3,3-Dimethyl-2-oxobutyric acid supplier

Name
3,3-Dimethyl-2-oxobutyric acid
EINECS 212-418-2
CAS No. 815-17-8
Article Data46
CAS DataBase
Density 1.09 g/cm³
Solubility Soluble in water
Melting Point 90.5oC
Formula C₆H₁₀O₃
Boiling Point 182.4 °C at 760 mmHg
Molecular Weight 130.144
Flash Point 78.4 °C
Transport Information
Appearance
Safety 26-37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols C
Synonyms NSC 16648;Trimethylpyroracemic acid;Trimethylpyruvic acid;tert-Butylglyoxylic acid;Butyric acid,3,3-dimethyl-2-oxo- (6CI,7CI,8CI);Butyric acid, b,b-dimethyl-a-oxo-(4CI);2-Oxo-3,3-dimethylbutanoic acid;Trimethyl pyruvic acid;
PSA 54.37000
LogP 0.68620

Synthetic route

: 4026-20-4
2-hydroxy-3,3-dimethylbutanoic acid

: 815-17-8
trimethylpyruvic acid

Conditions

Conditions	Yield
With ruthenium(IV) oxide; oxygen; sodium hydroxide In water at 110℃; under 30003 Torr; for 8h; pH=12; pH-value; Pressure; Reagent/catalyst; Autoclave; Inert atmosphere;	98%
With bismuth(III) nitrate; sodium hydroxide; oxygen; 5%-palladium/activated carbon In water at 65 - 102.5℃; for 0.7 - 19h;	61%
With sodium hydroxide; lead(II) nitrate; oxygen; 5%-palladium/activated carbon In water at 95℃; for 8h;	5%

: 1352131-48-6
5-tert-butyl-5-hydroxy-1,3-diphenyl-2,4-imidazolinedione

: 815-17-8
trimethylpyruvic acid

Conditions

Conditions	Yield
With water; sodium hydroxide In methanol at 20 - 50℃; for 1h;	96%
With methanol; sodium hydroxide at 20 - 55℃; for 2h; Temperature;	85%

: 4026-20-4
2-hydroxy-3,3-dimethylbutanoic acid

A: 815-17-8
trimethylpyruvic acid

B: 75-98-9
Trimethylacetic acid

Conditions

Conditions	Yield
With bismuth(III) nitrate; sodium hydroxide; oxygen; 5%-palladium/activated carbon In water at 95℃; for 2h;	A 90% B 7%

: 75-97-8
3,3-dimethyl-butan-2-one

: 815-17-8
trimethylpyruvic acid

Conditions

Conditions	Yield
With sodium hydroxide; potassium permanganate In water at 0 - 22℃; for 3h;	87%
With sodium hydroxide; potassium permanganate In water at 0℃; for 5h;	85%
Stage #1: 3,3-dimethyl-butan-2-one With potassium permanganate; sodium hydroxide In water at 0 - 20℃; for 16.5h; Inert atmosphere; Schlenk technique; Stage #2: With hydrogenchloride In water Cooling; Inert atmosphere; Schlenk technique;	83%

: 6-tert-Butyl-3-methyl-[1,2,4]trioxan-5-one

A: 75-07-0
acetaldehyde

B: 815-17-8
trimethylpyruvic acid

Conditions

Conditions	Yield
triethylamine In dichloromethane at 20 - 25℃; for 3h;	A n/a B 87%

: 88919-73-7
6'-(tert-butyl)spiro-5'-one

A: 108-94-1
cyclohexanone

B: 815-17-8
trimethylpyruvic acid

Conditions

Conditions	Yield
triethylamine In dichloromethane at 20 - 25℃; for 60h;	A n/a B 79%

: 88919-77-1
6'-(tert-butyl)spiro3.7>decane-2,3'-1',2',4'-trioxan>-5'-one

A: 700-58-3
2-Adamantanone

B: 815-17-8
trimethylpyruvic acid

Conditions

Conditions	Yield
triethylamine In dichloromethane at 20 - 25℃; for 16h;	A n/a B 73%

: 3,6-Di-tert-butyl-[1,2,4]trioxan-5-one

A: 630-19-3
pivalaldehyde

B: 815-17-8
trimethylpyruvic acid

Conditions

Conditions	Yield
triethylamine In dichloromethane at 20 - 25℃; for 16h;	A n/a B 67%

