(R)-(-)-6,6'-Dibromo-1,1'-bi-2-naphthol

Base Information

• Chemical Name: (R)-(-)-6,6'-Dibromo-1,1'-bi-2-naphthol
• CAS No.: 65283-60-5
• Molecular Formula: C20H12Br2O2
• Molecular Weight: 444.122
• Hs Code.: 29081990
• European Community (EC) Number: 624-066-0,632-860-3,633-215-9
• NSC Number: 9772
• DSSTox Substance ID: DTXSID80927367
• Nikkaji Number: J1.058.424H,J1.909.858C,J618.779J
• Wikidata: Q72463924
• Mol file: 65283-60-5.mol

Synonyms:6,6'-dibromo-(1,1'-binaphthalene)-2,2'-diol

Chemical Property of (R)-(-)-6,6'-Dibromo-1,1'-bi-2-naphthol

Chemical Property:

• Appearance/Colour: white to light yellow crystal powde
• Melting Point: 193-196 ºC
• Refractive Index: 1.4947 (estimate)
• Boiling Point: 546.2±45.0 °C(Predicted)
• PKA: 7.78±0.50(Predicted)
• PSA: 40.46000
• Density: 1.5428 (rough estimate)
• LogP: 6.59620
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: Insoluble in water
• XLogP3: 6.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 443.91836
• Heavy Atom Count: 24
• Complexity: 405

Purity/Quality:

99% ^*data from raw suppliers

(R)-(-)-6,6''-Dibromo-1,1''-bi-2-naphthol ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=C(C=CC(=C2C3=C(C=CC4=C3C=CC(=C4)Br)O)O)C=C1Br

Technology Process of (R)-(-)-6,6'-Dibromo-1,1'-bi-2-naphthol

There total 22 articles about (R)-(-)-6,6'-Dibromo-1,1'-bi-2-naphthol 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: 100.0%

(S)-[1,1']-binaphthalenyl-2,2'-diol (18531-99-2) → (S)-6,6'-dibromo-1,1'-bi-2-naphthol (13185-00-7,65283-60-5,79082-80-7,80655-81-8)

Guidance literature:

With bromine; In dichloromethane; at -78 ℃; Inert atmosphere;

Reference yield: 99.0%

1,1’-bi-2-naphthol (18531-99-2,602-09-5,18531-94-7) → (R)-6,6'-dibromo-1,1'-binaphthol (80655-81-8,65283-60-5,13185-00-7)

Guidance literature:

With bromine; In dichloromethane; at 20 ℃;

Reference yield: 48.0%

(S)-6,6'-dibromo-1,1'-binaphthalene-2,2'-diol (79082-80-7) → (R)-6,6'-dibromo-1,1'-binaphth-2-ol (65283-60-5) + (S)-6,6'-dibromo-1,1'-bi-2-naphthol (13185-00-7,65283-60-5,79082-80-7,80655-81-8)

Guidance literature:

(S)-6,6'-dibromo-1,1'-binaphthalene-2,2'-diol; With dimethylsulfide borane complex; In tetrahydrofuran; toluene; at 80 ℃; for 0.5h; Inert atmosphere;

With quinidine; In tetrahydrofuran; hexane; at 80 ℃; for 12h; Inert atmosphere;

With hydrogenchloride; In water; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/acs.joc.0c00494

upstream raw materials:

(S)-6,6'-dibromo-1,1'-binaphthalene-2,2'-diol

(S)-[1,1']-binaphthalenyl-2,2'-diol

6-bromo-naphthalen-2-ol

vinyl acetate

Downstream raw materials:

1,1'-bi-2-naphthol

dinaphtho[2,1-b;1',2'-d]furan