3-Iodo-1-[3-iodo-2-(methoxymethoxy)naphthalen-1-yl]-2-(methoxymethoxy)naphthalene

Base Information

• Chemical Name: 3-Iodo-1-[3-iodo-2-(methoxymethoxy)naphthalen-1-yl]-2-(methoxymethoxy)naphthalene
• CAS No.: 219583-87-6
• Molecular Formula: C24H20I2O4
• Molecular Weight: 626.22
• Hs Code.: 2909309090
• DSSTox Substance ID: DTXSID40444909
• Nikkaji Number: J944.861F
• Wikidata: Q82263186
• Mol file: 219583-87-6.mol

Synonyms:219583-87-6;(S)-2,2'-Bis(methoxymethoxy)-3,3'-diiodo-1,1'-binaphthyl;189518-78-3;(R)-3,3'-Diiodo-2,2'-bis(methoxymethoxy)-1,1'-binaphthalene;(S)-3,3'-Diiodo-2,2'-bis(methoxymethoxy)-1,1'-binaphthalene;3-iodo-1-[3-iodo-2-(methoxymethoxy)naphthalen-1-yl]-2-(methoxymethoxy)naphthalene;142010-88-6;3,3'-DIIODO-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHALENE;1,1'-Binaphthalene, 3,3'-diiodo-2,2'-bis(methoxymethoxy)-, (1R)-;SCHEMBL669045;DTXSID40444909;MFCD17018518;AB88978;CS-16046;CS-0086435;CS-0086457;CS-0379192;D74615;D74616;1,1'-Bi[2-(methoxymethoxy)-3-iodonaphthalene];A935143;(R)-2,2'-Bis(methoxymethoxy)-3,3'-diiodo-1,1'-binaphthyl;1,1 inverted exclamation marka-Binaphthalene, 3,3 inverted exclamation marka-diiodo-2,2 inverted exclamation marka-bis(methoxymethoxy)-

Chemical Property of 3-Iodo-1-[3-iodo-2-(methoxymethoxy)naphthalen-1-yl]-2-(methoxymethoxy)naphthalene

Chemical Property:

• Boiling Point: 590.255 °C at 760 mmHg
• Flash Point: 310.775 °C
• PSA: 36.92000
• Density: 1.735 g/cm³
• LogP: 6.83460
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 7.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 625.94510
• Heavy Atom Count: 30
• Complexity: 489

Purity/Quality:

99% ^*data from raw suppliers

(S)-3,3'-Diiodo-2,2'-bis(methoxymethoxy)-1,1'-binaphthalene >97.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COCOC1=C(C2=CC=CC=C2C=C1I)C3=C(C(=CC4=CC=CC=C43)I)OCOC

Technology Process of 3-Iodo-1-[3-iodo-2-(methoxymethoxy)naphthalen-1-yl]-2-(methoxymethoxy)naphthalene

There total 12 articles about 3-Iodo-1-[3-iodo-2-(methoxymethoxy)naphthalen-1-yl]-2-(methoxymethoxy)naphthalene 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: 94.0%

(Ra)-2,2'-bis(methoxy-methyloxy)-1,1'-binaphthalene → (Ra)-3,3’-diiodo-2,2’-bis(methoxymethoxy)-1,1’-binaphthalene (189518-78-3,219583-87-6)

Guidance literature:

(Ra)-2,2'-bis(methoxy-methyloxy)-1,1'-binaphthalene; With n-butyllithium; In diethyl ether; hexane; at 20 ℃; for 3h;

With iodine; In diethyl ether; hexane; at -78 - 20 ℃; for 4h; Further stages.;

DOI:10.1021/ol071276f

Reference yield: 88.0%

(S)-2,2'-bis(methoxymethoxy)-1,1'-binaphthyl (74292-20-9,142128-92-5) → (S)-2,2’-bis(methoxymethoxy)-3,3’-diiodo-1,1’-binaphthalene (189518-78-3,219583-87-6)

Guidance literature:

With n-butyllithium; iodine; In tetrahydrofuran;

DOI:10.1016/j.tetasy.2009.12.019

Reference yield: 88.0%

rac-2,2'-bis-(methoxymethoxy)-1,1'-binaphthalene (173831-50-0) → (rac)-3,3’-diiodo-2,2’-di(methoxymethoxy)-1,1’-binaphthyl (142010-88-6,189518-78-3,219583-87-6)

Guidance literature:

rac-2,2'-bis-(methoxymethoxy)-1,1'-binaphthalene; With n-butyllithium; In diethyl ether; hexane; at 20 ℃; for 3h;

With iodine; In tetrahydrofuran; diethyl ether; hexane; at 20 ℃; for 0.25h;

DOI:10.1021/ol0490882

upstream raw materials:

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

1,1'-bi-2-naphthol

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

β-naphthol

Downstream raw materials:

(R)-3,3’-bis(4-t-butylphenyl)-[1,1’-binaphthalene]-2,2’-diyl hydrogen phosphate

C₃₇H₁₇F₁₅NO₅PS

(S)-[2,2':4',1'':3'',2'''-quaternaphthalene]-2'',3'-diol

(R,S,S)-(-)-(2,6-diphenyl-3,5-dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl) bis(1-phenylethyl)amine

Refernces

• 1、 Ramakrishna,Tang, Jia-Dong,Tao, Jia-Ju,Fang, Qiang,Zhang, Zibin,Huang, Jianying,Li, Shijun. "Self-assembly of chiral BINOL cagesviaimine condensation". supporting information. p. 9088 - 9091. Retrieved 2021/09/14.
• 2、 Chen, Ching-Nung,Cheng, Wei-Min,Wang, Jian-Kai,Chao, Tzu-Hsuan,Cheng, Mu-Jeng,Liu, Rai-Shung. "Gold-Catalyzed [3+2]-Annulations of α-Aryl Diazoketones with the Tetrasubstituted Alkenes of Cyclopentadienes: High Stereoselectivity and Enantioselectivity". supporting information. p. 4479 - 4484. Retrieved 2021/01/21.