: 75716-88-0
tert-butyl 3,3-dimethyl-2-oxobutanoate

: 815-17-8
trimethylpyruvic acid

Conditions

Conditions	Yield
With trifluoroacetic acid at 0℃; for 1h;	56%

: 75-97-8
3,3-dimethyl-butan-2-one

A: 815-17-8
trimethylpyruvic acid

B: 75-98-9
Trimethylacetic acid

Conditions

Conditions	Yield
With sodium hydroxide; potassium permanganate; water

: 855232-68-7
2-tert-butyl-4-chloro-but-1-en-3-yne

A: 64-18-6
formic acid

B: 815-17-8
trimethylpyruvic acid

Conditions

Conditions	Yield
durch Ozonolyse;

: 2809-84-9
2-(tert-butyl)-but-1-en-3-yne

A: 815-17-8
trimethylpyruvic acid

B: 75-98-9
Trimethylacetic acid

Conditions

Conditions	Yield
With potassium permanganate at 0℃;

: 855232-69-8
4-bromo-2-tert-butyl-but-1-en-3-yne

A: 64-18-6
formic acid

B: 815-17-8
trimethylpyruvic acid

Conditions

Conditions	Yield
durch Ozonolyse;

: 98-54-4
para-tert-butylphenol

A: 815-17-8
trimethylpyruvic acid

B: 75-98-9
Trimethylacetic acid

Conditions

Conditions	Yield
With permanganate(VII) ion Oxydation;
With permanganate(VII) ion

: 5333-74-4
ethyl 3,3-dimethyl-2-oxobutanoate

: 815-17-8
trimethylpyruvic acid

Conditions

Conditions	Yield
With potassium hydroxide In ethanol; water
With sodium hydroxide Inert atmosphere;

: 1197040-29-1
phenyl isocyanate

: 124-38-9
carbon dioxide

: 594-19-4
tert.-butyl lithium

: 815-17-8
trimethylpyruvic acid

Conditions

Conditions	Yield
(i) Me2NCH2CH2NMe2, Et2O, (ii) /BRN= 1900390/, (iii) aq. HCl; Multistep reaction;

...Expand

: 38559-25-0
acetic acid 3,3-dimethyl-2-oxobutyl ester

: 815-17-8
trimethylpyruvic acid

Conditions

Conditions	Yield
With N-benzyl-trimethylammonium hydroxide; triphenyltetrazolium chloride In dichloromethane

: 17530-24-4
di-tert-butylacetylene

A: 4388-88-9
pivalil

B: 1538-75-6
2,2-dimethylpropanoic anhydride

C: 815-17-8
trimethylpyruvic acid

D: 75-98-9
Trimethylacetic acid

Conditions

Conditions	Yield
With ozone; triphenylphosphine In chloroform-d1 at -55℃; Product distribution; other temp., other solvents, other added reagents, other concentrations;	A 0.45 mol B 0.06 mol C 0.04 mol D 0.22 mol

...Expand

: 75-97-8
3,3-dimethyl-butan-2-one

alkaline potassium permanganate: alkaline potassium permanganate

A: 815-17-8
trimethylpyruvic acid

B: 75-98-9
Trimethylacetic acid

...Expand

: 2-cyano-2-hydroxy-3,3-dimethyl-butyric acid ethyl ester

aqueous KOH-solution: aqueous KOH-solution

: 815-17-8
trimethylpyruvic acid

: 855232-68-7
2-tert-butyl-4-chloro-but-1-en-3-yne

: 10028-15-6
ozone

A: 64-18-6
formic acid

B: 815-17-8
trimethylpyruvic acid

...Expand

: 855232-69-8
4-bromo-2-tert-butyl-but-1-en-3-yne

: 10028-15-6
ozone

A: 64-18-6
formic acid

B: 815-17-8
trimethylpyruvic acid

...Expand

: 105789-37-5
5-hydroxy-2,2,7,7-tetramethyl-octane-3,4,6-trione-4-oxime

aqueous NaOH-solution: aqueous NaOH-solution

A: 815-17-8
trimethylpyruvic acid

B: 75-98-9
Trimethylacetic acid

...Expand

: 2809-84-9
2-(tert-butyl)-but-1-en-3-yne

KMnO4: KMnO4

A: 815-17-8
trimethylpyruvic acid

B: 75-98-9
Trimethylacetic acid

Conditions

Conditions	Yield
at 0℃;

