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triflique

English translation: triflic [referring to trifluoromethanesulfonic acid]

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GLOSSARY ENTRY (DERIVED FROM QUESTION BELOW)
French term or phrase:triflique
English translation:triflic [referring to trifluoromethanesulfonic acid]
Entered by: DR. RICHARD BAVRY
Options:
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09:00 Aug 8, 2001
French to English translations [Non-PRO]
Tech/Engineering
French term or phrase: triflique
chimie industrielle.
david hunter
triflic
Explanation:
triflic

See, for example:
http://www.sigma-aldrich.com/saws.nsf/pages/safc_news3_page7...
New Products in Large Scale
--------------------------------------------------------------------------------
Triflic Acid and Its Derivatives
--------------------------------------------------------------------------------

Triflic Acid - A Strong Organic Acid Catalyst

Trifluoromethanesulfonic Acid [1493-13-6]
Triflic acid, CF3SO2OH
Fluka 91738

Triflic acid is one of the strongest monoprotic organic acids known. It is used to generate allyl cations in low temperature Diels-Alder reactions.


Triflic acid catalyzes the Beckmann rearrangement of oximes, in the presence of tetrabutylammonium perrhenate to give amides in high yield.


Triflic acid and its conjugate base (CF3SO3-) are thermally stable, resistant to oxidation and reduction and, even in presence of strong nucleophiles, do not eliminate fluoride anion, which makes this material useful in many applications.

Triflic acid is used in the plastics industry as a polymerization catalyst. It is also employed as a reagent in the preparation of glycosides, nucleosides, pharmaceuticals and agrochemicals. At Sigma-Aldrich we use it as a raw material for triflic anhydride, TMS-triflate and other metal triflates used in the electronics industries.

We can supply triflic acid in large scale and in a packaging configuration that meets your specific needs.

Triflic Anhydride- Most Widely Used Triflating Agent

Trifluoromethanesulfonic Anhydride, 98+% [358-23-6]
Triflic anhydride CF3SO2)2O
Aldrich 17, 617-6 Fluka 91737

Triflic anhydride is used to prepare aryl and vinyl triflates that are particularly useful in palladium-catalyzed coupling with organotin compounds (Stille reaction).


Triflic anhydride reacts with carboxylic acids and esters to yield mixed triflic-carboxylic anhydrides, which are highly effective acylation agents.


It is also used in preparation of glycosides, pharmaceutical intermediates and performance materials.

The advantages of using a triflate group are:

Much more reactive than the mesylate (MeSO2-) and any halogen leaving groups and results in better
yields with subsequent SN2 reactions.
Easier intermediate and final stage work up.

Sigma-Aldrich Fine Chemicals manufactures triflic anhydride at our Sheboygan, Wisconsin, USA and Buchs, Switzerland plants at a multi-hundred-kilo scale. Each batch is rigorously analyzed for color, performance, and residual metal and fluorine contaminants.

TMS triflate- A Versatile Silylating Agent, Lewis Acid.

Trimethylsilyl trifluoromethanesulfonate [27607-77-8]
TMS triflate, Me3SiOSO2CF3
Fluka 91741

TMS triflate is widely used for conversion of carbonyl
groups to their enol ethers.


It also promotes the formation of 1,3-dioxolanes, with
chiral ketones, yielding spiroketal starting materials for
an asymmetric synthesis of a-tocopherol subunits.


The advantages of using TMS triflates are:

109-times faster conversion to enol ethers compared
to chlorotrimethyl silane (TMS-Cl) reagent.
Much greater selectivity for C-silylation than
O-silylation with ester substrates.
Facilitates difficult conjugate additions of organometallic reagents.

Our proprietary procedure allows us to manufacture and supply this material at a multi-hundred-kilo scale while maintaining the quality and consistency of each batch.
To obtain a sample for evaluation or a quote for large quantities of any of our triflic acid derivatives, please
contact Joe Malik.

Numerous other hits on Google for "triflic", but this I think is the most helpful for your purposes.

P.S., two of my chemist colleagues work for Aldrich!











References:

see above
organic chemist (Ph.D) for 30 years



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- Choose a winner (Asker only)






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Selected response from:

DR. RICHARD BAVRY
Grading comment
Thanks, doc!
4 KudoZ points were awarded for this answer

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Summary of answers provided
na +1triflic
Mary Worby
natriflicDR. RICHARD BAVRY


  

Answers


22 mins peer agreement (net): +1
triflic


Explanation:
Just guesswork - but have a look at these sites to see if it looks like what you're after!

Triflic Acid
Energy Storage. Ceramics. Refractories. Specialty Chemicals. Nano-sized Powders.
Contact Us. The Company. Home. Contact Steve Pred. ... Triflic Acid. 1. Properties ...
www.predmaterials.com/Specialty/triflicAcid.htm - 10k - Cached - Similar pages


Triflic Acid and Its Derivatives
... Triflic Acid and Its Derivatives Triflic Acid - A Strong Organic Acid Catalyst.
Trifluoromethanesulfonic Acid [1493-13-6] Triflic acid, CF3SO2OH Fluka 91738. ...
www.sigma-aldrich.com/saws.nsf/pages/safc_news3_page7?OpenD... - 11k - Cached - Similar pages


Triflic acid, description
... General description of Trifluoromethanesulfonic acid (Triflic acid)
and its derivatives. ... Derivatives of Trifluoromethanesulfonic acid. ...
www.klausfmeyer.de/triflic_acid_description.htm - 16k - Cached - Similar pages


