7,7,8,8-Tetramethyl-3-methylene-5-phenoxy-1,4,6,9-tetraoxa-5λ5-phospha-spiro[4.4]nonan-2-one
A
2-hydroxy-4,4,5,5-tetramethyl<1,3,2>dioxaphospholane-2-oxide
B
2-oxo-propionic acid
C
phenol
Conditions | Yield |
---|---|
With water In acetone at 20℃; for 24h; | A 100% B n/a C n/a |
α-Ethoxyacrylic acid
2-oxo-propionic acid
Conditions | Yield |
---|---|
With hydrogenchloride; water at 20℃; for 3 - 4h; Product distribution / selectivity; | 99% |
With hydrogenchloride; water In tetrahydrofuran; Norlaudanosolin; acetone; pentane at 20℃; for 1h; Product distribution / selectivity; |
LACTIC ACID
2-oxo-propionic acid
Conditions | Yield |
---|---|
With oxygen In water at 100℃; under 750.075 Torr; for 5h; Reagent/catalyst; | 95% |
With dihydrogen peroxide; iron(II) | |
With lead anode; alkali Electrolysis; |
D-Lactic acid
2-oxo-propionic acid
Conditions | Yield |
---|---|
With oxygen at 100℃; under 75.0075 Torr; for 8h; Temperature; Pressure; Autoclave; | 94.3% |
With mutant 3-isopropylmalate dehydrogenase(Gly89-Gly-Leu90); nicotinamide adenine dinucleotide In water at 60℃; for 2h; pH=7.8; Enzyme kinetics; | |
With nicotinamide flucytosine dinucleotide at 25℃; pH=7.5; aq. buffer; Enzymatic reaction; | |
With D-lactate dehydrogenase of Planctomyces brasiliensis at 25℃; for 1h; pH=7; Concentration; pH-value; Reagent/catalyst; Temperature; Enzymatic reaction; | |
With D-lactate oxidase from Saccharomyces cerevisiae; oxygen; catalase In aq. buffer at 30℃; pH=7.4; Reagent/catalyst; Enzymatic reaction; |
Conditions | Yield |
---|---|
Stage #1: poly(methacrylic acid) With ozone In methanol; dichloromethane at -78℃; Stage #2: With dimethylsulfide In methanol; dichloromethane at -78 - 20℃; | 90% |
(3E)-4-morpholin-4-yl-pent-3-en-2-one
A
4-acetylmorpholine
B
2-oxo-propionic acid
C
Acetic formic anhydride
Conditions | Yield |
---|---|
With ozone In dichloromethane at -70℃; | A 86% B 6% C 6% |
Conditions | Yield |
---|---|
With hydrogenchloride; water In acetonitrile at 0 - 20℃; for 3h; Product distribution / selectivity; | 83.1% |
Conditions | Yield |
---|---|
With hypobromite In sodium hydroxide at 35℃; Kinetics; Mechanism; | A 70% B 25% C n/a |
Conditions | Yield |
---|---|
With hypobromite In sodium hydroxide at 35℃; Kinetics; Mechanism; | A 70% B 25% |
Conditions | Yield |
---|---|
With bromine; perchlorate(1-) at 35℃; Rate constant; k2 = 50.0 x 10-7 s-1; | A 70% B 25% |
propylene glycol
A
LACTIC ACID
B
2-oxo-propionic acid
C
hydroxy-2-propanone
Conditions | Yield |
---|---|
With 5% platinum on aluminium oxide In water at 40℃; for 6h; pH=10; pH-value; Time; | A 70% B 19% C 11% |
With 5% platinum on aluminium oxide In water at 40℃; for 6h; pH=10; Temperature; pH-value; Time; |
hydroxy-2-propanone
A
LACTIC ACID
B
acetic acid
C
2-oxo-propionic acid
Conditions | Yield |
---|---|
With oxygen In water at 119.84℃; under 15001.5 Torr; for 3h; Catalytic behavior; Kinetics; Temperature; Concentration; Reagent/catalyst; Autoclave; | A 68.4% B n/a C n/a |
