2-Iodobiphenyl

Base Information

• Chemical Name: 2-Iodobiphenyl
• CAS No.: 2113-51-1
• Molecular Formula: C12H9I
• Molecular Weight: 280.108
• Hs Code.: 29039990
• European Community (EC) Number: 218-303-3
• NSC Number: 9283
• DSSTox Substance ID: DTXSID0062185
• Nikkaji Number: J149.827D
• Wikidata: Q72483466
• Mol file: 2113-51-1.mol

Synonyms:2-Iodobiphenyl;2113-51-1;2-Iodo-1,1'-biphenyl;1,1'-Biphenyl, 2-iodo-;1-iodo-2-phenylbenzene;o-Iodobiphenyl;o-Phenyliodobenzene;2-iodo-biphenyl;Biphenyl, 2-iodo-;2-iodo-1-phenylbenzene;1,1'-Biphenyl, iodo-;MFCD00039396;64420-96-8;1,1'-biphenyl-2,3,4,5,6-d5, 2'-iodo-;NSC 9283;EINECS 218-303-3;AI3-15371;1-iodo-2-phenyl-benzene;2- Iodobiphenyl;NSC9283;2-Iodobiphenyl, 96%;1, 2-iodo-;2-Iodo-1,1'-biphenyl #;SCHEMBL154146;DTXSID0062185;QFUYDAGNUJWBSM-UHFFFAOYSA-;AMY28267;NSC-9283;CX1313;AKOS015899885;AB01776;CS-W007659;GS-6880;Biphenyl, 2-iodo- (6CI,7CI,8CI);LS-44422;SY029962;FT-0612674;FT-0698692;I0967;10.14272/QFUYDAGNUJWBSM-UHFFFAOYSA-N;EN300-6766984;doi:10.14272/QFUYDAGNUJWBSM-UHFFFAOYSA-N.1;W-107573

Chemical Property of 2-Iodobiphenyl

Chemical Property:

• Appearance/Colour: clear colorless to yellow liquid
• Vapor Pressure: 0.000295mmHg at 25°C
• Melting Point: 55-57 °C
• Refractive Index: n20/D 1.662(lit.)
• Boiling Point: 331.7 °C at 760 mmHg
• Flash Point: 150.1 °C
• PSA: 0.00000
• Density: 1.584 g/cm³
• LogP: 3.95820
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Light Sensitive
• Water Solubility.: Insoluble in water.
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 279.97490
• Heavy Atom Count: 13
• Complexity: 149

Purity/Quality:

99% ^*data from raw suppliers

2-Iodobiphenyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, T
• Hazard Codes: Xi,T
• Statements: 36/37/38-63-42/43
• Safety Statements: 26-36-36/37/39-23

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC=CC=C2I
• Uses: 2-Iodobiphenyl is used as an organic chemical synthesis intermediate. 2-Iodobiphenyl may be used in the synthesis of dibenziodolium tosylate by reacting with hydroxy(tosyloxy)iodo] benzene in acetonitrile.

Technology Process of 2-Iodobiphenyl

There total 63 articles about 2-Iodobiphenyl 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: 60.0%

iodobenzene (591-50-4) + C6H4I2Zn2 → 1,2-Diiodobenzene (615-42-9) + o-terphenyl (84-15-1) + 2-iodobiphenyl (2113-51-1)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; at 40 ℃; for 3h;

DOI:10.1016/S0040-4039(00)00679-1

Reference yield: 60.0%

2-iodochlorobenzene (615-41-8) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → biphenyl (92-52-4,1594-86-1) + 2-chloro-1,1'-biphenyl (2051-60-7,108321-69-3) + o-terphenyl (84-15-1) + 2-iodobiphenyl (2113-51-1)

Guidance literature:

With 6,13,14,21-tetraphenyl-22H-tribenzo[b,g,m]-[14]triphyrin(2.1.1); potassium hydroxide; tert-butyl alcohol; at 180 ℃; for 24h; Darkness;

DOI:10.1016/j.tetlet.2014.09.043

Reference yield: 60.0%

1-Bromo-2-iodobenzene (583-55-1) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → biphenyl (92-52-4,1594-86-1) + 2-Bromobiphenyl (2052-07-5) + o-terphenyl (84-15-1) + 2-iodobiphenyl (2113-51-1)

Guidance literature:

With 6,13,14,21-tetraphenyl-22H-tribenzo[b,g,m]-[14]triphyrin(2.1.1); potassium hydroxide; tert-butyl alcohol; at 180 ℃; for 24h; Darkness;

DOI:10.1016/j.tetlet.2014.09.043

upstream raw materials:

pyridine

iodobenzene

dibenzoyl peroxide

nitrobenzene

Downstream raw materials:

5-biphenyl-2-yl-5H-benzo[b]arsindole

2,2'''-diphenyl-p-quaterphenyl

2-phenyl-bibenzyl-α-ol

2,2'-diphenylbiphenyl

Refernces

• 1、 Poriel, Cyril,Ferrand, Yann,Juillard, Sandrine,Le Maux, Paul,Simonneaux, Gérard. "Synthesis and stereochemical studies of di and tetra 9,9′- spirobifluorene porphyrins: New building blocks for catalytic material". . p. 145 - 158. Retrieved 2004.
• 2、 Naveen, Kanagaraj,Nandakumar, Avanashiappan,Perumal, Paramasivan Thirumalai. "Synthesis of 4-alkylidene-substituted 1,2,3,4-tetrahydroisoquinolines via palladium-catalyzed carbopalladation/C-H activation of 2-bromobenzyl-N-propargylamines". . p. 1633 - 1642. Retrieved 2015.
• 3、 Elsherbini, Mohamed,Moran, Wesley J.. "Scalable electrochemical synthesis of diaryliodonium salts". . p. 4706 - 4711. Retrieved 2021/06/11.
• 4、 Chatterjee, Tanmay,Mukherjee, Nilanjana. "Iodine-Catalyzed Methylthiolative Annulation of 2-Alkynyl Biaryls with DMSO: A Metal-Free Approach to 9-Sulfenylphenanthrenes". . p. 7881 - 7890. Retrieved 2021/06/28.