114512-63-9

Basic information

• Product Name: Dianal BR-106
• Synonyms: Dianal BR-106
• CAS NO: 114512-63-9
• Molecular Formula: MW:
• Molecular Weight: 0
• Mol File: 114512-63-9.mol
• Article Data: 178

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Dianal BR-106(CAS DataBase Reference)
• NIST Chemistry Reference: Dianal BR-106(114512-63-9)
• EPA Substance Registry System: Dianal BR-106(114512-63-9)

Safety Data

• Hazardous Substances Data: 114512-63-9(Hazardous Substances Data)

Upstream product

• 91-22-5 quinoline 
• 10317-11-0 methyl 3-chloro-2-methylpropionate 
• 123-31-9 hydroquinone 
• 22421-97-2 methyl 2-chloroisobutyrate 
• 67-56-1 methanol 
• 50-00-0 formaldehyd 
• 554-12-1 propanoic acid methyl ester 
• 10500-24-0 3-methoxy-2-methyl propanoic acid 
• 6713-72-0 3,3,6,6-Tetramethyl-1,4-dioxane-2,5-dione 
• 64809-29-6 methyl 3-hydroxy-2-methylpropanoate 
• 547-63-7 Methyl isobutyrate 
• 31413-67-9 β-methoxy-isobutyronitrile 
• 2110-78-3 methyl 2-hydroxy-2-methylpropionate 
• 3852-11-7 3-methoxy-2-methylpropionic acid methyl ester 

Downstream Products

• 17647-40-4 (+/-)-methyl 3-phenyl-5-methyl-4,5-dihydroisoxazole-5-carboxylate 
• 74650-83-2 methyl α-methyl-γ-carboethoxy-γ-acetylbutyrate 
• 7167-28-4 methyl 2-endo-methylbicyclo[2.2.1]hept-5-ene-2-exo-carboxylate 
• 2918-73-2 2-methyl-N-p-tolylacrylamide 
• 51698-41-0 2-chloro-2-methyl-3-p-tolyl-propionic acid methyl ester 
• 7274-71-7 N-(4-methoxyphenyl)-2-methylacrylamide 
• 7370-88-9 N-ethyl methacrylamide 
• 857577-20-9 β-(ethyl-methyl-amino)-isobutyric acid 
• 110427-00-4 ethyl 2-methyl-3-methylaminopropionate 
• 5402-70-0 β-isopropylsulfanyl-isobutyric acid methyl ester 
• 28384-61-4 methacrylic acid N-(butyl)amide 
• 13604-68-7 2-methyl-3-butylaminopropionic acid methyl ester 
• 98692-80-9 β-diphenoxythiophosphorylsulfanyl-isobutyric acid methyl ester 
• 32360-05-7 n-octadecyl methacrylate 

Relevant articles and documents

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Influence of Polar α Substituents in the Gas-Phase Pyrolysis Kinetics of Tertiary Chlorides. Correlation of Alkyl and Polar Groups

The kinetics of the gas-phase pyrolysis of several polar α-substituted tertiary chlorides were determined in a static system over the temperature range of 339.5-420.1 deg C and the pressure range of 46-221 torr.The reactions in seasoned vessels and in the presence of a free-radical suppressor, are homogeneous and unimolecular and follow a first-order rate low.The variation of the rate coefficients with temperature is given by the following Arrhenius equations: for 1,2-dichloro-2-methylpropane, log k1 (s-1) = (14.29 +/- 0.53) - (207.6 +/- 6.4) kJ mol-1 (2.303RT)-1; for 2,2-dichloropropane, log k1 (s-1) = (12.88 +/- 0.53) - (199.0 +/- 6.5) kJ mol-1 (2.303RT)-1; for methyl 2-chloro-2-methylpropionate, log k1 (s-1) = (13.81 +/- 0.26) - (215.2 +/- 3.3) kJ mol-1 (2.303RT)-1.The log krel of polar α substituents against the polar substituent constant ?* values give an approximate straight line with ρ* = -0.73, correlation coefficient r = 0.912, and intercept = -0.194 at 300 deg C.This slope inflects at the point where ?*(CH3) = 0.00 with another reported very good straight line derived by plotting log k/k0 vs. ?* values for 2-chloro-2-alkylpropane pyrolyses (ρ* = -4.75, r = 0.993, and intercept = 0.047 at 300 deg C).The present results has been rationalized, as before, in terms of a slight alteration in the polarity of the transition state due to changes in electronic transmission at the carbon reaction center.

