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91741

Trimethylsilyl trifluoromethanesulfonate

purum, ≥98.0% (T)

Synonym(s):

TMS triflate, TMSOTf, Trifluoromethanesulfonic acid trimethylsilylester

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Size/SKUAvailabilityPrice
10 mL

Available to ship TODAYfromMILWAUKEE

$65.20
50 mL

Available to ship TODAYfromMILWAUKEE

$242.00
$181.50
250 mL

Available to ship TODAYfromMILWAUKEE

$726.00

About This Item

Linear Formula:
CF3SO3Si(CH3)3
CAS Number:
Molecular Weight:
222.26
UNSPSC Code:
12352101
NACRES:
NA.22
PubChem Substance ID:
EC Number:
248-565-4
Beilstein/REAXYS Number:
1868911
MDL number:
Assay:
≥98.0% (T)
Form:
liquid

$65.20


Available to ship TODAYDetails


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grade

purum

Quality Segment

assay

≥98.0% (T)

form

liquid

reaction suitability

reactivity: alcohol reactive, reagent type: protection reagent

refractive index

n20/D 1.36 (lit.)

bp

77 °C/80 mmHg (lit.)

density

1.228 g/mL at 25 °C (lit.)

functional group

fluoro, triflate

SMILES string

C[Si](C)(C)OS(=O)(=O)C(F)(F)F

InChI

1S/C4H9F3O3SSi/c1-12(2,3)10-11(8,9)4(5,6)7/h1-3H3

InChI key

FTVLMFQEYACZNP-UHFFFAOYSA-N

Application

Trimethylsilyl trifluoromethanesulfonate may be used to catalyze:
  • Allylation of acetals to form homoallyl ethers.
  • Synthesis of 1,2-trans-glycosides.
  • Conversion of alcohols to esters.
  • Aminomethylation of silyl enol ethers with aminomethyl alkyl ethers.
  • Glycosidation of (+)-4-demethoxyanthracyclinones.

Other Notes

Efficient silylating agent and strong Lewis acid catalyst ; Review

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This Item
337986367907483346
description

purum, ≥98.0% (T)

description

97%

description

98%

description

≥99.95% trace metals basis

assay

≥98.0% (T)

assay

97%

assay

98%

assay

≥99.95% trace metals basis

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

100

reaction suitability

reagent type: protection reagent, reactivity: alcohol reactive

reaction suitability

-

reaction suitability

-

reaction suitability

reagent type: catalyst, core: silver

refractive index

n20/D 1.36 (lit.)

refractive index

-

refractive index

-

refractive index

-

bp

77 °C/80 mmHg (lit.)

bp

-

bp

-

bp

-

density

1.228 g/mL at 25 °C (lit.)

density

-

density

-

density

-


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pictograms

FlameCorrosion

signalword

Danger

hcodes

Hazard Classifications

Flam. Liq. 3 - Skin Corr. 1B

supp_hazards

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

77.0 °F - closed cup

flash_point_c

25 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter



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Questions

1–3 of 3 Questions  
  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/418/501/product-dating-information-06-25-mk.pdf

      Helpful?

  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

      Helpful?

  3. Does this product come in a glass bottle? I would prefer not to buy an ampule.

    1 answer
    1. This product is packaged in amber glass bottles with ETFE screw caps.

      Helpful?

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  1. 1 Ratings-Only Review