20818-81-9

Usage

Uses

Used in Pharmaceutical Industry:
2-Hydroxy-2-methylpropionaldehyde is used as a synthetic reagent for the preparation of MCL1 inhibitors. These inhibitors play a crucial role in the development of novel therapeutic strategies for various diseases, including cancer, by targeting the MCL1 protein, which is involved in cell survival and apoptosis regulation.
Used in Chemical Synthesis:
2-Hydroxy-2-methylpropionaldehyde can be utilized in the synthesis of various chemical compounds due to its unique structure and reactivity. Its hydroxy and aldehyde functional groups allow for a range of chemical reactions, making it a versatile building block in organic chemistry.

InChI:InChI=1/C4H8O2/c1-4(2,6)3-5/h3,6H,1-2H3

Upstream product

• 13206-46-7 2-bromo-2-methylpropanal 
• 64-19-7 acetic acid 
• 78-84-2 isobutyraldehyde 
• 75-28-5 Isobutane 
• 115-11-7 isobutene 
• 68860-47-9 (2-hydroxy-2-methyl-1-propyl)peroxyl radical 
• 108487-93-0 2-oxo-7-(oxo-tert-butoxy)-2H-chromene-8-carbaldehyde 
• 7732-18-5 water 
• 118-75-2 chloranil 
• 7664-93-9 sulfuric acid 
• 7647-01-0 hydrogenchloride 
• 108994-55-4 2-(1,1-diethoxy-2-methyl)propanol 
• 1756-18-9 (2RS)-2,3-dihydroxy-3-methylbutanoic acid 
• 6304-38-7 bis-(1,2-dibromo-2-methyl-propyl) ether 

Downstream Products

• 99168-55-5 α-hydroxy-isobutyraldehyde-(4-nitro-phenylhydrazone) 
• 7472-05-1 α-hydroxy-isobutyraldehyde-(2,4-dinitro-phenylhydrazone) 
• 558-43-0 2-Methyl-1,2-propanediol 
• 594-61-6 2-methyllactic acid 
• 79-31-2 isobutyric Acid 
• 513-86-0 3-hydroxy-2-butanon 
• 67-64-1 acetone 

Relevant academic research and scientific papers

A Spectroscopic, Kinetic, and Product Study of the (CH3)2C(OH)CH2O2 Radical Self Reaction and Reaction with HO2

A flash photolysis technique was used to measure the UV absorption spectrum of the peroxy radical (CH3)2C(OH)CH2O2 formed in the (CH3)3COH/Cl/O2 reaction system and to study the kinetics of its self reaction and reaction with the HO2 radical at room temperature and above: 2(CH3)2C(OH)CH2O2 -> 2(CH3)2C(OH)CH2O + O2 (5a); 2(CH3)2C(OH)CH2O2 -> (CH3)2C(OH)CH2OH + (CH3)2C(OH)CHO + O2 (5b); (CH3)2C(OH)CH2O2 + HO2 -> (CH3)2C(OH)CH2OOH + O2 (8).The spectrum of the radical resembles that of other β-hydroxyl substituted peroxy radicals in form and magnitude.Use of this and other known absorption cross sections in an appropriate chemical model of the system allowed k5, the branching ratio α (=k5a/k5), and k8 to be derived as a function of temperature (T = 306-398 K) by an iterative procedure involving the simulation of experimental decay traces recorded at several wavelengths: k5 = (1.4 +/- 0.6)E-14exp cm3 molecule-1 s-1; α = 0.59 +/- 0.15 (no discernible temperature dependence over this range); k8 = (5.6 +/- 2.0)E-14exp cm3 molecule-1 s-1.These expressions yield values for k5 and k8 of 4.8 and 14E-12 cm3 molecule-1 s-1 at 298 K, confirming the phenomena both of enhanced self reaction reactivity upon β-OH substitution and of a large rate coefficient for the reaction of all >/= C2 peroxy radicals with HO2.Product studies of reaction 5, using an FTIR-smog chamber system, confirmed the assumed reaction mechanism in 700 Torr of air at 296 K, namely the unique formation of the peroxy radical of interest, rapid decomposition of the alkoxy radical (formed in reaction 5a) through C-C bond scission, and subsequent reaction with O2 to yield formaldehyde and acetone (and HO2).A similar fate for the (CH3)2C(OH)CH2O radical is expected as part of the degradation of tert-butyl alcohol (TBA) and isobutene under tropospheric conditions.Furthermore, the product distribution results, when combined with the extrapolated k5 and k8 values, allow α be determined as 0.60 +/- 0.07 at 296 K, consistent with the value obtained from the flash photolysis study.As part of the smog chamber work, a relative rate technique was used to measure the rate coefficient for the reaction of Cl atoms with (CH3)2C(CH2Cl)OH as (9.2 +/- 1.1)E-12 cm3 molecule-1 s-1 at 296 K.

