213596-33-9

Basic information

• Product Name: 2-(4-Methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborinane
• Synonyms: 2-(4-Methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborinane
• CAS NO: 213596-33-9
• Molecular Formula: C₁₂H₁₇BO₃
• Molecular Weight: 220.08
• Product Categories: Boronic Acids
• Mol File: 213596-33-9.mol
• Article Data: 66

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(4-Methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborinane(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-Methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborinane(213596-33-9)
• EPA Substance Registry System: 2-(4-Methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborinane(213596-33-9)

Safety Data

• Hazardous Substances Data: 213596-33-9(Hazardous Substances Data)

Usage

General Description

2-(4-Methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborinane is a chemical compound with the molecular formula C11H17BO3. It is a boron-containing compound that belongs to the class of dioxaborinane compounds. 2-(4-Methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborinane is often used in organic synthesis as a reagent for the preparation of various organic compounds. It is commonly used in the formation of carbon-carbon and carbon-heteroatom bonds through various coupling reactions. Additionally, it is used as a building block in the synthesis of pharmaceuticals, agrochemicals, and other fine chemicals. The presence of the methoxy and dimethyl groups in the compound makes it a versatile building block for the synthesis of a wide range of organic molecules.

Upstream product

• 66107-29-7 4-methoxyphenyl triflate 
• 201733-56-4 2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-5,5-dimethyl-1,3,2-dioxaborinane 
• 21502-70-5 tris(p-anisyl)antimony 
• 126-30-7 2,2-Dimethyl-1,3-propanediol 
• 150-76-5 4-methoxy-phenol 
• 67-56-1 methanol 
• 10294-34-5 boron trichloride 
• 696-62-8 para-iodoanisole 
• 668987-38-0 5,5-dimethyl-1,3,2-dioxaborinane 
• 19013-30-0 p-methoxyphenyl mesylate 
• 623-12-1 4-chloromethoxybenzene 
• 3899-91-0 4-methoxyphenyl p-toluenesulfonate 
• 13675-18-8 tetrahydroxydiboron 
• 171364-79-7 2-(4-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 

Downstream Products

• 209795-84-6 3,8-bis-(4-methoxyphenyl)-1,10-phenanthroline 
• 20013-55-2 4'-methoxy-2-nitrobiphenyl 
• 350489-40-6 2-chloro-5-(4-methoxyphenyl)pyridine 
• 696-62-8 para-iodoanisole 
• 100-09-4 4-methoxybenzoic acid 
• 876661-11-9 3-bromo-8-(4-methoxyphenyl)-1,10-phenanthroline 
• 59115-45-6 2-(4-methoxyphenyl)naphthalene 
• 53040-92-9 4-(4-tolyl)anisole 
• 2132-80-1 4,4'-Dimethoxybiphenyl 
• 1188303-99-2 1-(4-methoxyphenyl)-1-(naphthalen-2-yl)ethanol 
• 1188304-00-8 1-(naphthalen-2-yl)-1-(4-(trifluoromethyl)phenyl)ethanol 
• 18648-74-3 2,2-diphenyl-1-(4-methoxyphenyl)ethylene 
• 2675-79-8 1-bromo-3,4,5-trimethoxybenzene 

Relevant articles and documents

A novel transmetallation of triarylstibanes into arylboronate: Boro-induced ipso-deantimonation and its theoretical calculation

Treatment of triarylstibanes with boron trichloride followed by derivatization with methanol and 1,3-propanediol afforded arylboronates in good yield with all three aryl groups on the antimony being utilized. Theoretical calculation of the reaction pathwa

Ni-Catalyzed Borylation of Aryl Sulfoxides

A nickel/N-heterocyclic carbene (NHC) catalytic system has been developed for the borylation of aryl sulfoxides with B2(neop)2 (neop=neopentyl glycolato). A wide range of aryl sulfoxides with different electronic and steric properties were converted into the corresponding arylboronic esters in good yields. The regioselective borylation of unsymmetric diaryl sulfoxides was also feasible leading to borylation of the sterically less encumbered aryl substituent. Competition experiments demonstrated that an electron-deficient aryl moiety reacts preferentially. The origin of the selectivity in the Ni-catalyzed borylation of electronically biased unsymmetrical diaryl sulfoxide lies in the oxidative addition step of the catalytic cycle, as oxidative addition of methoxyphenyl 4-(trifluoromethyl)phenyl sulfoxide to the Ni(0) complex occurs selectively to give the structurally characterized complex trans-[Ni(ICy)2(4-CF3-C6H4){(SO)-4-MeO-C6H4}] 4. For complex 5, the isomer trans-[Ni(ICy)2(C6H5)(OSC6H5)] 5-I was structurally characterized in which the phenyl sulfinyl ligand is bound via the oxygen atom to nickel. In solution, the complex trans-[Ni(ICy)2(C6H5)(OSC6H5)] 5-I is in equilibrium with the S-bonded isomer trans-[Ni(ICy)2(C6H5)(SOC6H5)] 5, as shown by NMR spectroscopy. DFT calculations reveal that these isomers are separated by a mere 0.3 kJ/mol (M06/def2-TZVP-level of theory) and connected via a transition state trans-[Ni(ICy)2(C6H5)(η2-{SO}-C6H5)], which lies only 10.8 kcal/mol above 5.

Ruthenium-Catalyzed Carbonylative Coupling of Anilines with Organoboranes by the Cleavage of Neutral Aryl C-N Bond

Herein, we report the first ruthenium-catalyzed Suzuki-type carbonylative reaction of electronically neutral anilines via C(aryl)-N bond cleavage. Without any ligand and base, diaryl ketones can be obtained in moderate to high yields by using Ru3/su