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Sigma-Aldrich

(R)-(+)-1,1′-Bi(2-naphthol)

99%

Sinonimo/i:

(+)-2,2′-Dihydroxy-1,1′-dinaphthyl, (R)-(+)-1,1′-Binaphthalene-2,2′-diol, (R)-BINOL

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1 G
71,70 €
5 G
167,00 €
10 G
142,80 €

71,70 €


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Cambia visualizzazione
1 G
71,70 €
5 G
167,00 €
10 G
142,80 €

About This Item

Formula condensata:
HOC10H6C10H6OH
Numero CAS:
Peso molecolare:
286.32
Beilstein:
3616837
Numero MDL:
Codice UNSPSC:
12352104
ID PubChem:
Numero indice EU:
606-048-4
NACRES:
NA.22

71,70 €


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Livello qualitativo

Saggio

99%

Stato

solid

Attività ottica

[α]21/D +34°, c = 1 in THF

Purezza ottica

ee: 99% (HPLC)

Punto di fusione

208-210 °C (lit.)

Stringa SMILE

Oc1ccc2ccccc2c1-c3c(O)ccc4ccccc34

InChI

1S/C20H14O2/c21-17-11-9-13-5-1-3-7-15(13)19(17)20-16-8-4-2-6-14(16)10-12-18(20)22/h1-12,21-22H
PPTXVXKCQZKFBN-UHFFFAOYSA-N

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Applicazioni

A chiral auxiliary used in the catalytic asymmetric oxidation of sulfides to sulfoxides.[1] Chiral lanthanide triflates formed from binaphthol serve as catalysts for asymmetric Diels-Alder reactions.[2][3] Derivatives of binaphthol have recently found use in asymmetric Claisen rearrangements[4] and asymmetric epoxidations.[5] The lithium aluminum hydride derivative of these diols (BINAP-H) has been used extensively for the reduction of ketones.[6]
Chiral binapthol imminium salt precursor. Salts were used for an asymmetric epoxidation of olefins.[7]

Pittogrammi

Exclamation mark

Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

Eye Irrit. 2 - Skin Irrit. 2

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


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Certificati d'analisi (COA)

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I clienti hanno visto anche

Noyori, R. et al.
Journal of the American Chemical Society, 106(22), 6709-6709 (1984)
Molecular design of a chiral Lewis acid for the asymmetric Claisen rearrangement.
Maruoka, K. et al.
Journal of the American Chemical Society, 117(3), 1165-1165 (1995)
Catalytic asymmetric oxidation of sulfides to sulfoxides with tert-butyl hydroperoxide using binaphthol as a chiral auxiliary.
Komatsu N, et al.
The Journal of Organic Chemistry, 58, 4529-4529 (1993)
Asymmetric aza-Diels-Alder reaction catalyzed by boron reagent: Effect of biphenol and binaphthol ligand.
Hattori, K. Yamamoto, H.
Synlett, 1993(02), 129-129 (1993)
Asymmetric Diels-Alder reactions catalyzed by chiral lanthanide (III) trifluoromethanesulfonates. Unique structure of the triflate and stereoselective synthesis of both enantiomers using a single chiral source and a choice of achiral ligands.
S. Kobayashi et al.
Tetrahedron, 50(40), 11623-11623 (1994)

Articoli

We present an article concerning BINOL and Derivatives.

Domande

1–2 di 2 domande  
  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 risposta
    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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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 risposta
    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

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