MTBE oxidation by conventional ozonation and the combination ozone/hydrogen peroxide: Efficiency of the processes and bromate formation

The conventional ozonation and the advanced oxidation process (AOP) O3/H2O2 was used to study the behavior of MTBE and its primary degradation products during ozonation and the AOP O3/H2O2 for various raw waters. The major degradation products identified were tert-butyl formate (TBF), tert-butyl alcohol, 2-methoxy-2-methyl propionaldehyde (MMP), acetone, methyl acetate (MA), hydroxyisobutyraldehyde (HiBA), and formaldehyde. The rate constants of the reaction of O3 and OH radicals with MTBE were 0.14 and 1.9 × 109/M-sec, respectively. The rate constants for the same oxidation processes were also measured for the degradation products, TBF, MMP, MA, and HiBA. Since all compounds reacted slowly with molecular ozone, only the degradation pathway of MTBE with OH radicals was determined, including the formation of primary degradation products. In experiments conducted with several natural waters, the efficiency of MTBE elimination and bromate formation as disinfection byproduct were measured. With a bromide level of 50 μg/L, only 35-50% of MTBE could be eliminated by the AOP O3/H2O2 without exceeding the current drinking water standard of bromate (10 μg/L). The transient concentrations of MTBE and its primary degradation products were modeled using a combination of kinetic parameters (degradation product distribution and rate constants) together with the ozone and OH radical concentration and were in good agreement with the experimental results.

Synthesis of novel triplet drugs with 1,3,5-trioxazatriquinane skeletons and their pharmacologies. 3: Synthesis of novel triplet drugs with the bis(epoxymethano) or bis(dimethylepoxymethano) structure (double-capped triplet)

Novel double-capped triplet drugs, which have one pharmacophore unit and two epoxymethano or dimethylepoxymethano structures (termed cap or diMe-cap structures, respectively) were synthesized. Key intermediate oxazoline 16 derived from acetone enabled the

Rate constants for the gas-phase reactions of OH radicals with a series of hydroxyaldehydes at 296 ± 2 K

Using a relative rate method with in situ generation of the hydroxyaldehydes, rate constants for the reactions of the OH radical with 2-hydroxybutanal [CH3CH2CH(OH)CHO], 3-hydroxybutanal [CH3CH(OH)CH2CHO], 2-hydroxypropanal [CH 3CH(OH)CHO], 2-hydroxy-2-methylpropanal [(CH3) 2C(OH)CHO], and 3-hydroxy-propanal [HOCH2CH 2CHO] have been measured at atmospheric pressure and 296 ± 2 K. The hydroxy-aldehydes were generated in situ from the OH radical-initiated reactions of precursor compounds (1,2- and 1,3-butanediol, 2-methyl-2,4-pentanediol, 2-methyl-3-buten-2-ol, and cis-3-hexen-1-ol) and the rate constants for the reaction of OH radicals with the hydroxyaldehydes were determined relative to those for reaction of OH radicals with the precursor compound. The rate constants obtained (in units of 10-11 cm 3 molecule-1 s-1) were CH3CH 2CH(OH)CHO, 2.37 ± 0.23; CH3CH(OH)CH 2CHO, 2.95 ± 0.24; CH3CH(OH)CHO, 1.70 ± 0.20; (CH3)2C(OH)CHO, 1.40 ± 0.25; and HOCH 2CH2CHO, 1.99 ± 0.29.

