4,4'-Diiodo-2,2'-dimethyl-1,1'-biphenyl

Base Information

• Chemical Name: 4,4'-Diiodo-2,2'-dimethyl-1,1'-biphenyl
• CAS No.: 69571-02-4
• Molecular Formula: C14H12 I2
• Molecular Weight: 434.058
• European Community (EC) Number: 804-250-9
• DSSTox Substance ID: DTXSID60549768
• Nikkaji Number: J3.295.916D
• Wikidata: Q72467164
• Mol file: 69571-02-4.mol

Synonyms:4,4'-Diiodo-2,2'-dimethyl-1,1'-biphenyl;69571-02-4;4,4'-DIIODO-2,2'-DIMETHYLBIPHENYL;4-iodo-1-(4-iodo-2-methylphenyl)-2-methylbenzene;1,1'-Biphenyl, 4,4'-diiodo-2,2'-dimethyl-;1,1'-Biphenyl,4,4'-diiodo-2,2'-dimethyl-;C14H12I2;SCHEMBL2382031;DTXSID60549768;MFCD13185944;2,2'-Dimethyl-4,4'-Diiodobiphenyl;4,4'-diiodo-2,2'-dimethyl biphenyl;AKOS016008885;DS-4630;SB66671;CS-0153200;D4608;C76204;4,4'-Diiodo-2,2'-dimethyl-1,1'-biphenyl, 97%

Chemical Property of 4,4'-Diiodo-2,2'-dimethyl-1,1'-biphenyl

Chemical Property:

• Melting Point: 96.0 to 100.0 °C
• Boiling Point: 374.8±42.0 °C(Predicted)
• Flash Point: 175.5oC
• PSA: 0.00000
• Density: 1.875
• LogP: 5.17960
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: soluble in Toluene
• XLogP3: 5.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 433.90285
• Heavy Atom Count: 16
• Complexity: 205

Purity/Quality:

98%min ^*data from raw suppliers

4,4''-Diiodo-2,2''-dimethyl-1,1''-biphenyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,N
• Hazard Codes: Xi,N
• Statements: 41-50/53
• Safety Statements: 26-39-60-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CC(=C1)I)C2=C(C=C(C=C2)I)C

Technology Process of 4,4'-Diiodo-2,2'-dimethyl-1,1'-biphenyl

There total 2 articles about 4,4'-Diiodo-2,2'-dimethyl-1,1'-biphenyl 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: 76.0%

2,2'-dimethylbenzidine dihydrochloride (60410-99-3,96196-27-9) → 4,4′-diiodo-2,2′-dimethyl-1,1′-biphenyl (69571-02-4)

Guidance literature:

2,2'-dimethylbenzidine dihydrochloride; With hydrogenchloride; sodium nitrite; In water; at 0 - 5 ℃;

With iodine; sodium iodide; In dichloromethane; water; at 5 - 20 ℃;

DOI:10.1039/c0jm03321a

Reference yield:

2,2'-dimethylbenzidine (84-67-3) → 4,4′-diiodo-2,2′-dimethyl-1,1′-biphenyl (69571-02-4)

Guidance literature:

With sulfuric acid; urea; potassium iodide; sodium nitrite; Yield given. Multistep reaction; 1) H₂O, 0 deg C, 3) H₂O, 70 deg C, 15 min;

DOI:10.1002/mrc.1270170406

Reference yield: 82.3%

N-(dibenzothiophene-4-yl)-N-phenyl-amine (1252914-52-5) + 4,4′-diiodo-2,2′-dimethyl-1,1′-biphenyl (69571-02-4) → N,N'-bis(dibenzo[b,d]thiophen-4-yl)-2,2'-dimethyl-[1,1'-biphenyl]-4,4'-diamine

Guidance literature:

With tri-tert-butyl phosphine; potassium tert-butylate; palladium diacetate; In toluene; at 100 ℃; for 10h; Inert atmosphere; Schlenk technique; Sealed tube;

upstream raw materials:

2,2'-dimethylbenzidine

2,2'-dimethylbenzidine dihydrochloride

Downstream raw materials:

4,4'-bis(3,6-dimethylcarbazolyl)-2,2'-dimethylbiphenyl

Refernces

• 1、 Fuji, Kaoru,Yamada, Toshihide,Fujita, Eiichi. "13C Chemical Shifts of Symmetrically Substituted Biphenyls: Unambiguous Signal Assignment for the Carbons ortho and para to an Aryl Group". . p. 250 - 256. Retrieved 2007/10/02.