phosphonates[4]
  • Nucleophilic addition of the trifluoromethyl group to aldehydes and ketones.[5]

pictograms

Flame

signalword

Danger

hcodes

Hazard Classifications

Flam. Liq. 2 - Water-react 2

Storage Class

4.3 - Hazardous materials which set free flammable gases upon contact with water

wgk_germany

WGK 3

flash_point_f

1.4 °F - closed cup

flash_point_c

-17 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves


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Craig P Johnston et al.
Journal of the American Chemical Society, 140(35), 11112-11124 (2018-08-07)
The mechanism of CF3 transfer from R3SiCF3 (R = Me, Et, iPr) to ketones and aldehydes, initiated by M+X- (<0.004 to 10 mol %), has been investigated by analysis of kinetics (variable-ratio stopped-flow NMR and IR), 13C/2H KIEs, LFER, addition
Catalytic enantioselective trifluoromethylation of azomethine imines with trimethyl (trifluoromethyl) silane
Kawai H, et al.
Angewandte Chemie (International Edition in English), 121(34), 6442-6445 (2009)
CsF-catalyzed nucleophilic trifluoromethylation of trans-enones with trimethyl (trifluoromethyl) silane: A facile synthesis of trans-?-trifluoromethyl allylic alcohols.
Singh R P, et al.
Organic Letters, 1(7), 1047-1049 (1999)
Peter T Kaplan et al.
Beilstein journal of organic chemistry, 13, 2297-2303 (2017-11-29)
A number of copper reagents were compared for their effectiveness in trifluoromethylating 4-iodobiphenyl, 4-iodotoluene, and 2-iodotoluene. Yields over time were plotted in order to refine our understanding of each reagent performance, identify any bottlenecks, and provide more insight into the
Stereoselective Nucleophilic Trifluoromethylation of N?(tert?Butylsulfinyl) imines by Using Trimethyl (trifluoromethyl) silane.
Prakash G K, et al.
Angewandte Chemie (International Edition in English), 113(3), 609-610 (2001)

Questions

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

    1 answer
    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 answer
    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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