1056474-34-0

Basic information

• Product Name: 4,4,5,5-tetramethyl-2-(4-(thiophen-2-yl)phenyl)-1,3,2-dioxaborolane
• Synonyms: 4,4,5,5-tetramethyl-2-(4-(thiophen-2-yl)phenyl)-1,3,2-dioxaborolane
• CAS NO: 1056474-34-0
• Molecular Weight: 286.203
• Mol File: 1056474-34-0.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 4,4,5,5-tetramethyl-2-(4-(thiophen-2-yl)phenyl)-1,3,2-dioxaborolane(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4,5,5-tetramethyl-2-(4-(thiophen-2-yl)phenyl)-1,3,2-dioxaborolane(1056474-34-0)
• EPA Substance Registry System: 4,4,5,5-tetramethyl-2-(4-(thiophen-2-yl)phenyl)-1,3,2-dioxaborolane(1056474-34-0)

Safety Data

• Hazardous Substances Data: 1056474-34-0(Hazardous Substances Data)

Upstream product

• 586-77-6 4-bromo-N,N-dimethylaniline 
• 88613-62-1 2-(4'-N,N-dimethylaminophenyl)-thiophene 
• 73183-34-3 bis(pinacol)diborane 
• 589-87-7 1,4-bromoiodobenzene 
• 72133-72-3 2-iodothiophene 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 70010-48-9 1-(2-thienyl)-4-aminobenzene 
• 40133-22-0 2-(4-bromophenyl)thiophene 

Downstream Products

• 1186084-90-1 3-Methoxy-1-[4-(2-thienyl)phenyl] naphthalene 

Relevant articles and documents

Photoinduced Deaminative Borylation of Unreactive Aromatic Amines Enhanced by CO2

Herein, direct unreactive C-N borylation of aromatic amines by a photocatalyst was achieved. The C-N borylation of aromatic amines with bis(pinacolato)diboron (B2pin2) proceeded using a pyrene catalyst under light irradiation to afford desired borylated products and aminoborane as a byproduct. The yield of the borylated product improved under a CO2 atmosphere which probably reduced the inhibitory effect of aminoborane. Mechanistic studies suggested that the C-N bond cleavage and C-B bond formation proceeded via a concerted pathway.

Derisking the Cu-Mediated 18F-Fluorination of Heterocyclic Positron Emission Tomography Radioligands

Molecules labeled with fluorine-18 (18F) are used in positron emission tomography to visualize, characterize and measure biological processes in the body. Despite recent advances in the incorporation of 18F onto arenes, the development of general and efficient approaches to label radioligands necessary for drug discovery programs remains a significant task. This full account describes a derisking approach toward the radiosynthesis of heterocyclic positron emission tomography (PET) radioligands using the copper-mediated 18F-fluorination of aryl boron reagents with 18F-fluoride as a model reaction. This approach is based on a study examining how the presence of heterocycles commonly used in drug development affects the efficiency of 18F-fluorination for a representative aryl boron reagent, and on the labeling of more than 50 (hetero)aryl boronic esters. This set of data allows for the application of this derisking strategy to the successful radiosynthesis of seven structurally complex pharmaceutically relevant heterocycle-containing molecules.

Photochromic dichroic naphtho-pyrans and optical articles containing them

A naphthopyran compound represented by the formulae (I) to (IV) wherein : ■ m1, m2, p, q are each an integer comprised from 0 to 4 or 5 inclusive; ■ R1, R2 and R4, represent a group selected from halogen, H, -Ra, aryl, -OH, -ORa, -SH, -SRa, -NH2, -NRaRa1, -NRbRc, -NRa1CORa, -NRa1CO(aryl), -NRa1aryl, -N-aryl2, -N(aryl)CO(aryl), -CO-Ra, -CO2Ra1, -OC(O)-Rd, and - X-(Re)-Y, and linear or branched (C1-C18) perfluoroalkyl group, wherein Ra, Ra1, Rb, Rc, X, Y, Re, Rd are as defined into the description; ■ Z1 represent a group selected from: wherein R3, J and n are as defined into the description; ■ R5, Z2, Z3 are as defined into the description; ■ Z4 represent a group selected from: o wherein R3, J and n are as defined hereinbefore; ■ with the provision that for compounds of formula (II) when Z1 represents a group then Z3 is not a hydrogen.