4,4'-Diiodobiphenyl

Base Information

• Chemical Name: 4,4'-Diiodobiphenyl
• CAS No.: 3001-15-8
• Molecular Formula: C12H8I2
• Molecular Weight: 406.005
• Hs Code.: 29039990
• European Community (EC) Number: 221-080-5
• DSSTox Substance ID: DTXSID5062766
• Nikkaji Number: J60.939K
• Wikidata: Q72467152
• Mol file: 3001-15-8.mol

Synonyms:4,4'-diiodobiphenyl;4,4'-diiododiphenyl

Chemical Property of 4,4'-Diiodobiphenyl

Chemical Property:

• Appearance/Colour: crystalline powder
• Melting Point: 201-204 °C(lit.)
• Boiling Point: 380.9 °C at 760 mmHg
• Flash Point: 191.5 °C
• PSA: 0.00000
• Density: 2.041 g/cm³
• LogP: 4.56280
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Light Sensitive
• Solubility.: Soluble in hot Toluene(very faint turbidity).
• XLogP3: 5.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 405.87155
• Heavy Atom Count: 14
• Complexity: 145

Purity/Quality:

99% ^*data from raw suppliers

4,4''-Diiodobiphenyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-37/38-36-36/37/38
• Safety Statements: 36-37-26

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Halogenated Polyaromatics
• Canonical SMILES: C1=CC(=CC=C1C2=CC=C(C=C2)I)I
• Uses: suzuki reaction 4,4?-diiodobiphenyl was coupled with (trimethylsilyl) acetylene via a Sonogashira-Hagihara reaction to afford the (trimethylsilyl)ethynyl derivative. 4,4?-diiodobipheny enhanced the expression of the luciferase gene. Intermediates of Liquid Crystals

Technology Process of 4,4'-Diiodobiphenyl

There total 36 articles about 4,4'-Diiodobiphenyl 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%

biphenyl (92-52-4,1594-86-1) → 4,4'-diiodobiphenyl (3001-15-8)

Guidance literature:

With sulfuric acid; iodine; periodic acid; acetic acid; In tetrachloromethane; at 80 ℃; for 4h;

DOI:10.1021/jo035147y

Reference yield: 91.0%

4-iodophenylhydrazine (13116-27-3) → 4,4'-diiodobiphenyl (3001-15-8)

Guidance literature:

With sodium acetate; palladium diacetate; In butanone; at 50 ℃; for 3h;

Reference yield: 88.0%

4-iodophenylboronic acid (5122-99-6) → 4,4'-diiodobiphenyl (3001-15-8)

Guidance literature:

With copper(II) choride dihydrate; sodium carbonate; In methanol; at 25 ℃; for 0.25h; Green chemistry;

DOI:10.1055/s-0036-1588361

upstream raw materials:

biphenyl

4,4'-bis-phenyliodonio-biphenyl; diiodide

4,4'-diiodyl-biphenyl

acetic acid

Downstream raw materials:

p-quaterphenyl

para-hexaphenyl

N,N,N',N'-tetraphenyl-4,4'-diaminobiphenyl

N,N,N',N'-tetra[(1,1'-biphenyl)-4-yl]-(1,1'-biphenyl)-4,4'-diamine

Refernces

• 1、 Suzuki,H.,Yamamoto,N.. "-". . p. 289 - 291. Retrieved 1972.
• 2、 Hansmann, Max M.,Melaimi, Mohand,Munz, Dominik,Bertrand, Guy. "Modular Approach to Kekulé Diradicaloids Derived from Cyclic (Alkyl)(amino)carbenes". . p. 2546 - 2554. Retrieved 2018.
• 3、 Albano, Gianluigi,Farinola, Gianluca M.,Giannini, Cinzia,Musio, Roberta,Omenetto, Fiorenzo G.,Rizzo, Giorgio,Sibillano, Teresa. "Silk?Fibroin-Supported Palladium Catalyst for Suzuki-Miyaura and Ullmann Coupling Reactions of Aryl Chlorides". supporting information. . Retrieved 2022/02/03.