(R)-3,3'-DIBROMO-2,2'-DIMETHOXY-1,1'-BINAPHTHYL

Base Information

• Chemical Name: (R)-3,3'-DIBROMO-2,2'-DIMETHOXY-1,1'-BINAPHTHYL
• CAS No.: 75714-60-2
• Molecular Formula: C22H16 Br2 O2
• Molecular Weight: 472.176
• Hs Code.: 29093090
• Mol file: 75714-60-2.mol

Synonyms:1,1'-Binaphthalene,3,3'-dibromo-2,2'-dimethoxy-, (S)-;(S)-3,3'-Dibromo-2,2'-dimethoxy-1,1'-binaphthyl

Chemical Property of (R)-3,3'-DIBROMO-2,2'-DIMETHOXY-1,1'-BINAPHTHYL

Chemical Property:

• Melting Point: 180.0 to 185.0 °C
• Boiling Point: 468.4±40.0 °C(Predicted)
• PSA: 18.46000
• Density: 1.556±0.06 g/cm3(Predicted)
• LogP: 7.20220
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: almost transparency in Chloroform

Purity/Quality:

98%,99%, ^*data from raw suppliers

(S)-3,3'-Dibromo-2,2'-dimethoxy-1,1'-binaphthyl >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-36/37-36
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-3,3'-DIBROMO-2,2'-DIMETHOXY-1,1'-BINAPHTHYL

There total 3 articles about (R)-3,3'-DIBROMO-2,2'-DIMETHOXY-1,1'-BINAPHTHYL which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

(S)-3,3'-dibromo-1,1'-bi-2-naphthol + methyl iodide (74-88-4) → (S)-3-bromo-1-(3-bromo-2-methoxynaphthalen-1-yl)-2-methoxynaphthalene (75714-60-2)

Guidance literature:

With potassium carbonate; In acetone; at 83 ℃; for 18h;

Reference yield: 71.0%

(S)-2,2'-dimethoxy-1,1'-dinaphthyl (75640-87-8) → (S)-3-bromo-1-(3-bromo-2-methoxynaphthalen-1-yl)-2-methoxynaphthalene (75714-60-2)

Guidance literature:

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; bromine; In diethyl ether; hexane; at -78 - 20 ℃;

DOI:10.1021/jo000684t

Reference yield:

2,2'-dimethoxy-1,1'-binaphthyl (75685-01-7) → (S)-3,3'-dibromo-2,2'-dimethoxy-1,1'-binaphthalene (75640-69-6,75714-59-9,75714-60-2)

Guidance literature:

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; bromine; Yield given. Multistep reaction; 1) 25 deg C, 3 h, ether-hexane, 2) -78 deg C, ether-hexane-pentane;

DOI:10.1021/jo00315a033

upstream raw materials:

2,2'-dimethoxy-1,1'-binaphthyl

(S)-2,2'-dimethoxy-1,1'-dinaphthyl

methyl iodide

Downstream raw materials:

(S)-3,3'-bis(4-nitrophenyl)-1,1'-binaphthalene-2,2'-diol

Refernces

• 1、 Ankireddy, A. Reddy,Paidikondala,Syed,Gundla,Reddy, Ch. Venkata Ramana,Ganapathi. "Synthesis of Chiral 3,3?-Disubstituted (S)-BINOL Derivatives via the Kumada and Suzuki Coupling and Their Antibacterial Activity". . p. 1507 - 1517. Retrieved 2020/09/21.
• 2、 Evans,Gestwicki. "Erratum: Enantioselective organocatalytic Hantzsch synthesis of polyhydroquinolines (Organic Letters (2009) 11:14 (2957-2959) DOI: 10.1021/ol901114f)". supporting information. p. 6040 - 6040. Retrieved 2015/01/08.