(R,R)-(+)-1,2-Di(1-naphthyl)-1,2-ethanediol

Base Information

• Chemical Name: (R,R)-(+)-1,2-Di(1-naphthyl)-1,2-ethanediol
• CAS No.: 116204-39-8
• Molecular Formula: C₂₂H₁₈O₂
• Molecular Weight: 314.384
• European Community (EC) Number: 631-224-2
• DSSTox Substance ID: DTXSID10438355
• Nikkaji Number: J633.411C
• Wikidata: Q76415462
• Mol file: 116204-39-8.mol

Synonyms:(R,R)-(+)-1,2-Di(1-naphthyl)-1,2-ethanediol;116204-39-8;(1R,2R)-1,2-dinaphthalen-1-ylethane-1,2-diol;(1R,2R)-1,2-Di(naphthalen-1-yl)ethane-1,2-diol;(1R,2R)-(+)-1,2-Di(1-naphthyl)ethane-1,2-diol;DTXSID10438355;(1R,2R)-1,2-Di(1-naphthyl)-1,2-ethanediol;J-003400;(R,R)-(+)-1,2-Di(1-naphthyl)-1,2-ethanediol, 98%;(1R,2R)-1,2-BIS(NAPHTHALEN-1-YL)ETHANE-1,2-DIOL

Chemical Property of (R,R)-(+)-1,2-Di(1-naphthyl)-1,2-ethanediol

Chemical Property:

• Vapor Pressure: 6.47E-13mmHg at 25°C
• Melting Point: 149-151 °C(lit.)
• Refractive Index: 1.731
• Boiling Point: 549.7°C at 760 mmHg
• PKA: 13.01±0.20(Predicted)
• Flash Point: 258.5°C
• PSA: 40.46000
• Density: 1.269g/cm³
• LogP: 4.76000
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 314.130679813
• Heavy Atom Count: 24
• Complexity: 371

Purity/Quality:

98%min ^*data from raw suppliers

(R,R)-(+)-1,2-DI(1-NAPHTHYL)-1,2-ETHANEDIOL 95.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC=C2C(C(C3=CC=CC4=CC=CC=C43)O)O
• Isomeric SMILES: C1=CC=C2C(=C1)C=CC=C2[C@H]([C@@H](C3=CC=CC4=CC=CC=C43)O)O

Technology Process of (R,R)-(+)-1,2-Di(1-naphthyl)-1,2-ethanediol

There total 7 articles about (R,R)-(+)-1,2-Di(1-naphthyl)-1,2-ethanediol 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: 87.0%

1-naphthaldehyde (66-77-3) → (±)-1,2-di(naphthalen-1-yl)ethane-1,2-diol (84812-40-8,116204-39-8)

Guidance literature:

With titanium(IV) iodide; propiononitrile; at -78 - 20 ℃;

DOI:10.1246/cl.2000.724

Reference yield: 76.0%

1-naphthaldehyde (66-77-3) → (±)-1,2-di(naphthalen-1-yl)ethane-1,2-diol (84812-40-8,116204-39-8) + meso-1,2-di-naphthalen-1-yl-ethane-1,2-diol

Guidance literature:

With titanocene dichloride; s-butylmagnesium chloride; In tetrahydrofuran; diethyl ether; at -78 - 0 ℃; for 1h;

Reference yield: 60.0%

(E)-1,2-bis(1-naphthyl)ethene (1233-36-9) → (±)-1,2-di(naphthalen-1-yl)ethane-1,2-diol (84812-40-8,116204-39-8)

Guidance literature:

With osmium(VIII) oxide; 4-methylmorpholine N-oxide; In tetrahydrofuran; water; tert-butyl alcohol; at 4 ℃; for 48h;

DOI:10.1002/(sici)1099-0690(199802)1998:2<403::aid-ejoc403>3.0.co;2-q

upstream raw materials:

1-naphthaldehyde

(E)-1,2-bis(1-naphthyl)ethene

1'-naphthacetophenone

1,2-bis(naphthalen-1-yl)ethane-1,2-dione

Downstream raw materials:

(R,R)-(+)-1,2-di-naphthalen-1-yl-ethane-1,2-diol

1,2-di(1-naphthyl)ethane-1,2-diol

Refernces

• 1、 Gualandi, Andrea,Rodeghiero, Giacomo,Della Rocca, Emanuele,Bertoni, Francesco,Marchini, Marianna,Perciaccante, Rossana,Jansen, Thomas Paul,Ceroni, Paola,Cozzi, Pier Giorgio. "Application of coumarin dyes for organic photoredox catalysis". supporting information. p. 10044 - 10047. Retrieved 2018/09/13.
• 2、 Billamboz, Muriel,Len, Christophe. "First pinacol coupling in emulsified water: Key role of surfactant and impact of alternative activation technologies". . p. 1664 - 1675. Retrieved 2015/06/02.