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193801

Sigma-Aldrich

4,4′-Di-tert-butylbiphenyl

99%

Sinônimo(s):

1-tert-Butyl-4-(4-tert-butylphenyl)benzene, 4,4′-Bis(1,1-dimethylethyl)-1,1′-biphenyl, 4,4′-Di-tert-butyl-1,1′-biphenyl, DBB, p,p′-Di-tert-butylbiphenyl

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R$ 503,00
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About This Item

Fórmula linear:
(CH3)3CC6H4C6H4C(CH3)3
Número CAS:
1625-91-8
Peso molecular:
266.42
Beilstein:
2095855
Número CE:
216-615-4
Número MDL:
MFCD00008834
Código UNSPSC:
12352100
ID de substância PubChem:
24851615
NACRES:
NA.22

R$ 503,00

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Nível de qualidade

200

Ensaio

99%

Formulário

solid

p.e.

190-192 °C/13 mmHg (lit.)

pf

126-130 °C (lit.)

cadeia de caracteres SMILES

CC(C)(C)c1ccc(cc1)-c2ccc(cc2)C(C)(C)C

InChI

1S/C20H26/c1-19(2,3)17-11-7-15(8-12-17)16-9-13-18(14-10-16)20(4,5)6/h7-14H,1-6H3

chave InChI

CDKCEZNPAYWORX-UHFFFAOYSA-N

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Descrição geral

4,4′-Di-tert-butylbiphenyl along with lithium catalyzes:
  • reaction of chloromethyl ethyl ether and different carbonyl compounds to yield corresponding hydroxyethers[1]
  • reductive opening of N-phenylazetidine[2]

Aplicação

4,4′-Di-tert-butylbiphenyl was used in production of homoallylic amine derivatives[3]. It was also used in the preparation of lithium di-tert-butylbiphenylide, a radical anion, superior to sodium or lithium naphthalenides for metalation reactions[4].

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)

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Certificados de análise (COA)

Lot/Batch Number
BCCM9672
BCBT1383
BCCL2037
BCBF9475V
BCBB1454V

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4, 4′-Di-tert-butylbiphenyl-catalysed lithiation of chloromethyl ethyl ether: A barbier-type new and easy alternative to ethyl lithiomethyl ether.
Guijarro A and Yus M.
Tetrahedron Letters, 34(21), 3487-3490 (1993)
The Journal of Organic Chemistry, 55, 1528-1528 (1990)
C E Neipp et al.
The Journal of organic chemistry, 66(2), 531-537 (2001-06-30)
Lithiation of the N-2,4,6-triisopropylbenzenesulfonyl-2-pyrroline (16) and treatment of the resulting cyclic vinyllithium reagent with R2CuCNLi2 produced an acyclic vinyl organometallic species that, when treated with an electrophile (H2O or RX), gave the homoallylic sulfonamides 18a-k in 37-93% yields and in
4, 4'-Di -tert -butylbiphenyl-catalysed reductive opening of azetidines with lithium: A direct preparation of 3, N-dilithioalkylamines.
Almena J, et al.
Tetrahedron, 50(19), 5775-5782 (1994)

Questions

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  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/449/386/product-dating-information-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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