...Expand

: 35505-57-8
2-tert-butyl-5,5-dimethyl-hexa-1,3t-diene

KMnO4: KMnO4

A: 815-17-8
trimethylpyruvic acid

B: 75-98-9
Trimethylacetic acid

...Expand

: 98-54-4
para-tert-butylphenol

permanganate: permanganate

A: 815-17-8
trimethylpyruvic acid

B: 75-98-9
Trimethylacetic acid

...Expand

: 146232-13-5
2,5,5-trimethyl-2,3-hexadienal

potassium permanganate: potassium permanganate

A: 815-17-8
trimethylpyruvic acid

B: 75-98-9
Trimethylacetic acid

...Expand

: 2,2,5,6,6-pentamethyl-hept-4-en-3-ol

: 7732-18-5
water

KMnO4: KMnO4

A: 75-97-8
3,3-dimethyl-butan-2-one

B: 815-17-8
trimethylpyruvic acid

C: 75-98-9
Trimethylacetic acid

...Expand

: 33105-81-6
2-amino-3,3-dimethylbutanoic acid

A: 26782-71-8
D-tert-leucine

B: 815-17-8
trimethylpyruvic acid

Conditions

Conditions	Yield
With NADH oxidase; leucine dehydrogenase; NAD at 30℃; for 5h; pH=8.0; Enzymatic reaction;

: 6832-15-1
1-diazo-3,3-dimethyl-2-butanone

: 815-17-8
trimethylpyruvic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 2: triphenyltetrazolium chloride, 2NMe3>OH / CH2Cl2 View Scheme

: 815-17-8
trimethylpyruvic acid

: zinc trimethylacetate

Conditions

Conditions	Yield
With diethylzinc In tetrahydrofuran at 0 - 25℃; for 1.5h; Inert atmosphere;	100%

: 6628-77-9
6-methoxy-pyridin-3-ylamine

: 815-17-8
trimethylpyruvic acid

: 1028253-88-4
C12H18N2O3

Conditions

Conditions	Yield
Stage #1: 6-methoxy-pyridin-3-ylamine; trimethylpyruvic acid With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane for 24h; Stage #2: With water; ammonium chloride In 1,2-dichloro-ethane	99%

: 815-17-8
trimethylpyruvic acid

: pivalic anhydride

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In dichloromethane at 20℃; Inert atmosphere; Glovebox;	99%

: 74-96-4
ethyl bromide

: 815-17-8
trimethylpyruvic acid

: 5333-74-4
ethyl 3,3-dimethyl-2-oxobutanoate

Conditions

Conditions	Yield
With tert-butyl methyl ether; 1,8-diazabicyclo[5.4.0]undec-7-ene at 38℃; for 23h;	97%
Stage #1: trimethylpyruvic acid With 1,8-diazabicyclo[5.4.0]undec-7-ene In tert-butyl methyl ether Stage #2: ethyl bromide at 38℃; for 24h;	97%
Stage #1: ethyl bromide; trimethylpyruvic acid With 1,8-diazabicyclo[5.4.0]undec-7-ene In tert-butyl methyl ether; water at 100℃; for 0.5h; Microwave heating; Stage #2: With sodium hydrogencarbonate In tert-butyl methyl ether; water	91%

: 2495-37-6
benzyl methacrylate

: 815-17-8
trimethylpyruvic acid

: 114222-35-4
benzyl 2,4,4-trimethylpentanoate

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate In acetone at 25℃; for 3h; Inert atmosphere; Irradiation;	97%

: 35771-42-7
S-methylisothiocarbohydrazide

: 815-17-8
trimethylpyruvic acid

: 21087-64-9
4-amino-6-tert-butyl-3-methylthio-1,2,4-triazin-5(4H)-one

Conditions

Conditions	Yield
With sodium acetate In water at 95 - 100℃; for 3h; Reagent/catalyst; Solvent; Temperature;	95.3%

: 815-17-8
trimethylpyruvic acid

: 335208-46-3
2-naphthalen-1-yl-acrylic acid methyl ester

: methyl 4,4-dimethyl-2-(naphthalen-1-yl)pentanoate

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate In acetone at 25℃; for 3h; Inert atmosphere; Irradiation;	95%

: 67-63-0
isopropyl alcohol

: 815-17-8
trimethylpyruvic acid

: isopropyl 3,3-dimethyl-2-oxobutanoate

Conditions

Conditions	Yield
With 2-chloro-1-methyl-pyridinium iodide; triethylamine In dichloromethane for 5h; Ambient temperature;	94%

