94242-85-0

Basic information

• Product Name: Methyl boronic acid pinacol ester
• Synonyms: Methyl boronic acid picol ester;Methyl boronic acid pinacol ester;Pinacol cyclic methaneboronate
• CAS NO: 94242-85-0
• Molecular Formula: C₇H₁₅BO₂
• Molecular Weight: 160.01908
• Mol File: 94242-85-0.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 120-122℃ (747 Torr)
• Flash Point: 31.3±18.7℃
• Appearance: /
• Density: 0.88±0.1 g/cm3 (20 ºC 760 Torr)
• Refractive Index: 1.4003 (20℃)
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• CAS DataBase Reference: Methyl boronic acid pinacol ester(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl boronic acid pinacol ester(94242-85-0)
• EPA Substance Registry System: Methyl boronic acid pinacol ester(94242-85-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37
• RIDADR: 3272
• TSCA: No
• HazardClass: 3
• PackingGroup: Ⅲ
• Hazardous Substances Data: 94242-85-0(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 94242-85-0 differently. You can refer to the following data:
1. suzuki reaction
2. 2,4,4,5,5-Pentamethyl-1,3,2-dioxaborolane is a coupling reagent used in the stereoselective synthesis of spirocyclic ketones.

Upstream product

• 34557-54-5 methane 
• 287-92-3 Cyclopentane 
• 73183-34-3 bis(pinacol)diborane 
• 110-82-7 cyclohexane 
• 98-86-2 acetophenone 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 17901-58-5 1-benzyl-2-methyl-1H-indole 
• 1268238-66-9 1,2-dimethyl-5-(trifluoromethyl)-1H-indole 
• 17591-06-9 5-methoxy-1,2-dimethyl-1H-indole 
• 51901-49-6 2-bromo-1,3,2-benzodioxaborole 
• 24388-23-6 2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole 
• 13061-96-6 dihydroxy-methyl-borane 
• 185990-03-8 dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane 
• 222549-37-3 diethyl (E)-2-(but-2-yn-1-yl)-2-(penta-2,4-dien-1-yl)malonate 

Downstream Products

• 1270304-87-4 trimethyl[(1S)-1-methyl-1-(2-phenylethyl)prop-2-en-1-yl]silane 
• 1270304-85-2 dimethyl[(1S)-1-methyl-3-phenyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-propyl]phenylsilane 
• 1270304-83-0 trimethyl[(1S)-1-methyl-3-phenyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propyl]silane 
• 13061-96-6 dihydroxy-methyl-borane 
• 24388-23-6 2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole 
• 1421312-34-6 4-hydroxy-1-methyl-7-phenoxyisoquinolinyl-3-carboxylic acid methyl ester 
• 442129-37-5 6-amino-2-chloro-3-methylpyridine 
• 1338073-34-9 (S)-4,4,5,5-tetramethyl-2-(4-phenylbutan-2-yl)-1,3,2-dioxaborolane 
• 1257661-35-0 4’,4’,5’,5’-tetramethyl-2’-(1-phenylbutan-3-yl)-1’,3’,2’-dioxaborolane 
• 1338073-35-0 (S)-2-(4-(4-methoxyphenyl)butan-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 1261295-05-9 4-sulfamoyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzylacetate 

Relevant articles and documents

Carbon-carbon bond activation by B(OMe)3/B2pin2-mediated fragmentation borylation

Selective carbon-carbon bond activation is important in chemical industry and fundamental organic synthesis, but remains challenging. In this study, non-polar unstrained Csp2-Csp3 and Csp2-Csp2 bond activation was achieved by B(OMe)3/B2pin2-mediated fragmentation borylation. Various indole derivatives underwent C2-regioselective C-C bond activation to afford two C-B bonds under transition-metal-free conditions. Preliminary mechanistic investigations suggested that C-B bond formation and C-C bond cleavage probably occurred in a concerted process. This new reaction mode will stimulate the development of reactions based on inert C-C bond activation. This journal is

Construction of Silicon-Containing Seven-Membered Rings by Catalytic [4 + 2 + 1] Cycloaddition through Rhodium Silylenoid

A rhodium-catalyzed [4 + 2 + 1] cycloaddition involving 1,3-diene, alkyne, and silylene to afford silicon-containing seven-membered rings was established. In the presence of a rhodium catalyst bearing bis(diphenylphosphino)methane (DPPM), nona-1,3-dien-8-yne derivatives reacted efficiently at 80-110 °C with boryl(isopropoxy)silane or boryl(diethyamino)silane, which reacts as the synthetic equivalent of silylene, to afford 1-silacyclohepta-2,5-dienes (2,5-dihydro-1H-silepines). Regiodivergent and chemo- and stereoselective functionalization of the seven-membered nonconjugated diene was achieved by hydroboration mediated by Cs2CO3 or an iridium catalyst.

Efficient and Selective Methane Borylation Through Pore Size Tuning of Hybrid Porous Organic-Polymer-Based Iridium Catalysts

As a new energy source that could replace petroleum, the global reserves of methane hydrate (combustible ice) are estimated to be approximately 20 000 trillion cubic meters. A large amount of methane hydrate has been found under the seabed, but the transportation and storage of methane gas far from coastlines are technically unfeasible and expensive. The direct conversion of methane into value-added chemicals and liquid fuels is highly desirable but remains challenging. Herein, we prepare a series of iridium complexes based on porous polycarbazoles with high specific areas and good thermochemical stabilities. Through structure tuning we optimized their catalytic activities for the selective monoborylation of methane. One of these catalysts (CAL-3-Ir) can produce methyl boronic acid pinacol ester (CH3Bpin) in 29 % yield in 9 h with a turnover frequency (TOF) of approximately 14 h?1. Because its pore sizes favor monoborylated products, it has a high chemoselectivity for monoborylation (CH3Bpin:CH2(Bpin)2=16:1).