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| | 3,3-Dimethyl-2-oxobutyric acid Basic information |
| Product Name: | 3,3-Dimethyl-2-oxobutyric acid | | Synonyms: | RARECHEM AL BO 2323;TRIMETHYLPYRUVIC ACID;3,3-dimethyl-2-oxo-butanoicaci;3,3-Dimethyl-2-oxobutyric acid;3,3-dimethyl-2-oxo-butyricaci;3,3-dimethyl-2-oxobutyricacid;Butyric acid, 3,3-dimethyl-2-oxo-;3,3-DIMETHYL-2-OXO-BUTANOIC ACID | | CAS: | 815-17-8 | | MF: | C6H10O3 | | MW: | 130.14 | | EINECS: | 212-418-2 | | Product Categories: | 815-17-8 | | Mol File: | 815-17-8.mol |  |
| | 3,3-Dimethyl-2-oxobutyric acid Chemical Properties |
| Melting point | 90.5°C | | Boiling point | 80 °C / 15mmHg | | density | 1.06 | | refractive index | 1.4270-1.4320 | | Fp | 13 °C | | storage temp. | Inert atmosphere,Room Temperature | | Water Solubility | Soluble in water | | pka | 2.65±0.54(Predicted) | | form | powder to lump to clear liquid | | color | White or Colorless to Almost white or Almost colorless | | InChI | InChI=1S/C6H10O3/c1-6(2,3)4(7)5(8)9/h1-3H3,(H,8,9) | | InChIKey | IAWVHZJZHDSEOC-UHFFFAOYSA-N | | SMILES | C(O)(=O)C(=O)C(C)(C)C | | CAS DataBase Reference | 815-17-8(CAS DataBase Reference) | | NIST Chemistry Reference | Butanoic acid, 3,3-dimethyl-2-oxo-(815-17-8) | | EPA Substance Registry System | 3,3-Dimethyl-2-oxobutyric acid (815-17-8) |
| Provider | Language |
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ALFA
| English |
| | 3,3-Dimethyl-2-oxobutyric acid Usage And Synthesis |
| Uses | 3,3-Dimethyl-2-oxobutyric acid was used as an inhibitor in a study for tuberculosis,as it was analyzed for its binding affinity to pantothenate synthetase (PS), an essential metabolic enzyme in the pantothenate biosynthetic. | | Definition | ChEBI: 3,3-dimethyl-2-oxobutanoic acid is a 2-oxo monocarboxylic acid that is 3,3-dimethylbutyric acid substituted by an oxo group at position 2. It is functionally related to a 3,3-dimethylbutyric acid. | | Synthesis | The general procedure for the synthesis of trimethylpyruvic acid (DOBA) from 2-hydroxy-3,3-dimethylbutyric acid (DHBA) is as follows:
1. dissolve 0.1 mol (13.2 g) of 3,3-dimethyl-2-hydroxybutyric acid (DHBA) in 100 mL of 5 N sodium hydroxide solution (containing 5 mol NaOH/mol DHBA).
2. 5 x 10^-4 mol Bi(NO3)3/mol DHBA was added as an additive and the reaction mixture was heated to about 100 °C at atmospheric pressure in the presence of 1 g of activated carbon containing 5 wt. % palladium (pharmaceutical charcoal) until about 1,300 mL of oxygen (about 0.535 mol O2/mol DHBA) was absorbed.
3. The reaction times and results of 3,3-dimethyl-2-oxobutyric acid (DOBA) yields determined by polarography are summarized in Table 2.
Following the procedure of Example 1, 0.1 mol (13.2 g) of 3,3-dimethyl-2-hydroxybutyric acid (DHBA) was dissolved in 100 mL of sodium hydroxide solution at various concentrations, 5 x 10^-4 mol Bi(NO3)3/mol DHBA was added as an activator, and the reaction was carried out in the presence of 1 g of activated charcoal containing 5 wt. % palladium at 95 °C and atmospheric pressure until about 1,300 mL of oxygen (about 0.535 mol O2/mol DHBA) was absorbed. The reaction time and DOBA yield results are summarized in Table 3.
Example 16 is a control experiment in which no super stoichiometric base was used. | | References | [1] Patent: US2004/30186, 2004, A1. Location in patent: Page 4
[2] Patent: US2004/30186, 2004, A1. Location in patent: Page 3-4
[3] Patent: US5091568, 1992, A |
| | 3,3-Dimethyl-2-oxobutyric acid Preparation Products And Raw materials |
| Raw materials | Sodium hypochlorite-->2-hydroxy-3,3-dimethylbutyric acid-->2,4-Imidazolidinedione, 5-(1,1-dimethylethyl)-5-hydroxy-1,3-diphenyl--->Pinacolone-->ethyl 3,3-dimethyl-2-oxobutanoate-->AKOS AKM00108-->Pivalic acid-->1-HYDROXY-3,3-DIMETHYLBUTAN-2-ONE-->1,1-DICHLOROPINACOLIN | | Preparation Products | 3-thio-4-amino-6-t-butyl-1，2，4-triazine-5-one-->Pivaldehyde-->D-tert-Butylglycine-->2-Adamantanone-->Acetaldehyde-->Cyclohexanone-->BIS(TERT-BUTYLCARBONYLOXY)IODOBENZENE 97-->4-Amino-6-(tert-butyl)-3-mercapto-1,2,4-triazin-5(4H)-one |
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