: 771581-15-8
(3-chloro-pyrazin-2-yl)-methylamine

: 815-17-8
trimethylpyruvic acid

: 1320266-96-3
C10H14ClN3O

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;	94%

: 591-50-4
iodobenzene

: 66049-31-8
3,4-dihydronaphthalen-1-yl benzoate

: 815-17-8
trimethylpyruvic acid

: 2-phenyl-3,4-dihydronaphthalen-1-yl pivalate

Conditions

Conditions	Yield
With palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; silver(l) oxide In para-xylene at 80℃; for 24h; Sealed tube; Inert atmosphere;	94%

...Expand

: 1007586-76-6
methyl 2-(4-tert-butylphenyl)acrylate

: 815-17-8
trimethylpyruvic acid

: methyl 2-(4-(tert-butyl)phenyl)-4,4-dimethylpentanoate

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate In acetone at 25℃; for 3h; Inert atmosphere; Irradiation;	94%

: 591-50-4
iodobenzene

: 19455-84-6
3,4-dihydronaphthalen-1-yl acetate

: 815-17-8
trimethylpyruvic acid

: 2-phenyl-3,4-dihydronaphthalen-1-yl pivalate

Conditions

Conditions	Yield
With palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; silver(l) oxide In para-xylene at 80℃; for 24h; Reagent/catalyst; Solvent; Sealed tube; Inert atmosphere;	93%

...Expand

: 676-58-4
methylmagnesium chloride

: 815-17-8
trimethylpyruvic acid

: 4026-21-5
(R,S)-2-hydroxy-2,3,3-trimethylbutanoic acid

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 24h;	92%

: 5824-40-8
Triphenylmethylamin

: 815-17-8
trimethylpyruvic acid

: 2-triphenylmethylimino-3,3-dimethylbutanoic acid

Conditions

Conditions	Yield
With copper(II) sulfate In 5,5-dimethyl-1,3-cyclohexadiene at 50 - 60℃; for 3h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere;	91.3%

: 815-17-8
trimethylpyruvic acid

: 4026-20-4
2-hydroxy-3,3-dimethylbutanoic acid

Conditions

Conditions	Yield
Stage #1: trimethylpyruvic acid With sodium tetrahydroborate; sodium hydroxide In water at 0 - 20℃; for 16.5h; Inert atmosphere; Schlenk technique; Stage #2: With hydrogenchloride In water Inert atmosphere; Schlenk technique;	91%
With sodium hydroxide; sodium tetrahydroborate In water at 20 - 25℃; for 24h;	82%
With sodium tetrahydroborate	77%

: 2495-35-4
benzylacrylate

: 815-17-8
trimethylpyruvic acid

: 1436411-81-2
benzyl 4,4-dimethylpentanoate

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate In acetone at 25℃; for 2h; Inert atmosphere; Irradiation;	91%

: 104-54-1
3-Phenylpropenol

: 815-17-8
trimethylpyruvic acid

: cinnamyl 3,3-dimethyl-2-oxobutanoate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane	90%

: 95-54-5
1,2-diamino-benzene

: 815-17-8
trimethylpyruvic acid

: 24425-13-6
2-tert-butyl-1H-benzimidazole

Conditions

Conditions	Yield
With silver trifluoromethanesulfonate In water; acetonitrile at 60℃; for 24h; Schlenk technique;	90%

: 15916-56-0
(+/-)-(2-aminoethyl)phenylphosphine

: 815-17-8
trimethylpyruvic acid

: 2-phenylphosphanylethylammonium pivalate

Conditions

Conditions	Yield
In diethyl ether at 20℃; for 0.333333h; Inert atmosphere; Schlenk technique;	90%

: 50415-66-2
methyl 2-(4-fluorophenyl)acrylate

: 815-17-8
trimethylpyruvic acid

: methyl 2-(4-fluorophenyl)-4,4-dimethylpentanoate

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate In acetone at 25℃; for 2h; Inert atmosphere; Irradiation;	90%

: 50415-59-3
methyl 2-(4-chlorophenyl)acrylate

: 815-17-8
trimethylpyruvic acid

: methyl 2-(4-chlorophenyl)-4,4-dimethylpentanoate

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate In acetone at 25℃; for 2h; Inert atmosphere; Irradiation;	90%