Reaction of Methyl Propionate with Methylal over V-Si-P Ternary Oxide Catalysts

The vapor-phase aldol condensation of methyl propionate with formaldehyde was performed using methylal as the source of formaldehyde.The main products were methyl methacrylate and methacrylic acid.The one-pass yield of methyl methacrylate plus methacrylic acid on methylal basis reached 53 molpercent at a methyl propionate/methylal molar ratio of 2 over the V-Si-P oxide with an atomic ratio of 1:16:3.2.

Uncovering the mechanism of homogeneous methyl methacrylate formation with P,N chelating ligands and palladium: Favored reaction channels and selectivities

The catalytic alkoxycarbonylation of alkynes via palladium and P,N ligands, studied through a prototypical reaction involving propyne methoxycarbonylation yielding methyl methacrylate, has been explored at the B3PW91-D3/PCM level of density functional theory. Four different reaction routes have been probed in detail, spanning those involving one or two hemilabile P,N ligands and either hydride or carbomethoxy mechanisms. The cycle that is both energetically most plausible and congruent with experimental data involves Pd(0) and two P,N ligands acting cocatalytically in turn to shuffle protons via both protonation and deprotonation reactions. Other mechanisms proposed in the literature can be discounted because they would lead to insurmountable barriers or incorrect selectivities. For the preferred mechanism, the P,N ligand is found to be crucial in determining the strong regioselectivity and intrinsically controls the overall turnover of the catalytic cycle with moderate barriers (ΔGa§§ of 20.1 to 22.9 kcal/mol) predicted. Furthermore, the necessary acidic conditions are rationalized via a potential dicationic channel.

Synthesis of methyl methacrylate by aldol condensation of methyl propionate with formaldehyde over acid-base bifunctional catalysts

Supported cesium catalysts with various carriers (SiO2, Al 2O3, TiO2, MgO) were prepared and characterized by X-ray diffraction, BET nitrogen adsorption-desorption, NH3 and CO2-TPD methods and thermogravimetric analysis. Experimental results showed that the Zr-Mg-Cs/SiO2 catalyst exhibited moderate activity for aldol condensation of methyl propionate with formaldehyde (FA) to produce methyl methacrylate. Though the activity of Zr-Mg-Cs/SiO2 catalyst decreased with the time-on-stream, the deactivated catalyst was completely regenerated by calcination. The catalyst was regenerated 16 times and total operation time was over 500 h, its activity was identical with that of the fresh catalyst. Graphical Abstract: Gas aldol condensation reaction of methyl propionate with FA to produce MMA is an environmentally friendly technology; it doesn't need toxic raw materials. Cesium-impregnated silica exhibited better catalytic activity and high selectivity for this reaction, and this catalyst had good reusability and long cycle life. So it is a promising catalyst for industrial application. [Figure not available: see fulltext.]

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Effect of the reactant ratio on the kinetics of methanolysis of acyl chlorides

The apparent second-order rate constants for the reaction of methacryloyl chloride with methanol regularly increase on raising the acyl chloride-to-alcohol ratio. The variation of the rate constants is described by the Michaelis-Menten equation, indicating that the process involves initial formation of an associate with a probable structure of charge-transfer complex (CTC). Thermodynamic parameters of the CTC formation and rate constants and activation parameters for the transformation of CTC into the products have been determined.

Ruthenium-catalyzed carbonylation of allene: Direct synthesis of methacrylates and methacrylamides

Carbonylation reactions of allene in alcohols and amines in the presence of a ruthenium carbonyl catalyst under mild conditions gave methacrylates and methacrylamides, respectively, in good yields with an atom economy of 100%.

Hydrated Tantalum Oxide as a Solid Acid Catalyst

The hydrated tantalum oxide in an amorphous form, is strongly acidic and shows high catalytic activity in the gas-phase esterification of methacrylic acid with methanol

α-Methylenation of Methyl Propanoate by the Catalytic Dehydrogenation of Methanol

A one-pot system for the conversion of methyl propanoate (MeP) to methyl methacrylate (MMA) has been investigated. In particular, this study is focused on the possibility of performing catalytic dehydrogenation of methanol for the in situ production of anhydrous formaldehyde, which is then consumed in a one-pot base-catalysed condensation with MeP to afford methyl 3-hydroxy-2-methylpropanoate, which spontaneously dehydrogenates to MMA, some of which is subsequently hydrogenated to methyl 2-methypropanoate (MiBu).

