39655-09-9

Basic information

• Product Name: 1,1'-Biphenyl, 2-iodo-2-methyl-
• Synonyms: 1,1'-Biphenyl, 2-iodo-2-methyl- ;2-IODO-2'-METHYL-1,1'-BIPHENYL;2-Iodo-2-methylbiphenyl
• CAS NO: 39655-09-9
• Molecular Formula: C₁₃H₁₁I
• Molecular Weight: 295.13885
• Mol File: 39655-09-9.mol
• Article Data: 8

Chemical Properties

• Melting Point: 38-39 °C
• Boiling Point: 186-187 °C
• Appearance: /
• Density: 1.523±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 1,1'-Biphenyl, 2-iodo-2-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1'-Biphenyl, 2-iodo-2-methyl-(39655-09-9)
• EPA Substance Registry System: 1,1'-Biphenyl, 2-iodo-2-methyl-(39655-09-9)

Safety Data

• Hazardous Substances Data: 39655-09-9(Hazardous Substances Data)

Usage

Structure

Biphenyl derivative with an iodine atom and a methyl group attached to the second carbon of the biphenyl ring

Applications

a. Synthesis of various organic compounds
b. Synthesis of pharmaceuticals
c. Building block in medicinal chemistry
d. Reagent in organic synthesis

Importance

Versatile chemical reagent with diverse applications in organic chemistry

Functional groups

Iodine and methyl groups contribute to the creation of diverse chemical structures and functional groups

Role

Useful in the development of new compounds and pharmaceuticals due to its unique structure and properties

Upstream product

• 932-31-0 ortho-tolylmagnesium bromide 
• 583-55-1 1-Bromo-2-iodobenzene 
• 615-36-1 2-bromoaniline 
• 16419-60-6 2-Methylphenylboronic acid 
• 615-43-0 2-iodophenylamine 
• 67992-12-5 2-methyl-2'-nitro-1,1'-biphenyl 
• 615-37-2 ortho-methylphenyl iodide 
• 95-46-5 2-methylphenyl bromide 
• 552-16-9 ortho-nitrobenzoic acid 
• 615-41-8 2-iodochlorobenzene 
• 1203-41-4 2-(2-methylphenyl)aniline 
• 609-73-4 o-nitroiodobenzene 

Downstream Products

• 70680-23-8 2,4''''-Dimethyl-1:1',2':1'',3'':1''',2''':1''''-quinquephenyl 
• 2871-91-2 1-methyltriphenylene 
• 1556-99-6 4-methylfluorene 
• 73960-94-8 2,2''''-Dimethyl-1,1':2',1'':3'',1''':2''',1''''-quinquephenyl 

Relevant articles and documents

Scalable electrochemical synthesis of diaryliodonium salts

Cyclic and acyclic diaryliodonium are synthesised by anodic oxidation of iodobiaryls and iodoarene/arene mixtures, respectively, in a simple undivided electrolysis cell in MeCN-HFIP-TfOH without any added electrolyte salts. This atom efficient process does not require chemical oxidants and generates no chemical waste. More than 30 cyclic and acyclic diaryliodonium salts with different substitution patterns were prepared in very good to excellent yields. The reaction was scaled-up to 10 mmol scale giving more than four grams of dibenzo[b,d]iodol-5-ium trifluoromethanesulfonate (>95%) in less than three hours. The solvent mixture of the large-scale experiment was recovered (>97%) and recycled several times without significant reduction in yield.

Broad activity of diphenyleneiodonium analogues against Mycobacterium tuberculosis, malaria parasites and bacterial pathogens

In this study, a structure-activity relationship (SAR) compound series based on the NDH-2 inhibitor diphenyleneiodonium (DPI) was synthesised. Compounds were evaluated primarily for in vitro efficacy against Gram-positive and Gram-negative bacteria, commonly responsible for nosocomial and community acquired infections. In addition, we also assessed the activity of these compounds against Mycobacterium tuberculosis (Tuberculosis) and Plasmodium spp. (Malaria). This led to the discovery of highly potent compounds active against bacterial pathogens and malaria parasites in the low nanomolar range, several of which were significantly less toxic to mammalian cells.

Synthesis of Fluorenes Starting from 2-Iodobiphenyls and CH2Br2 through Palladium-Catalyzed Dual C-C Bond Formation

A facile and efficient approach is developed for the synthesis of fluorene and its derivatives starting from 2-iodobiphenyls and CH2Br2. A range of fluorene derivatives can be synthesized under relatively mild conditions. The reaction proceeds via a tandem palladium-catalyzed dual C-C bond formation sequence through the key dibenzopalladacyclopentadiene intermediates, which are obtained from 2-iodobiphenyls through palladium-catalyzed C-H activation.