: 815-17-8
trimethylpyruvic acid

: methyl 2-(4-bromophenyl)acrylate

: methyl 2-(4-bromophenyl)-4,4-dimethylpentanoate

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate In acetone at 25℃; for 2h; Inert atmosphere; Irradiation;	89%

: 4248-19-5
tert-butyl carbamate

: 815-17-8
trimethylpyruvic acid

: 2-tert-butoxycarbonylimino-3,3-dimethylbutanoic acid

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene at 40 - 55℃; for 3h; Solvent; Temperature; Inert atmosphere;	89%

: 999-70-2
4-nonyn-3-ol

: 815-17-8
trimethylpyruvic acid

: non-4-yn-3-yl 3,3-dimethyl-2-oxobutanoate

Conditions

Conditions	Yield
With pyridine; methanesulfonyl chloride In tetrahydrofuran at 0 - 20℃; for 24h;	89%

: 2231-57-4
Thiocarbohydrazide

: 815-17-8
trimethylpyruvic acid

: triazone

Conditions

Conditions	Yield
With hydrogenchloride In water at 40℃; for 3h; pH=1.5;	88.4%

: 100-63-0
phenylhydrazine

: 815-17-8
trimethylpyruvic acid

: 38559-30-7
3,3-dimethyl-2-oxo-butanoic acid phenyhydrazone

Conditions

Conditions	Yield
In acetic acid	87%
With hydrogenchloride In water at 20℃; for 2h;	74%

3,3-Dimethyl-2-oxobutyric acid Chemical Properties

Product Name: Trimethyl pyruvic acid (CAS NO.815-17-8)
Molecular Formula: C₆H₁₀O₃Molar mass: 130.1418g/mol

Density: 1.09 g/cm³
Appearance: needle-like crystals
Flash Point: 78.4 °C
Boiling Point: 182.4 °C at 760 mmHg
Index of Refraction: 1.439
Vapour Pressure: 0.374 mmHg at 25°C
Melting point: 90.5°C
XLogP3-AA: 1.1
H-Bond Donor: 1
H-Bond Acceptor: 3
Structure Descriptors of Trimethyl pyruvic acid (CAS NO.815-17-8):
IUPAC Name: 3,3-dimethyl-2-oxobutanoic acid
Canonical SMILES: CC(C)(C)C(=O)C(=O)O
InChI: InChI=1S/C6H10O3/c1-6(2,3)4(7)5(8)9/h1-3H3,(H,8,9)
InChIKey: IAWVHZJZHDSEOC-UHFFFAOYSA-N

3,3-Dimethyl-2-oxobutyric acid Uses

Trimethyl pyruvic acid (CAS NO.815-17-8) can be used as an intermediate of herbicide: Metribuzin.

3,3-Dimethyl-2-oxobutyric acid Production

Join dichloro-pinacolone into the reactor, and add water and a certain amount of lye, and be heated, and then dropping sodium hypochlorite solution to be oxidatized at low temperatures and the presence of catalyst.Obtained the filtrate by filtering.

3,3-Dimethyl-2-oxobutyric acid Safety Profile

Safety Information of Trimethyl pyruvic acid (CAS NO.815-17-8):
Risk Statements:
36: Irritating to the eyes
37: Irritating to the respiratory system
38: Irritating to the skin
Safety Statements:
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
37: Wear suitable gloves
39: Wear eye/face protection

3,3-Dimethyl-2-oxobutyric acid Specification

Trimethyl pyruvic acid , its CAS NO. is 815-17-8, the synonyms are tert-Butylglyoxylic acid ; 3,3-Dimethyl-2-oxobutanoic acid ; Butyric acid, 3,3-dimethyl-2-oxo- ; 3,3-Dimethyl-2-oxobutyric acid ; 3,3-Dimethyl-2-oxo-butanoic acid ; Butanoic acid, 3,3-dimethyl-2-oxo- ; Pyruvic acid, trimethyl- ; Glyoxylic acid, tert-butyl- .

Product Name

3,3-Dimethyl-2-oxobutyric acid

Synthetic route

3,3-Dimethyl-2-oxobutyric acid Chemical Properties

3,3-Dimethyl-2-oxobutyric acid Uses

3,3-Dimethyl-2-oxobutyric acid Production

3,3-Dimethyl-2-oxobutyric acid Safety Profile

3,3-Dimethyl-2-oxobutyric acid Specification

Related Products

Hot Products