(R)-(+)-2,2'-Dimethoxy-1,1'-binaphthalene

Base Information

• Chemical Name: (R)-(+)-2,2'-Dimethoxy-1,1'-binaphthalene
• CAS No.: 35294-28-1
• Molecular Formula: C22H18 O2
• Molecular Weight: 314.384
• Hs Code.: 2909309090
• Mol file: 35294-28-1.mol

Synonyms:1,1'-Binaphthalene,2,2'-dimethoxy-, (R)-; (+)-2,2'-Dimethoxy-1,1'-binaphthalene;(1R)-2,2'-Dimethoxy-1,1'-binaphthalenyl; (R)-2,2'-Dimethoxy-1,1'-binaphthalene;(R)-2,2'-Dimethoxy-1,1'-binaphthyl

Chemical Property of (R)-(+)-2,2'-Dimethoxy-1,1'-binaphthalene

Chemical Property:

• Melting Point: 196-200 ºC
• Boiling Point: 414.1°Cat760mmHg
• Flash Point: 152.5°C
• PSA: 18.46000
• Density: 1.16g/cm³
• LogP: 5.67720
• Storage Temp.: Inert atmosphere,Room Temperature

Purity/Quality:

98%,99%, ^*data from raw suppliers

(R)-(+)-2,2''-Dimethoxy-1,1''-binaphthyl ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,N
• Statements: 41-50/53-37/38
• Safety Statements: 26-36/39-60-61-36

MSDS Files:

Useful:

Technology Process of (R)-(+)-2,2'-Dimethoxy-1,1'-binaphthalene

There total 34 articles about (R)-(+)-2,2'-Dimethoxy-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: 100.0%

(R)-1,1'-Bi-2-naphthol (18531-94-7) + methyl iodide (74-88-4) → (R)-2,2'-dimethoxy-1,1'-dinaphthyl (35294-28-1)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃;

DOI:10.1021/jacs.5b02448

Reference yield: 70.0%

(+)-2,2'-dihydroxy-1,1'-binaphthyl (18531-94-7) + dimethyl sulfate (77-78-1) → (+)-2,2'-Dimethoxy-1,1'-binaphthalene (2960-93-2,35294-28-1,75640-87-8,75685-01-7)

Guidance literature:

With sodium hydroxide; In water; at 70 - 80 ℃;

DOI:10.1021/jo00006a025

Reference yield: 70.0%

(-)-2,2'-dihydroxy-1,1'-binaphthyl (602-09-5,18531-94-7,18531-99-2,41024-90-2) + dimethyl sulfate (77-78-1) → (-)-2,2'-Dimethoxy-1,1'-binaphthalene (2960-93-2,35294-28-1,75640-87-8,75685-01-7)

Guidance literature:

With sodium hydroxide; In water; at 70 - 80 ℃;

DOI:10.1021/jo00006a025

upstream raw materials:

2-Methoxynaphthalene

(R)-1,1'-Bi-2-naphthol

methyl iodide

2,2'-dimethoxy-1,1'-binaphthyl

Downstream raw materials:

(R)-1,1'-Bi-2-naphthol

(R)-(+)-3,3'-di-p-tolyl-[1,1'-binaphthalene]-2,2'-diol

C₅₆H₃₈O₂

Refernces

• 1、 Osakama, Kazuki,Nakajima, Makoto. "Asymmetric Direct 1,2-Addition of Aryl Grignard Reagents to Aryl Alkyl Ketones". . p. 236 - 239. Retrieved 2016.
• 2、 Himmelstrup, Jonas,Buendia, Mikkel B.,Sun, Xing-Wen,Kramer, S?ren. "Enantioselective aryl-aryl coupling facilitated by chiral binuclear gold complexes". . p. 12988 - 12991. Retrieved 2019.
• 3、 Zhou, Yucheng,Zhang, Deqing,Zhang, Yazhou,Tang, Yalin,Zhu, Daoben. "Tuning the CD spectrum and optical rotation value of a new binaphthalene molecule with two spiropyran units: Mimicking the function of a molecular "AND" logic gate and a new chiral molecular switch". . p. 6164 - 6170. Retrieved 2005.
• 4、 Wang, Sibin,Zhelavskyi, Oleksii,Lee, Jeonghyo,Argüelles, Alonso J.,Khomutnyk, Yaroslav Ya.,Mensah, Enoch,Guo, Hao,Hourani, Rami,Zimmerman, Paul M.,Nagorny, Pavel. "Studies of Catalyst-Controlled Regioselective Acetalization and Its Application to Single-Pot Synthesis of Differentially Protected Saccharides". supporting information. p. 18592 - 18604. Retrieved 2021/11/16.
• 5、 Yang, He,Sun, Jiawei,Gu, Wei,Tang, Wenjun. "Enantioselective cross-coupling for axially chiral tetra-ortho-substituted biaryls and asymmetric synthesis of gossypol". supporting information. p. 8036 - 8043. Retrieved 2020/05/27.