1-(2-Hydroxy-3-methylnaphthalen-1-yl)-3-methylnaphthalen-2-ol

Base Information

• Chemical Name: 1-(2-Hydroxy-3-methylnaphthalen-1-yl)-3-methylnaphthalen-2-ol
• CAS No.: 55442-34-7
• Molecular Formula: C₂₂H₁₈O₂
• Molecular Weight: 314.384
• DSSTox Substance ID: DTXSID70970786
• Nikkaji Number: J2.468.105J,J2.190.841J,J998.516F
• Wikidata: Q82954038
• Mol file: 55442-34-7.mol

Synonyms:55515-98-5;55515-99-6;(1S)-3,3'-Dimethyl-[1,1'-binaphthalene]-2,2'-diol;(R)-3,3'-Dimethyl-[1,1'-binaphthalene]-2,2'-diol;1-(2-hydroxy-3-methylnaphthalen-1-yl)-3-methylnaphthalen-2-ol;(S)-3,3'-Dimethyl-[1,1'-binaphthalene]-2,2'-diol;(S)-3,3'-Dimethyl-[1,1']binaphthalenyl-2,2'-diol;55442-34-7;3,3'-dimethyl-1,1'-binaphthalene-2,2'-diol;3,3'-Dimethyl-1,1'-binaphthalene-2-2'-diol;SCHEMBL3262903;DTXSID70970786;CHEBI:188826;MFCD00187966;BS-50838;CS-0086972;CS-0086973;FT-0640320;3,3'-dimethyl-1,1'-binaphthyl-2,2'-diol;C75603;E81065;3,3'-Dimethyl[1,1'-binaphthalene]-2,2'-diol;A913313;(R)-3,3-DIMETHYL-1,1-BINAPHTHALENE-2,2-DIOL;(1R)-3,3'-Dimethyl-[1,1'-binaphthalene]-2,2'-diol, 98% (99% ee);(1S)-3,3'-Dimethyl-[1,1'-binaphthalene]-2,2'-diol, 95% (99% ee)

Chemical Property of 1-(2-Hydroxy-3-methylnaphthalen-1-yl)-3-methylnaphthalen-2-ol

Chemical Property:

• XLogP3: 6.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 314.130679813
• Heavy Atom Count: 24
• Complexity: 396

Purity/Quality:

99% ^*data from raw suppliers

[1,1''-Binaphthalene]-2,2''-diol,3,3''-dimethyl- 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC2=CC=CC=C2C(=C1O)C3=C(C(=CC4=CC=CC=C43)C)O

Technology Process of 1-(2-Hydroxy-3-methylnaphthalen-1-yl)-3-methylnaphthalen-2-ol

There total 16 articles about 1-(2-Hydroxy-3-methylnaphthalen-1-yl)-3-methylnaphthalen-2-ol 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: 98.0%

(Sa)-3,3'-dimethyl-2,2'-bis(methoxymethoxy)-1,1'-binaphthyl (65355-11-5,142010-82-0) → 3,3’-dimethyl-[1,1’-binaphthalene]-2,2’-diol (39648-71-0,55442-34-7,55515-98-5,55515-99-6)

Guidance literature:

With hydrogenchloride; water; In ethanol; dichloromethane; for 10h; Reflux;

DOI:10.1021/ol9020942

Reference yield: 96.0%

3-methyl-naphthalen-2-ol (17324-04-8) → 3,3'-dimethyl-1,1'-binaphthalene-2,2'-diol (55442-34-7,55515-98-5,55515-99-6)

Guidance literature:

With air; In dichloromethane; for 1h; Ambient temperature;

DOI:10.1016/0040-4039(94)80028-6

Reference yield: 86.0%

(S)-2,2'-bis(methoxymethoxy)-1,1'-binaphthyl (74292-20-9,142128-92-5) + dimethyl sulfate (77-78-1) → 3,3’-dimethyl-[1,1’-binaphthalene]-2,2’-diol (39648-71-0,55442-34-7,55515-98-5,55515-99-6)

Guidance literature:

(S)-2,2'-bis(methoxymethoxy)-1,1'-binaphthyl; With n-butyllithium; In tetrahydrofuran; at 0 ℃; for 0.75h;

dimethyl sulfate; In tetrahydrofuran; at 25 ℃; for 12h;

With hydrogenchloride; In methanol; dichloromethane; for 3h;

upstream raw materials:

3,3'-bis(bromomethyl)-2,2'-dihydroxy-1,1'-binaphthyl

3-hydroxy-2-naphthoic acid methyl ester

3-methyl-naphthalen-2-ol

rac-2,2'-bis-(methoxymethoxy)-1,1'-binaphthalene

Downstream raw materials:

(R)-3,3'-dimethyl-1,1'-binaphthalene-2,2'-diol

3,3’-dimethyl-[1,1’-binaphthalene]-2,2’-diol

C₅₇H₅₄O₃P₂

(2,6-dimethyl-3,5-dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)-bis-(1-phenyl-ethyl)-amine