211560-97-3

Basic information

• Product Name: (R)-(+)-6,6'-DIBROMO-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL
• Synonyms: (R)-6,6'-DIBROMO-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL;(S)-6,6'-DIBROMO-2,2'-BIS(METHOXYMETHOX&;(S)-(-)-6,6'-Dibromo-2,2'-bis(methoxymethoxy)-1,1'-binaphthyl,min.98%;(S)-(-)-6,6''-DIBROMO-2,2''-BIS(METHOXYMETHOXY)-1,1''-BINAPHTHYL, MIN. 98%;1,1'-Binaphthalene,6,6'-dibroMo-2,2'-bis(MethoxyMethoxy)-, (1S)-;(S)-()-6,6`-DibroMo-2,2`-bis(MethoxyMethoxy)-1,1`-binaphthalene,97%;(1S)-6,6'-dibroMo-2,2'-bis(MethoxyMethoxy)-1,1'-Binaphthalene;(S)-(-)-6,6'-Dibromo-2,2'-bis(methoxymethoxy)-1,1'-binaphthalene 97%
• CAS NO: 211560-97-3
• Molecular Formula: C₂₄H₂₀Br₂O₄
• Molecular Weight: 532.22
• Product Categories: BINOL Series;Chiral Oxygen
• Mol File: 211560-97-3.mol
• Article Data: 5

Chemical Properties

• Melting Point: 129-133 °C(lit.)
• Boiling Point: 553°Cat760mmHg
• Flash Point: 232.8°C
• Appearance: /
• Density: 1.524g/cm³
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: soluble in Toluene
• CAS DataBase Reference: (R)-(+)-6,6'-DIBROMO-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(+)-6,6'-DIBROMO-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL(211560-97-3)
• EPA Substance Registry System: (R)-(+)-6,6'-DIBROMO-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL(211560-97-3)

Safety Data

• Hazard Codes: Xi
• Statements: 41
• Safety Statements: 25-26-36/39
• WGK Germany: 3
• Hazardous Substances Data: 211560-97-3(Hazardous Substances Data)

Usage

Description

(R)-(+)-6,6'-DIBROMO-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL is an organic compound characterized by its binaphthyl structure, with bromo and methoxymethoxy substituents. It is a chiral molecule, which means it has a non-superimposable mirror image, and it exhibits optical activity. (R)-(+)-6,6'-DIBROMO-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL is known for its potential applications in various fields due to its unique structural features.

Uses

Used in Chemical Synthesis:
(R)-(+)-6,6'-DIBROMO-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL is used as a starting material for the preparation of a variety of 6,6' and 3,3'-substituted BINOLS (1,1'-bi-2-naphthol). These BINOLS are important intermediates in the synthesis of various pharmaceuticals, agrochemicals, and chiral ligands for asymmetric catalysis.
Used in Fluorescent Compounds Synthesis:
(R)-(+)-6,6'-DIBROMO-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL is used as a useful building block in the synthetic preparation of fluorescent 1,1''-bi-2-naphthol-fluoroacetyl compounds. These compounds are specifically designed for amine detection, which is crucial in various analytical and diagnostic applications.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, (R)-(+)-6,6'-DIBROMO-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL can be used as a key intermediate in the development of new drugs, particularly those targeting chiral centers. Its unique structure allows for the creation of novel molecules with potential therapeutic applications.
Used in Analytical Chemistry:
(R)-(+)-6,6'-DIBROMO-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL can be employed in the development of chiral stationary phases for high-performance liquid chromatography (HPLC) and other separation techniques. These phases are essential for the enantiomeric separation of racemic mixtures, which is vital in the quality control of chiral drugs and the study of their pharmacological properties.
Used in Material Science:
The compound may also find applications in the field of material science, particularly in the development of new chiral materials with unique optical, electronic, or mechanical properties. These materials could have potential uses in various industries, such as electronics, sensors, and advanced materials for energy storage or conversion.

Upstream product

• 79082-80-7 (S)-6,6'-dibromo-1,1'-binaphthalene-2,2'-diol 
• 150587-19-2 methoxymethoxy chloride 
• 602-09-5 1,1'-bi-2-naphthol 
• 135-19-3 β-naphthol 
• 107-30-2 chloromethyl methyl ether 

Relevant articles and documents

A fluorinated binaphthyl chiral dopant for fluorinated liquid crystal blue phases

A 6,6′-fluorinated binaphthyl enantiomer, (R)-1, was applied as a chiral dopant to produce cholesteric blue phases (BPs). A fluorinated nematic liquid crystal doped with (R)-1 showed lower critical chirality to induce a BP and a larger temperature range of BPs than that doped with a conventional chiral dopant. This journal is the Partner Organisations 2014.

Synthesis of new bis-BINOLs linked by a 2,2e′-bipyridine bridge

A series of new C2-symmetric chiral ligands 8, 9, 11 and 12, consisting of two binaphthyl units linked by a 2,2′-bipyridine bridge, has been synthesized via Suzuki cross-coupling reactions.

Poly(1,1′-bi-2-naphthol)s: Synthesis, characterization, and application in Lewis acid catalysis

6,6′-Dibromo-1,1′-bi-2-naphthol derivatives, where the hydroxyl groups are protected by alkyl, methoxymethyl, and acyl groups, have been polymerized using nickel(0) or nickel(II) complexes as catalysts. The molecular weights of the resulting polymers have