1,1'-Binaphthalene, 2,2'-dimethyl-

Base Information

• Chemical Name: 1,1'-Binaphthalene, 2,2'-dimethyl-
• CAS No.: 32834-84-7
• Molecular Formula: C₂₂H₁₈
• Molecular Weight: 282.385
• European Community (EC) Number: 620-906-5
• DSSTox Substance ID: DTXSID30186503
• Nikkaji Number: J145.017D,J3.236.709G,J3.594.958E
• Mol file: 32834-84-7.mol

Synonyms:2,2'-Dimethyl-1,1'-binaphthalene;1,1'-Binaphthalene, 2,2'-dimethyl-;19634-89-0;60536-98-3;(R)-2,2'-Dimethyl-1,1'-binaphthyl;32834-84-7;(R)-2,2'-Dimethyl-1,1'-binaphthalene;2-methyl-1-(2-methylnaphthalen-1-yl)naphthalene;2,2'-Dimethyl-1,1'-binaphthyl;1,1'-Binaphthyl, 2,2'-dimethyl-;2 2'-DIMETHYL-1 1'-BINAPHTHYL 90;MFCD01863647;52889-79-9;DTXSID30186503;AKOS004908869;2,2'-Dimethyl-1,1'-binaphthalene, 90%;CS-0085877;D2837;D2838;FT-0729632;D95420;W-201727

Chemical Property of 1,1'-Binaphthalene, 2,2'-dimethyl-

Chemical Property:

• Boiling Point: 401.8°Cat760mmHg
• Flash Point: 192.3°C
• PSA: 0.00000
• Density: 1.105g/cm³
• LogP: 6.27680
• XLogP3: 6.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 282.140850574
• Heavy Atom Count: 22
• Complexity: 336

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C2=CC=CC=C2C=C1)C3=C(C=CC4=CC=CC=C43)C

Technology Process of 1,1'-Binaphthalene, 2,2'-dimethyl-

There total 48 articles about 1,1'-Binaphthalene, 2,2'-dimethyl- 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%

1-bromo-2-methylnaphtalene (2586-62-1) + 2-methyl-1-naphthylboronic acid (103989-84-0) → 2,2'-dimethyl-1,1'-binaphthyl (60536-98-3,19634-89-0,32587-64-7,32834-84-7)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; In tetrahydrofuran; for 30h; Inert atmosphere; Reflux;

DOI:10.1016/j.jorganchem.2011.04.031

Reference yield: 100.0%

methylmagnesium bromide (75-16-1) + (+/-)-2,2'-bis(trifluoromethanesulfonyloxy)-1,1-binaphthyl (141807-44-5,126613-06-7,128544-05-8,128575-34-8) → 2,2'-dimethyl-1,1'-binaphthyl (60536-98-3,19634-89-0,32587-64-7,32834-84-7)

Guidance literature:

With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); In diethyl ether; at 0 ℃; for 24h; Reflux;

DOI:10.1002/anie.201201374

Reference yield: 98.0%

1-bromo-2-methylnaphtalene (2586-62-1) + (2-methyl-1-naphthyl)magnesium bromide (21450-90-8) → 2,2'-dimethyl-1,1'-binaphthyl (60536-98-3,19634-89-0,32587-64-7,32834-84-7)

Guidance literature:

With [Pd(μ-Cl)Cl(N,N′-bis(2,6-bis(diphenylmethyl)-4-methylphenyl)imidazol-2-ylidene)]₂; In 1,4-dioxane; at 60 ℃; for 16h; Inert atmosphere; Glovebox;

DOI:10.1039/c4ob01269k

upstream raw materials:

1-bromo-2-methylnaphtalene

methylmagnesium bromide

(+/-)-2,2'-bis(trifluoromethanesulfonyloxy)-1,1-binaphthyl

4,5-dihydro-4,4-dimethyl-3H-dinaphtho<2,1-a:1',2'-e>stannepin

Downstream raw materials:

4-phenyl-4,5-dihydro-3H-dinaphtho<2,1-c;1',2'-e>phosphepine

rac-2,2'-bis[2,2-bis(4-dimethylaminophenyl)-2-hydroxyethyl]binaphthyl

4,5-dihydro-3H-dinaphtho[2,1-c:1',2'-e]phosphepine-4-oxide

2,4-di-tert-Butylphenol

Refernces

• 1、 -. "NOVEL CHIRAL DIHYDROBENZOAZAPHOSPHOLE LIGANDS AND SYNTHESIS THEREOF". Paragraph 0145; 0146. . Retrieved 2018/06/15.
• 2、 Valera, Jorge S.,Gómez, Rafael,Sánchez, Luis. "Supramolecular Polymerization of [5]Helicenes. Consequences of Self-Assembly on Configurational Stability". . p. 2020 - 2023. Retrieved 2018/04/16.