Triflic anhydride
Directory, Klaus F. Meyer GmbH. ... TRIFLUOROMETHANESULFONIC ACID
ANHYDRIDE. = TRIFLIC ANHYDRIDE. CAS-Number, : 358-23-6. ...
www.klausfmeyer.de/triflic_anhydride.htm - 11k - Cached - Similar pages
[ More results from www.klausfmeyer.de ]


Triflic Acid Catalyzed Carbonylation of Toluene: Commercial ...
Triflic Acid Catalyzed Carbonylation of Toluene: Commercial Applications. Jeffrey
C. Kenvin * and David A. Schiraldi, Polyester Polymer – Hoechst, Spartanburg ...
ch-www.st-and.ac.uk/conferences/ishc/posters/KenvinJ.html - 4k - Cached - Similar pages

HTH

Mary


    Reference: http://www.google.com
Mary Worby
United Kingdom
Local time: 02:59
Native speaker of: Native in EnglishEnglish
PRO pts in pair: 484

Peer comments on this answer (and responses from the answerer)
agree  DR. RICHARD BAVRY: yes, Mary! please see the duplicate request and my response! (always love these duplications)
24 mins
  -> Thanks Rich - the art of guesswork is not dead!
Login to enter a peer comment (or grade)

48 mins
triflic


Explanation:
triflic

See, for example:
http://www.sigma-aldrich.com/saws.nsf/pages/safc_news3_page7...
New Products in Large Scale
--------------------------------------------------------------------------------
Triflic Acid and Its Derivatives
--------------------------------------------------------------------------------

Triflic Acid - A Strong Organic Acid Catalyst

Trifluoromethanesulfonic Acid [1493-13-6]
Triflic acid, CF3SO2OH
Fluka 91738

Triflic acid is one of the strongest monoprotic organic acids known. It is used to generate allyl cations in low temperature Diels-Alder reactions.


Triflic acid catalyzes the Beckmann rearrangement of oximes, in the presence of tetrabutylammonium perrhenate to give amides in high yield.


Triflic acid and its conjugate base (CF3SO3-) are thermally stable, resistant to oxidation and reduction and, even in presence of strong nucleophiles, do not eliminate fluoride anion, which makes this material useful in many applications.

Triflic acid is used in the plastics industry as a polymerization catalyst. It is also employed as a reagent in the preparation of glycosides, nucleosides, pharmaceuticals and agrochemicals. At Sigma-Aldrich we use it as a raw material for triflic anhydride, TMS-triflate and other metal triflates used in the electronics industries.

We can supply triflic acid in large scale and in a packaging configuration that meets your specific needs.

Triflic Anhydride- Most Widely Used Triflating Agent

Trifluoromethanesulfonic Anhydride, 98+% [358-23-6]
Triflic anhydride CF3SO2)2O
Aldrich 17, 617-6 Fluka 91737

Triflic anhydride is used to prepare aryl and vinyl triflates that are particularly useful in palladium-catalyzed coupling with organotin compounds (Stille reaction).


Triflic anhydride reacts with carboxylic acids and esters to yield mixed triflic-carboxylic anhydrides, which are highly effective acylation agents.


It is also used in preparation of glycosides, pharmaceutical intermediates and performance materials.

The advantages of using a triflate group are:

Much more reactive than the mesylate (MeSO2-) and any halogen leaving groups and results in better
yields with subsequent SN2 reactions.
Easier intermediate and final stage work up.

Sigma-Aldrich Fine Chemicals manufactures triflic anhydride at our Sheboygan, Wisconsin, USA and Buchs, Switzerland plants at a multi-hundred-kilo scale. Each batch is rigorously analyzed for color, performance, and residual metal and fluorine contaminants.

TMS triflate- A Versatile Silylating Agent, Lewis Acid.

Trimethylsilyl trifluoromethanesulfonate [27607-77-8]
TMS triflate, Me3SiOSO2CF3
Fluka 91741

TMS triflate is widely used for conversion of carbonyl
groups to their enol ethers.


It also promotes the formation of 1,3-dioxolanes, with
chiral ketones, yielding spiroketal starting materials for
an asymmetric synthesis of a-tocopherol subunits.


The advantages of using TMS triflates are:

109-times faster conversion to enol ethers compared
to chlorotrimethyl silane (TMS-Cl) reagent.
Much greater selectivity for C-silylation than
O-silylation with ester substrates.
Facilitates difficult conjugate additions of organometallic reagents.

Our proprietary procedure allows us to manufacture and supply this material at a multi-hundred-kilo scale while maintaining the quality and consistency of each batch.
To obtain a sample for evaluation or a quote for large quantities of any of our triflic acid derivatives, please
contact Joe Malik.

Numerous other hits on Google for "triflic", but this I think is the most helpful for your purposes.

P.S., two of my chemist colleagues work for Aldrich!











References:

see above
organic chemist (Ph.D) for 30 years



- Propose an answer
- Choose a winner (Asker only)






--------------------------------------------------------------------------------
Site map ProZ.com 1999-2001 All rights reserved. Site map




    just pasted this in from my earlier reply just in case
DR. RICHARD BAVRY
PRO pts in pair: 26
Grading comment
Thanks, doc!
Login to enter a peer comment (or grade)




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