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815-17-8

815-17-8 Structure

815-17-8 Structure
IdentificationMore
[Name]

3,3-Dimethyl-2-oxobutyric acid
[CAS]

815-17-8
[Synonyms]

3,3-DIMETHYL-2-OXO-BUTANOIC ACID
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-
Glyoxylic acid, tert-butyl-
Pyruvic acid, trimethyl-
tert-butylglyoxylicacid
3.3-dimethyl-2-one-butanoicacid
ca.60%aq.soln.
3,3-dimethyl-2-oxobutyric acid, ca 60% aq. soln.
TRIMETHYLPYRUVIC ACID: CA. 60% AQUEOUS SOLUTION
Trimethylpyruvic acid, ca 60% aq. soln.
2-Oxo-3,3-dimethylbutyric acid
NSC-16648
[EINECS(EC#)]

212-418-2
[Molecular Formula]

C6H10O3
[MDL Number]

MFCD00154352
[Molecular Weight]

130.14
[MOL File]

815-17-8.mol
Chemical PropertiesBack Directory
[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
[form ]

powder to lump to clear liquid
[pka]

2.65±0.54(Predicted)
[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 DataBack Directory
[Hazard Codes ]

C
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection .
[RIDADR ]

3261
[WGK Germany ]

WGK 3
[TSCA ]

Yes
[REACH Registrations]

Inactive
[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)
Raw materials And Preparation ProductsBack Directory
[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
Hazard InformationBack Directory
[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]

2-hydroxy-3,3-dimethylbutyric acid

4026-20-4

3,3-Dimethyl-2-oxobutyric acid

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
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

Trimethylpyruvic acid, ca. 60% aq. soln.(815-17-8)
[TCI AMERICA]

3,3-Dimethyl-2-oxobutyric Acid,>94.0%(GC)(815-17-8)
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