Enzymes in organic synthesis, 15. - Short enzymatic synthesis of L- fucose analogs

A short enzymatic route for the synthesis of L-fucose analogs modified at the nonpolar terminus is reported. In particular, fucose derivatives bearing extended linear (1b) and branched (1e) saturated, or various unsaturated (1c, 1d) aliphatic chains have been prepared, in order to increase hydrophobic contacts. The rather general approach involves a sequential application of the recombinant enzymes L-fuculose 1-phosphate aldolase (FucA) and L-fucose ketol isomerase (FucI) from E. coli. Enantiomerically pure L-fucose analogs have been prepared in up to 30% overall yield starting from the appropriate hydroxyaldehyde precursors and dihydroxyacetone phosphate as readily available components. Unsaturated 2- hydroxyaldehydes have been efficiently prepared by alk(en/yn)yl Grignard addition to cinnamaldehyde followed by controlled ozonolysis of the styrene fragment.

The Use of Methoxy(phenyldimethylsilyl)methyl-lithium as a Formyl Anion Equivalent

Methoxy(phenyldimethylsilyl)methyl-lithium provides a new formyl anion equivalent which affords α-hydroxyaldehydes via an oxidative desilylation procedure.

Stoichiometric hydroformylation of coordinated acetone

The bridging acetone in Cp2Zr [(μ-OC)Mo-(CO)2Cp] [μ-η2,η1-CMe2O)Zr(Me)Cp2] (1) undergoes CO insertion into its Zr-C bond, with the oxygen of the new η2-acyl ligand displacing the

CARBON-CARBON BOND FORMING REACTION OF BIS(CHLOROMETHYL)SULFONE WITH CARBONYL COMPOUNDS: GENERAL ROUTE TO AROMATIC 2-CHLOROVINYL COMPOUNDS AND α-HYDROXYALDEHYDES

Bis(chloromethyl)sulfone (1) has been proved to be a useful reagent for the synthesis of aromatic 2-chlorovinyl compounds (4) from aromatic aldehydes and of α-hydroxyaldehydes (5) from aliphatic carbonyl compounds with one carbon prolongation.The sec-butyllithium-aided reaction of 1 with aromatic aldehydes gives 1,3-oxathiolane-3,3-dioxides (2) which are converted to 4 in good yields by thermolysis.On the other hand, the sodium hydride-aided reaction of 1 with aliphatic carbonyl compounds is favorable to the formation of chloromethylsulfonyloxiranes (3).Titanium tetrachloride has been found to be an efficient reagent for hydrolysis of 3 to 5.

The Mechanism of Ozone-Alkene Reactions in the Gas Phase. A Mass Spectrometric Study of the Reactions of Eight Linear and Branched-Chain Alkenes

The stable products of the low-pressure (4 - 8 torr (1 torr = 133.33 Pa)) gas-phase reactions of ozone with ethene, propene, 2-methylpropene, cis-2-butene, trans-2-butene, trans-2-pentene, 2,3-dimethyl-2-butene, and 2-ethyl-1-butene have been identified by using a photoionization mass spectrometer coupled to a stirred-flow reactor.The products observed are characteristic of (i) a primary Criegee split to an oxoalkane (aldehyde or ketone) and a Criegee intermediate, (ii) reactions of the Criegee intermediates such as unimolecular decomposition, secondary ozonide formation, etc., and (iii) secondary alkene chemistry involving OH and other free-radical products formed by the unimolecular decomposition of the Criegee intermediates.The secondary OH - alkene - O2 reactions account for a significant fraction of the alkene (CnH2n) consumed and lead to characteristic products such as Cn dioxoalkanes nH2n + 30)>, Cn acyloins nH2n + 32)>, and Cn alkanediols nH2n + 34)>.Cn oxoalkanes and Cn epoxyalkanes observed at m/e (CnH2n + 16) are probably formed primarily via epoxidation of the alkene by O3.A general mechanism has been proposed to account for the observations.

1-N-alkyl-aminoglycoside-XK-88 derivatives and methods for their manufacture

1-N-Alkyl-Aminoglycoside-XK-88 derivatives, valuable as antibacterial agents, are prepared by the reaction of an acid addition salt of the corresponding 1-N-unsubstituted-Aminoglycoside-XK-88 antibacterial derivative or of a 2"-N-alkanoyl-Aminoglycoside-XK-88-5 derivative in an inert solvent, preferably a protic solvent containing water, with one equivalent of a hydride-donor reducing agent and with at least one equivalent of an aldehyde. The 2"-N-alkanoyl-Aminoglycoside-XK-88-5 intermediates are prepared by the reaction of a partially neutralized acid addition salt of Aminoglycoside-XK-88-5 with an acylating agent, and isolating the 2"-N-alkanoyl-Aminoglycoside-XK-88-5.