Passa al contenuto
Merck
Tutte le immagini(1)

Documenti fondamentali

Visualizza tutta la documentazione

248932

Sigma-Aldrich

(R)-(−)-1,1′-Binaphthyl-2,2′-diyl hydrogenphosphate

≥98%

Sinonimo/i:

(R)-(−)-1,1′-Binaphthalene-2,2′-diyl hydrogen phosphate, (R)-4-Hydroxydinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-oxide

Autenticatiper visualizzare i prezzi riservati alla tua organizzazione & contrattuali

Scegli un formato

1 G
CHF 22.40
5 G
CHF 101.00

CHF 22.40

Check Cart for Availability
Richiedi un ordine bulk
Tutte le immagini(1)

Scegli un formato

Cambia visualizzazione
1 G
CHF 22.40
5 G
CHF 101.00

About This Item

Formula empirica (notazione di Hill):
C20H13O4P
Numero CAS:
39648-67-4
Peso molecolare:
348.29
Beilstein:
4713363
Numero MDL:
MFCD00010045
Codice UNSPSC:
12352005
ID PubChem:
24854961
NACRES:
NA.22

CHF 22.40

Check Cart for Availability
Richiedi un ordine bulk

Saggio

≥98%

Stato

solid

Attività ottica

[α]20/D −605°, c = 1.35 in methanol

Gruppo funzionale

phosphate

Stringa SMILE

[P]1(=O)(Oc2c(c5c(cc2)cccc5)c3c4c(ccc3O1)cccc4)O

InChI

1S/C20H13O4P/c21-25(22)23-17-11-9-13-5-1-3-7-15(13)19(17)20-16-8-4-2-6-14(16)10-12-18(20)24-25/h1-12H,(H,21,22)
JEHUZVBIUCAMRZ-UHFFFAOYSA-N

Categorie correlate

Applicazioni

(R)-(−)-1,1′-Binaphthyl-2,2′-diyl hydrogenphosphate is an organocatalyst that can be used:       
  • To facilitates the controlled ring-opening homopolymerization and copolymerization of ε-caprolactone (cyclic ester).[1]        
  • As an additive along with a copper catalyst to achieve the highest catalytic activity in Sonogashira-type reactions.[2]

A chiral ligand used in hydrocarboxylation reactions.[3] Complexes with rhodium and mediates the asymmetric dipolar cycloaddition of diazo compounds.[4] A number of racemic amines which have proven difficult to separate have been resolved with this chiral acid.[5] Palladium derivatives have been used in asymmetric hydrocarboxylations,[6] and rhodium derivatives have been used in dipolar cycloadditions.[7]
Used in a chiral Bronsted acid catalyzed enantoselective Mannich reaction.[8]

Applicazioni

N° Catalogo
Descrizione
Determinazione del prezzo

Pittogrammi

Exclamation mark
GHS07

Avvertenze

Warning

Indicazioni di pericolo

H315

Classi di pericolo

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

dust mask type N95 (US), Eyeshields, Gloves

Scegli una delle versioni più recenti:

Certificati d'analisi (COA)

Lot/Batch Number
MKCQ5870
MKCC3039
MKBJ3949V
MKBC9251V
MKBC9251

Non trovi la versione di tuo interesse?

Se hai bisogno di una versione specifica, puoi cercare il certificato tramite il numero di lotto.

Cerca un COA

Possiedi già questo prodotto?

I documenti relativi ai prodotti acquistati recentemente sono disponibili nell’Archivio dei documenti.

Visita l’Archivio dei documenti

Organophosphate-accelerated copper-catalyzed C (sp2)-C (sp) Sonogashira-type cross couplings
Xu W, et al.
Applied Organometallic Chemistry, 29(5), 301-304 (2015)
Tetrahedron Letters, 33, 5987-5987 (1992)
Journal of the American Chemical Society, 112, 2803-2803 (1990)
Craig, J.C. Ansari, A.M.
Chirality, 5, 188-188 (1993)
Controlled ring-opening polymerization of cyclic esters with phosphoric acid as catalysts
Zhou Xi and Hong L
Colloid and Polymer Science, 291(9), 2155-2162 (2013)
Visualizza tutti i documenti correlati

Questions

1–2 of 2 Questions  

  1. 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

      Helpful?

  2. 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?

Reviews

No rating value

Active Filters

Il team dei nostri ricercatori vanta grande esperienza in tutte le aree della ricerca quali Life Science, scienza dei materiali, sintesi chimica, cromatografia, discipline analitiche, ecc..

Contatta l'Assistenza Tecnica.