Fluorous reverse-phase silica gel-supported Lewis acids as recyclable catalysts in water

Fluorous reverse-phase silica gel (FRPSG)-supported Lewis acids which have fluorous ligands acted as effective catalysts of Baeyer-Villiger and Diels-Alder reactions in water. Direct esterification of carboxylic acid with alcohol in organic media was also catalyzed. The FRPSG-supported Lewis acids could be recycled by simple filtration after the reaction.

Modeling of low-temperature depolymerization of poly(methyl methacrylate) promoted by ion beam

The influence of ion beam in the low-temperature depolymerization of polymethyl methacrylate (PMMA) was studied. The diffusion coefficient of small molecules formed in PMMA at low temperature was analyzed by providing three analytical solutions, two continuous models and a discrete model. The pulsed ion beam technique was found to be useful in extracting diffusion coefficient values, as well as for measuring the depolymerization kinetics at a temperature well below that required for suitable thermal initiator formation.

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Measurement of the rate constant for H. abstraction from methylisobutyryl radical by (C5Ph5)Cr(CO)3 .

In the presence of the metalloradical (C5Ph5)Cr(CO) 3. thermolysis of the radical source AIBMe (dimethyl 2,2′-azobis(isobutyrate)) gave MMA and (C5Ph 5)Cr(CO)3H. A high concentration of (C5Ph 5)Cr(CO)3. discouraged chain growth when AIBMe was heated in MMA, making the monomeric MMA radical (i.e., methylisobutyryl) the dominant organic radical and enabling us to measure the H. transfer rate constant, ktr(monomer), from the methylisobutyryl radical to (C5Ph5)Cr(CO)3.. The result, 5.2 × 105 M-1 s-1 at 70°C, is smaller than the chain transfer rate constant previously determined for chain-carrying radicals during MMA polymerizations (1.4 × 106 M-1 s-1 at 70°C).

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Studies on the preparation of 2-(trifluoromethyl)acrylic acid and its esters from 3,3,3-trifluoropropene via hydrocarbonylation reactions

The synthesis of methyl α-(trifluoromethyl)acrylate (MTFMA) has been carried out in three steps starting from commercially available 3,3,3,-trifluoropropene; this route involving the cobalt-catalyzed carbonylation of 2-bromo-3,3,3-trifluoropropene (2-Br-TFP) under very mild reaction conditions, gave only about 30% yield of the desired methyl ester. 2-(Trifluoromethyl)propanal, available in 90% yield by rhodium catalyzed hydroformylation of 3,3,3-trifluoropropene, proved to be an interesting starting product for the preparation of MTFMA: while the synthetic route involving the α-halogenation of 2-(trifluoromethyl)propanoic acid (TFMPA) failed to give any results, the reaction scheme based on the α-selenenylation of the above aldehyde followed by H2O2-oxidation afforded 68% yield of 2-(trifluoromethyl)acrylic acid (TFMAA).

Gold-based catalyst for oxidative esterification of aldehydes to carboxylic acid esters

The present invention relates to novel catalysts for oxidative esterification, by means of which, for example, (meth)acrolein can be converted to methyl (meth)acrylate. The catalysts of the invention are especially notable for high mechanical and chemical stability even over very long periods. This especially relates to an improvement in the catalyst service life, activity and selectivity over prior art catalysts which lose activity and/or selectivity relatively quickly in continuous operation in media having even a small water content.

The effect of viscosity on the coupling and hydrogen-abstraction reaction between transient and persistent radicals

The effect of viscosity on the radical termination reaction between a transient radical and a persistent radical undergoing a coupling reaction (Coup) or hydrogen abstraction (Abst) was examined. In a non-viscous solvent, such as benzene (bulk viscosity bulk 99% Coup/Abst selectivity, but Coup/Abst decreased as the viscosity increased (89/11 in PEG400 at 25 °C [bulk = 84 mPa s]). While bulk viscosity is a good parameter to predict the Coup/Abst selectivity in each solvent, microviscosity is the more general parameter. Poly(methyl methacrylate) (PMMA)-end radicals had a more significant viscosity effect than polystyrene (PSt)-end radicals, and the Coup/Abst ratio of the former dropped to 50/50 in highly viscous media (bulk = 3980 mPa s), while the latter maintained high Coup/ Abst selectivity (84/16). These results, together with the low thermal stability of dormant PMMA-TEMPO species compared with that of PSt-TEMPO species, are attributed to the limitation of the nitroxide-mediated radical polymerization of MMA. While both organotellurium and bromine compounds were used as precursors of radicals, the former was superior to the latter for the clean generation of radical species.