2-Methyl-1,1'-binaphthalene

Base Information

• Chemical Name: 2-Methyl-1,1'-binaphthalene
• CAS No.: 118018-45-4
• Molecular Formula: C₂₁H₁₆
• Molecular Weight: 268.358
• Mol file: 118018-45-4.mol

Synonyms:2-Methyl-1,1-binaphthyl;1,1'-Binaphthalene,methyl;

Chemical Property of 2-Methyl-1,1'-binaphthalene

Chemical Property:

• Boiling Point: 402.554oC at 760 mmHg
• Flash Point: 191.683oC
• PSA: 0.00000
• Density: 1.122g/cm3
• LogP: 5.96840

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Methyl-1,1'-binaphthalene

There total 4 articles about 2-Methyl-1,1'-binaphthalene 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:

1-bromo-2-methylnaphtalene (2586-62-1) + 1-Naphthylboronic acid (13922-41-3) → 1,1'-bisnaphthalene (604-53-5) + (R)-2-methyl-1,1’-binaphthalene (69363-30-0,118018-44-3,118018-45-4) + (S)-2-methyl-1,1′-binaphthyl

Guidance literature:

With C₃₈H₄₀ClI₂N₃Pd*0.4CH₂Cl₂; potassium hydroxide; In 1,4-dioxane; water; at 25 ℃; for 24h; Overall yield = 85 %; Overall yield = 23.4 mg; enantioselective reaction; Inert atmosphere;

DOI:10.1021/om4009982

Reference yield:

1-chloro-2-methylnaphthalene (5859-45-0) + 1-Naphthylboronic acid (13922-41-3) → 1,1'-bisnaphthalene (604-53-5) + (R)-2-methyl-1,1’-binaphthalene (69363-30-0,118018-44-3,118018-45-4) + (S)-2-methyl-1,1′-binaphthyl

Guidance literature:

With C₃₈H₄₀ClI₂N₃Pd*0.4CH₂Cl₂; potassium hydroxide; In 1,4-dioxane; water; at 25 ℃; for 48h; Overall yield = 67 %; enantioselective reaction; Inert atmosphere;

DOI:10.1021/om4009982

Reference yield:

2'-methyl-3,4-dihydro-1,1'-binaphthalene (87829-16-1) → 2-methyl-1,1′-binaphthalene (69363-30-0,118018-44-3,118018-45-4) + 1-Methylperylene (10350-33-1)

Guidance literature:

With palladium on activated charcoal;

upstream raw materials:

2'-methyl-3,4-dihydro-1,1'-binaphthalene

1-bromo-2-methylnaphtalene

1-Naphthylboronic acid

1-chloro-2-methylnaphthalene

Downstream raw materials:

1-(1-naphthyl)-naphthalene-2-carbaldehyde

racemic 1,1'-binaphthyl-2-carboxylic acid

Refernces

• 1、 Benhamou, Laure,Besnard, Celine,Kuendig, E. Peter. "Chiral PEPPSI complexes: Synthesis, characterization, and application in asymmetric Suzuki-Miyaura coupling reactions". supporting information. p. 260 - 266. Retrieved 2014/02/14.