380481-66-3

Basic information

• Product Name: 4-METHYLBENZENEBORONIC ACID NEOPENTYL ESTER
• Synonyms: 4-TOLYLBORONIC ACID NEOPENTYLGLYCOL CYCLIC ESTER;5,5-DIMETHYL-2-(4-METHYLPHENYL)-1,3,2-DIOXABORINANE;4-METHYLBENZENEBORONIC ACID NEOPENTYL ESTER;AKOS BRN-1067;4-Methylbenzeneboronic acid neopentyl glycol ester;p-Tolylboronic acid neopentyl glycol ester~2-(p-Tolyl)-5,5-dimethyl-1,3,2-dioxaborinane;2-(p-tolyl)-5,5-dimethyl-1,3,2-dioxaborinane;p-tolylboronic acid neopentyl glycol ester
• CAS NO: 380481-66-3
• Molecular Formula: C₁₂H₁₇BO₂
• Molecular Weight: 204.07
• Product Categories: Intermediates
• Mol File: 380481-66-3.mol
• Article Data: 44

Chemical Properties

• Melting Point: 93-95°C
• Boiling Point: 303 ºC at 760 mmHg
• Flash Point: 137ºC
• Appearance: /
• Density: 0.99 g/cm³
• Vapor Pressure: 0.002mmHg at 25°C
• Refractive Index: 1.493
• CAS DataBase Reference: 4-METHYLBENZENEBORONIC ACID NEOPENTYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHYLBENZENEBORONIC ACID NEOPENTYL ESTER(380481-66-3)
• EPA Substance Registry System: 4-METHYLBENZENEBORONIC ACID NEOPENTYL ESTER(380481-66-3)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 380481-66-3(Hazardous Substances Data)

Usage

General Description

4-methylbenzeneboronic acid neopentyl ester is a chemical compound consisting of a boronic acid derivative and a neopentyl ester group. It is commonly used as a reagent in organic synthesis, particularly in the formation of carbon-carbon and carbon-heteroatom bonds. This chemical is often utilized in the Suzuki-Miyaura coupling reaction, a widely used method for the synthesis of biaryls and other organic compounds. Its unique structure and reactivity make it a valuable tool in the field of organic chemistry for the construction of complex molecular structures.

InChI:InChI=1/C12H17BO2/c1-10-4-6-11(7-5-10)13-14-8-12(2,3)9-15-13/h4-7H,8-9H2,1-3H3

Upstream product

• 106-38-7 para-bromotoluene 
• 126-30-7 2,2-Dimethyl-1,3-propanediol 
• 5084-80-0 tri(4-tolyl)boroxine 
• 29540-83-8 p-tolyl triflate 
• 201733-56-4 2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-5,5-dimethyl-1,3,2-dioxaborinane 
• 5395-43-7 tri(p-tolyl)antimony 
• 106-44-5 p-cresol 
• 5720-05-8 4-methylphenylboronic acid 
• 67-56-1 methanol 
• 10294-34-5 boron trichloride 
• 624-31-7 4-tolyl iodide 
• 106-43-4 para-chlorotoluene 
• 668987-38-0 5,5-dimethyl-1,3,2-dioxaborinane 
• 7305-08-0 N,N-dimethyl-carbamic acid 4-tolyl ester 

Downstream Products

• 570424-28-1 5-chloro-3-[4-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)benzyl]-2-phenyl-3H-imidazole-4-carbaldehyde 
• 143805-78-1 2-(4-bromomethyl-phenyl)-5,5-dimethyl-[1,3,2]dioxaborinane 
• 1006598-62-4 2-(4-dibromomethyl-phenyl)-5,5-dimethyl-[1,3,2]dioxaborinane 
• 613-33-2 (4,4'-dimethyl-1,1'-biphenyl) 
• 604-53-5 1,1'-bisnaphthalene 
• 27331-34-6 1-(4-methylphenyl)naphthalene 
• 624-31-7 4-tolyl iodide 
• 872094-33-2 (R)-(-)-11-acetoxy-2-(4-tolyl)-10-methoxyapomorphine 
• 2143-88-6 4-nitro-4'-methyl-1,1'-biphenyl 
• 53040-92-9 4-(4-tolyl)anisole 
• 134-84-9 4-Methylbenzophenone 
• 570424-32-7 3-[4-(4-chloro-5-formyl-2-phenyl-imidazol-1-ylmethyl)phenyl]-5-isobutylthiophene-2-(3-ethyl) sulfonylurea 
• 1079398-04-1 1-(3,3-difluoro-2-phenylallyl)-4-methylbenzene 
• 1060639-11-3 C₃₅H₂₆O₂ 

Relevant articles and documents

Nickel-Catalyzed Regioselective Alkenylarylation of γ,δ-Alkenyl Ketones via Carbonyl Coordination

We disclose a nickel-catalyzed reaction, which enabled us to difunctionalize unactivated γ,δ-alkenes in ketones with alkenyl triflates and arylboronic esters. The reaction was made feasible by the use of 5-chloro-8-hydroxyquinoline as a ligand along with

Unveiling Extreme Photoreduction Potentials of Donor-Acceptor Cyanoarenes to Access Aryl Radicals from Aryl Chlorides

Since the seminal work of Zhang in 2016, donor-acceptor cyanoarene-based fluorophores, such as 1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyanobenzene (4CzIPN), have been widely applied in photoredox catalysis and used as excellent metal-free alternatives to noble metal Ir- and Ru-based photocatalysts. However, all the reported photoredox reactions involving this chromophore family are based on harnessing the energy from a single visible light photon, with a limited range of redox potentials from -1.92 to +1.79 V vs SCE. Here, we document the unprecedented discovery that this family of fluorophores can undergo consecutive photoinduced electron transfer (ConPET) to achieve very high reduction potentials. One of the newly synthesized catalysts, 2,4,5-tri(9H-carbazol-9-yl)-6-(ethyl(phenyl)amino)isophthalonitrile (3CzEPAIPN), possesses a long-lived (12.95 ns) excited radical anion form, 3CzEPAIPN?-*, which can be used to activate reductively recalcitrant aryl chlorides (Ered ≈ -1.9 to -2.9 V vs SCE) under mild conditions. The resultant aryl radicals can be engaged in synthetically valuable aromatic C-B, C-P, and C-C bond formation to furnish arylboronates, arylphosphonium salts, arylphosphonates, and spirocyclic cyclohexadienes.

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