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578940

Tri-tert-butylphosphonium tetrafluoroborate

97%, solid

Synonym(s):

TTBP · HBF4, [(t-Bu)3PH]BF4

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About This Item

Linear Formula:
[[(CH3)3C]3PH]BF4
CAS Number:
Molecular Weight:
290.13
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.22
MDL number:
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Product Name

Tri-tert-butylphosphonium tetrafluoroborate, 97%

Quality Segment

assay

97%

form

solid

reaction suitability

reaction type: Cross Couplings, reagent type: ligand
reaction type: Addition Reactions, reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction, reagent type: ligand
reaction type: Carbonylations, reagent type: ligand
reaction type: Heck Reaction, reagent type: ligand
reaction type: Negishi Coupling, reagent type: ligand
reaction type: Sonogashira Coupling, reagent type: ligand
reaction type: Stille Coupling, reagent type: ligand
reaction type: Suzuki-Miyaura Coupling

mp

261 °C (lit.)

functional group

phosphine

SMILES string

F[B-](F)(F)F.CC(C)(C)[PH+](C(C)(C)C)C(C)(C)C

InChI

1S/C12H27P.BF4/c1-10(2,3)13(11(4,5)6)12(7,8)9;2-1(3,4)5/h1-9H3;/q;-1/p+1

InChI key

YTJUCJAUJCXFTN-UHFFFAOYSA-O

Application

Hindered Phosphine salt employed with a Pd(0)-15-membered, triolefinic, macrocyle in Suzuki cross-coupling reactions of aryl bromides and chlorides. Also used in Heck coupling of non-activated vinyl tosylates with electron deficient olefins.
Ligand used in the Pd-catalyzed enantioselective α−arylation of N-boc-pyrrolidine.

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This Item
570958549967901438
description

97%

description

98%

description

97%

description

1.0 M in THF

assay

97%

assay

98%

assay

97%

assay

-

reaction suitability

reagent type: ligand
reaction type: Stille Coupling, reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction, reaction type: Cross Couplings, reagent type: ligand
reaction type: Negishi Coupling, reagent type: ligand
reaction type: Heck Reaction, reagent type: ligand
reaction type: Suzuki-Miyaura Coupling, reagent type: ligand
reaction type: Sonogashira Coupling, reagent type: ligand
reaction type: Carbonylations, reagent type: ligand
reaction type: Addition Reactions

reaction suitability

reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction, reagent type: ligand
reaction type: Addition Reactions, reagent type: ligand
reaction type: Negishi Coupling, reagent type: ligand
reaction type: Sonogashira Coupling, reagent type: ligand
reaction type: Suzuki-Miyaura Coupling, reagent type: ligand
reaction type: Heck Reaction, reagent type: ligand
reaction type: Stille Coupling, reaction type: Cross Couplings

reaction suitability

-

reaction suitability

reagent type: ligand
reaction type: Sonogashira Coupling, reaction type: Cross Couplings, reagent type: ligand
reaction type: Negishi Coupling, reagent type: ligand
reaction type: Suzuki-Miyaura Coupling, reagent type: ligand
reaction type: Stille Coupling, reagent type: ligand
reaction type: Addition Reactions, reagent type: ligand
reaction type: Heck Reaction, reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction

form

solid

form

-

form

-

form

liquid

functional group

phosphine

functional group

phosphine

functional group

-

functional group

phosphine

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

mp

261 °C (lit.)

mp

30-35 °C (lit.)

mp

77-80 °C (lit.)

mp

-


Storage Class

11 - Combustible Solids

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

PPE (personal protective equipment)

Eyeshields, Gloves, type N95 (US)



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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

      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

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