(+/-)-2,2'-Dibromo-1,1'-binaphthyl, 96%
(+/-)-2,2'-Dibromo-1,1'-binaphthyl, 96%
(+/-)-2,2'-Dibromo-1,1'-binaphthyl, 96%
Thermo Scientific Chemicals

(+/-)-2,2'-Dibromo-1,1'-binaphthyl, 96%

CAS: 74866-28-7 | C20H12Br2 | 412.124 g/mol
Quantity:
1 g
5 g
Catalog number H26987.06
also known as H26987-06
Price (JPY)
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Quantity:
5 g
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Chemical Identifiers
CAS74866-28-7
IUPAC Name2,2'-dibromo-1,1'-binaphthalene
Molecular FormulaC20H12Br2
InChI KeyIJUDEFZBMMRSNM-UHFFFAOYSA-N
SMILESBrC1=CC=C2C=CC=CC2=C1C1=C(Br)C=CC2=CC=CC=C12
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SpecificationsSpecification SheetSpecification Sheet
FormPowder
Identification (FTIR)Conforms
Appearance (Color)White to cream
Melting Point (clear melt)177-183?C
Assay (GC)≥95.0%
The synthesis of this class of compounds relies on the lithiation of racemic 2,2'-dibromo-1,1'-binaphthyl with t-BuLi followed by addition of Ph 2 PCl.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
The synthesis of this class of compounds relies on the lithiation of racemic 2,2′-dibromo-1,1′-binaphthyl with t-BuLi followed by addition of Ph 2 PCl.

Solubility
Sparingly Soluble in water.

Notes
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Store away from strong oxidizing agents.
RUO – Research Use Only

General References:

  1. Yasuhiro Uozumi,; Hirokazu Kyota,; Eiji Kishi,; Kenji Kitayama,; Tamio Hayashi. Homochiral 2,2'-bis(oxazolyl)-1,1'-binaphthyls as ligands for copper(I)-catalyzed asymmetric cyclopropanation. Tetrahedron: Asymmetry. 1996, 7 (6),1603-1606.
  2. Štěpán Vyskočil,; Martin Smrčina,; Vladimír Hanuš,; Miroslav Polášek,; Pavel Kočovský. Derivatives of 2-Amino-2‘-diphenylphosphino-1,1‘-binaphthyl (MAP) and Their Application in Asymmetric Palladium(0)-Catalyzed Allylic Substitution. J. Org. Chem. 1998 , 63 22,7738-7748.