320339-03-5

Basic information

• Product Name: 4-TERT-BUTYL-4'-IODOBIPHENYL
• Synonyms: 4-TERT-BUTYL-4'-IODOBIPHENYL
• CAS NO: 320339-03-5
• Molecular Formula: C16H17I
• Molecular Weight: 336.21
• EINECS: 932-517-0
• Product Categories: Biphenyl derivatives
• Mol File: 320339-03-5.mol
• Article Data: 5

Chemical Properties

• Melting Point: 150°C
• Boiling Point: 357.1±21.0 °C(Predicted)
• Appearance: /
• Density: 1.380±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 4-TERT-BUTYL-4'-IODOBIPHENYL(CAS DataBase Reference)
• NIST Chemistry Reference: 4-TERT-BUTYL-4'-IODOBIPHENYL(320339-03-5)
• EPA Substance Registry System: 4-TERT-BUTYL-4'-IODOBIPHENYL(320339-03-5)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 320339-03-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4-TERT-BUTYL-4'-IODOBIPHENYL is used as a building block for the synthesis of pharmaceuticals, contributing to the development of new drugs and therapeutic agents.
Used in Agrochemical Industry:
4-TERT-BUTYL-4'-IODOBIPHENYL is used as a building block in the production of agrochemicals, aiding in the creation of effective crop protection products.
Used in Specialty Chemicals Industry:
4-TERT-BUTYL-4'-IODOBIPHENYL is used as a building block for the synthesis of specialty chemicals, enhancing the properties and performance of various chemical products.
Used in Organic Chemical Reactions:
4-TERT-BUTYL-4'-IODOBIPHENYL is used as a reagent, facilitating specific chemical reactions and transformations in organic chemistry.
Used in Preparation of Functionalized Biphenyl Derivatives:
4-TERT-BUTYL-4'-IODOBIPHENYL is used as a precursor in the preparation of a wide range of functionalized biphenyl derivatives, expanding the scope of biphenyl-based compounds for various applications.
It is crucial to handle and store 4-TERT-BUTYL-4'-IODOBIPHENYL with care due to potential health and environmental hazards if not managed properly.

Upstream product

• 1625-92-9 4-tert-butylbiphenyl 
• 35779-04-5 1-tert-butyl-4-iodobenzene 
• 253185-03-4 tert-butylbenzene 
• 84563-54-2 bis(4-tert-butylphenyl)iodonium trifluoromethanesulfonate 
• 591-50-4 iodobenzene 
• 17865-11-1 (4-(trimethylsilyl)phenyl)boronic acid 
• 10486-61-0 3-thienyl iodide 
• 772-38-3 4-tert-Butylphenylacetylene 

Relevant articles and documents

Palladium-Catalyzed Enantioselective C(sp3)-H Arylation of 2-Propyl Azaaryls Enabled by an Amino Acid Ligand

A palladium(II)-catalyzed enantioselective arylation of unbiased secondary C(sp3)-H bonds was developed. The enantioselectivity was controlled by the combination of a pyridyl or isoquinolinyl directing group and an amino acid, N-Boc-2-pentyl proline. A variety of 2-propyl azaaryls and biaryl iodides were employed to provide arylated products in moderate to good yields (up to 82%) with high enantioselectivities (up to 93:7 er). This reaction is a rare example of an amino-acid-enabled enantioselective acyclic methylene C(sp3)-H arylation. Furthermore, the reaction proceeded with high enantioselectivity even on a gram scale, and the product was transformed to a 5,6,7,8-tetrahydroisoquinoline bioactive molecule. Kinetic isotope effect (KIE) experiments indicated that C-H activation is the rate-determining step for the enantioselective C(sp3)-H arylation.

Spatial anion control on palladium for mild C-H arylation of arenes

C-H arylation of arenes without the use of directing groups is a challenge, even for simple molecules, such as benzene. We describe spatial anion control as a concept for the design of catalytic sites for C-H bond activation, thereby enabling nondirected C-H arylation of arenes at ambient temperature. The mild conditions enable late-stage structural diversification of biologically relevant small molecules, and site-selectivity complementary to that obtained with other methods of arene functionalization can be achieved. These results reveal the potential of spatial anion control in transition-metal catalysis for the functionalization of C-H bonds under mild conditions.

Palladium-Catalyzed Secondary C(sp3)?H Arylation of 2-Alkylpyridines

A pyridyl group-assisted palladium-catalyzed secondary C(sp3)?H arylation protocol was developed. A substituent at the 3-position of the pyridyl group is proved to be important for promoting C?H arylation and controlling the regioselectivity. Aryl iodides can be used as coupling partners. The reaction proceeded in good to excellent yields with good functional group tolerance, even on the gram-scale. The preliminary asymmetric reaction was investigated using an L-proline derivative as a chiral ligand. (Figure presented.).

Visible-Light-Induced [4+2] Annulation of Thiophenes and Alkynes to Construct Benzene Rings

The [4+2] annulation represents an elegant and versatile synthetic protocol for the construction of benzene rings. Herein, a strategy for visible-light induced [4+2] annulation of thiophenes and alkynes, to afford benzene rings, is presented. Under simple and mild reaction conditions, the ready availability and structural diversity of thiophenes and alkynes permit the facile synthesis of several substituted aromatic rings. Valuable drugs and amino acids are also well tolerated. Moreover, DFT calculations explain the high regioselectivity of the reaction.

Creation of azobenzene-based photochromic amorphous molecular materials - Synthesis, glass-forming properties, and photochromic response

A novel family of azobenzene-based photochromic amorphous molecular materials has been created. They were found to readily form amorphous glasses with well-defined glass-transition temperatures and to exhibit photochromism as amorphous films as well as in solution. It was found that their quantum yields of trans-cis photoisomerization were smaller as amorphous films than in solution and that the backward cis-trans thermal isomerization reactions as amorphous films were either accelerated or retarded relative to those in solution, depending upon their molecular structures. In addition, the rate acceleration for the cis-trans thermal isomerization as amorphous films relative to solution was found to be more prominent as the irradiation time for generating the cis-isomer became shorter. The Royal Society of Chemistry 2007.