(aR)-2,2'-Dihydroxy-1,1'-binaphthalene-3,3'-dicarboxylic acid

Base Information

• Chemical Name: (aR)-2,2'-Dihydroxy-1,1'-binaphthalene-3,3'-dicarboxylic acid
• CAS No.: 18531-92-5
• Molecular Formula: C22H14O6
• Molecular Weight: 374.35
• Hs Code.: 2918290000
• Mol file: 18531-92-5.mol

Synonyms:(aR)-2,2'-Dihydroxy-1,1'-binaphthalene-3,3'-dicarboxylic acid

Chemical Property of (aR)-2,2'-Dihydroxy-1,1'-binaphthalene-3,3'-dicarboxylic acid

Chemical Property:

• Melting Point: >290 °C(Solv: chloroform (67-66-3))
• Boiling Point: 570.0±50.0 °C(Predicted)
• PKA: 2.42±0.30(Predicted)
• PSA: 115.06000
• Density: 1.528±0.06 g/cm3(Predicted)
• LogP: 4.46760

Purity/Quality:

99%min ^*data from raw suppliers

[1,1''-Binaphthalene]-3,3''-dicarboxylicacid,2,2''-dihydroxy-,(1R)- 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (aR)-2,2'-Dihydroxy-1,1'-binaphthalene-3,3'-dicarboxylic acid

There total 45 articles about (aR)-2,2'-Dihydroxy-1,1'-binaphthalene-3,3'-dicarboxylic acid 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: 93.0%

(S)-2,2'-dihydroxy-1,1'-binaphthyl-3-carboxylic acid (S)(-)-1-phenethylamine → (S)-2,2'-dihydroxy-[1,1'-binaphthalene]-3,3'-dicarboxylic acid (18531-92-5,42167-04-4,47568-49-0,65390-98-9)

Guidance literature:

With hydrogenchloride; In tert-butyl methyl ether; water; at 20 ℃; for 1h;

Reference yield: 90.0%

3-Hydroxy-2-naphthoic acid (92-70-6) → 2,2'-dihydroxy-1,1'-binaphthalene-3,3'-dicarboxylic acid (18531-92-5,42167-04-4,47568-49-0,65390-98-9)

Guidance literature:

With iron(III) chloride; at 60 ℃; for 25h;

DOI:10.1135/cccc19970925

Reference yield: 89.0%

dimethyl 2,2'-dihydroxy-1,1'-binaphthalene-3,3'-dicarboxylate (47644-69-9,69678-00-8,18531-91-4) → 2,2'-dihydroxy-1,1'-binaphthalene-3,3'-dicarboxylic acid (18531-92-5,42167-04-4,47568-49-0,65390-98-9)

Guidance literature:

With potassium hydroxide; In methanol; for 12h; Reflux;

DOI:10.1016/j.tetasy.2015.09.002

upstream raw materials:

3-Hydroxy-2-naphthoic acid

dimethyl 2,2'-dimethoxy-1,1'-naphthalene-3,3'-dicarboxylate

nitrobenzene

ethanol

Downstream raw materials:

(S)-2,2'-dihydroxy-[1,1'-binaphthalene]-3,3'-dicarboxylic acid

Refernces

• 1、 Baret, Paul,Beaujolais, Virginie,Gaude, Didier,Coulombeau, Christian,Pierre, Jean-Louis. "Control of the helical chirality in octahedral complexes by a chiral macrobicyclic cavity possessing six convergent hydroxyl groups". . p. 969 - 973. Retrieved 1997.
• 2、 Asakawa, Masumi,Ashton, Peter R.,Boyd, Sue E.,Brown, Christopher L.,Menzer, Stephan,Pasini, Dario,Stoddart, J. Fraser,Tolley, Malcolm S.,White, Andrew J. P.,Williams, David J.,Wyatt, Paul G.. "Axially chiral catenanes and π-electron-deficient receptors". . p. 463 - 481. Retrieved 1997.
• 3、 -. "PROCESS FOR POLYMERIZING BETA-BUTYROLACTONE". . . Retrieved 2020/12/03.
• 4、 Belokon,Maleev,Moskalenko,Samoilichenko,Peregudov,Tsaloev. "Asymmetric opening of styrene oxide with p-toluidine catalyzed by BINOL polyols and their lithium complexes". . p. 1371 - 1376. Retrieved 2014/05/06.