3,3-Dimethyl-2-oxobutyric acid CAS 815-17-8
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) |
Safety Information
| Hazard Codes | C |
| Risk Statements | 36/37/38-34 |
| Safety Statements | 26-37/39-45-36/37/39 |
| RIDADR | 3261 |
| WGK Germany | WGK 3 |
| TSCA | TSCA listed |
| HazardClass | 8 |
| PackingGroup | III |
| HS Code | 2918300090 |
| Storage Class | 8A - Combustible corrosive hazardous materials |
| Hazard Classifications | Skin Corr. 1B |
| Hazardous Substances Data | 815-17-8(Hazardous Substances Data) |
| 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 | 4026-20-4 815-17-8 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: US2004/30186, 2004, A1. Location in patent: Page 3-4 [4] Patent: US2004/30186, 2004, A1. Location in patent: Page 3-4 [5] 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 |
