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86872

Tetrabutylammonium fluoride trihydrate

≥97.0% (NT)

Synonim(y):

TBAF

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Rozmiar/SKUDostępnośćCena netto
10 g
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261,00 zł
50 g
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929,00 zł
250 g
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2850,00 zł
2137,50 zł

Informacje o tej pozycji

Wzór liniowy:
[CH3(CH2)3]4NF · 3H2O
Numer CAS:
Masa cząsteczkowa:
315.51
UNSPSC Code:
12352107
NACRES:
NA.22
PubChem Substance ID:
EC Number:
207-057-2
Beilstein/REAXYS Number:
3761900
MDL number:
Assay:
≥97.0% (NT)
Form:
crystals

261,00 zł


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Quality Segment

assay

≥97.0% (NT)

form

crystals

mp

62-63 °C (lit.)

functional group

amine

SMILES string

O.O.O.[F-].CCCC[N+](CCCC)(CCCC)CCCC

InChI

1S/C16H36N.FH.3H2O/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;;;;/h5-16H2,1-4H3;1H;3*1H2/q+1;;;;/p-1

InChI key

VEPTXBCIDSFGBF-UHFFFAOYSA-M

General description

Tetrabutylammonium fluoride trihydrate is a mild base used in reactions like aldol-type condensation reactions, Michael-type reactions, ring-opening reactions. Its is also used as a promoter in cross-coupling reactions and cyclization of carbocycles and heterocycles.

Application

Reactant for:
Preparation of deprotecting agents in preparation of cellulose derivatives
Synthesis of lipophilic peptides for DNA transfections in vivo
Dehydrobromination reactions
Tetrabutylammonium fluoride trihydrate can be used as a base:
  • For the dehydrobromination of vinyl bromides to terminal acetylenes.
  • In the conversion of 1,1-dibromo-1-alkenes to terminal alkynes via Corey–Fuchs reaction.
  • In Hiyama cross-coupling reaction of aryl and heteroaryl chlorides with aryltrialkoxysilanes in the presence of a palladium catalyst.

It can be used to catalyze ethynylation of quinolines and isoquinolines using calcium carbide in aqueous N,N-dimethylacetamide.

Other Notes

Reagent for the cleavage of silyl ethers and other silyl protecting groups; Catalyst for various reactions with silicon compounds; Use as a base in organic synthesis; Instability of anhydrous TBAF
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Ta pozycja
868438685986890
description

≥97.0% (NT)

description

technical, ≥90% (T)

description

≥99.0% (T)

description

≥99.0% (AT)

assay

≥97.0% (NT)

assay

≥90% (T)

assay

≥99.0% (T)

assay

≥99.0% (AT)

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

form

crystals

form

crystals

form

crystals or chunks

form

crystals

mp

62-63 °C (lit.)

mp

62-63 °C (lit.)

mp

27-30 °C (lit.)

mp

141-143 °C (lit.)

functional group

amine

functional group

amine

functional group

amine

functional group

-


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Piktogramy

Health hazardExclamation mark

Słowo ostrzegawcze

Warning

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2

Klasa składowania

11 - Combustible Solids

Co się dzieje?

WGK 3

Temperatura zapłonu (°F)

Not applicable

Temperatura zapłonu (°C)

Not applicable

PPE (środki ochrony indywidualnej)

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges



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Certyfikaty analizy (CoA)

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Questions

1–2 of 2 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

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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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