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515477

4,4′-Di-tert-butyl-2,2′-dipyridyl

98%

Synonym(s):

4,4′-Bis(tert-butyl)-2,2′-bipyridine, BBBPY

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About This Item

Empirical Formula (Hill Notation):
C18H24N2
CAS Number:
Molecular Weight:
268.40
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
98%
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Quality Segment

assay

98%

mp

159-161 °C (lit.)

SMILES string

CC(C)(C)c1ccnc(c1)-c2cc(ccn2)C(C)(C)C

InChI

1S/C18H24N2/c1-17(2,3)13-7-9-19-15(11-13)16-12-14(8-10-20-16)18(4,5)6/h7-12H,1-6H3

InChI key

TXNLQUKVUJITMX-UHFFFAOYSA-N

General description

4,4′-Di-tert-butyl-2,2′-dipyridyl is a bipyridyl compound that is widely employed as a ligand for transition metals in the preparation of catalysts.

Application

4,4′-Di-tert-butyl-2,2′-dipyridyl can be used as a ligand:      
  • In the synthesis of oxidovanadium(IV) complex [VOCl2(dbbpy)(H2O)], which is used as a catalyst for the epoxidation of cyclooctene in the presence of tert-butyl hydroperoxide.     
  • In iron-catalyzed ortho-allylation of 1-arylpyrazoles via C-H activation.     
  • In iridium-catalyzed borylation of (hetero)arenes.      
  • In iron-catalyzed arylation of heterocycles in the presence of metallic Mg.      
  • In nickel-catalyzed decarboxylation of block copolymers.


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This Item
482250245739569593
description

98%

description

97%

description

99%

description

99.5%, purified by sublimation

assay

98%

assay

97%

assay

99%

assay

99.5%

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

100

mp

159-161 °C (lit.)

mp

61-63 °C (lit.)

mp

169-174 °C (lit.)

mp

169-174 °C (lit.)


Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Codes

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

PPE (personal protective equipment)

dust mask type N95 (US), Eyeshields, Gloves



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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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