With oxygen In water at 119.84℃; under 15001.5 Torr; for 3h; Autoclave; | |
With oxygen In water at 119.84℃; under 15001.5 Torr; for 3h; Autoclave; |
Conditions | Yield |
---|---|
With Brewer's yeast pyruvate decarboxylase (EC 4.1.1.1); thiamine diphosphate In various solvent(s) at 25℃; for 1h; pH=11; | 61% |
vitamin B1 2.) carbon dioxide pressure = 50 atm, DMF, Et3N, 20 deg C, 48 h; Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
With tetrabutylammonium tetrafluoroborate In N,N-dimethyl-formamide electrochemical synthesis with Pt cathod and Zn anod (3 mA/cm2); | 60% |
Conditions | Yield |
---|---|
With 5% Pt/Al2O3; sodium hydroxide In water at 40℃; under 760.051 Torr; for 6h; pH=8; Kinetics; Reagent/catalyst; pH-value; | A 60% B n/a |
With 5% Pt/Al2O3; MgO-Al2O3-800; oxygen In water at 40℃; for 6h; Reagent/catalyst; Time; Green chemistry; |
propylene glycol
A
LACTIC ACID
B
carbon dioxide
C
acetic acid
D
2-oxo-propionic acid
Conditions | Yield |
---|---|
With oxygen; sodium hydroxide In water at 90℃; under 3750.38 Torr; for 2h; Reagent/catalyst; Inert atmosphere; Green chemistry; | A 58% B 18% C 6% D 13% |
carbon dioxide
acetaldehyde
A
L-Lactic acid
B
2-oxo-propionic acid
Conditions | Yield |
---|---|
With pyruvate decarboxylase; thiamine pyrophosphate; L-lactic dehydrogenase; 1,4-dihydronicotinamide adenine dinucleotide for 1h; pH=9.5; Enzymatic reaction; | A 51% B 14% |
With pyruvate decarboxylase; thiamine pyrophosphate; L-lactic dehydrogenase; 1,4-dihydronicotinamide adenine dinucleotide for 1h; pH=10.5; Enzymatic reaction; | A 27% B 28% |
2-methylenesuccinic acid
A
propene
B
poly(methacrylic acid)
C
2-methyllactic acid
D
carbon dioxide
E
2-oxo-propionic acid
F
acetone
Conditions | Yield |
---|---|
With barium hexa-aluminate In water at 250℃; under 15001.5 Torr; for 3h; Reagent/catalyst; Autoclave; Inert atmosphere; | A n/a B 50% C n/a D n/a E n/a F n/a |
Conditions | Yield |
---|---|
With water; ruthenium trichloride at 80 - 100℃; for 12 - 36h; pH=1.3 - 2.0; Product distribution / selectivity; | 48% |
With water; di[triaqua{2,6-di(phenylthiomethyl)pyridine}ruthenium(III)] tri-sulphate at 80℃; for 12h; pH=2.0; Product distribution / selectivity; | 38% |
With water; iridium(III) chloride at 100℃; for 12h; pH=1.3; Product distribution / selectivity; | 29% |
Conditions | Yield |
---|---|
With water; oxygen In water at 24.84℃; under 760.051 Torr; for 16h; Catalytic behavior; Time; Schlenk technique; | A 47% B 12% |
With oxygen; sodium hydroxide at 60℃; under 2250.23 Torr; for 4h; |
ethylene glycol
7,7,8,8-Tetramethyl-3-methylene-5-phenoxy-1,4,6,9-tetraoxa-5λ5-phospha-spiro[4.4]nonan-2-one
A
2-(4,4,5,5-Tetramethyl-2-oxo-2λ5-[1,3,2]dioxaphospholan-2-yloxy)-ethanol
B
2-oxo-propionic acid
Conditions | Yield |
---|---|
In chloroform-d1 at 20℃; for 48h; | A 46% B n/a |
glycerol
A
formic acid
B
LACTIC ACID
C
acetic acid
D
2-oxo-propionic acid
E
acrylic acid
F
2-oxopropanal
Conditions | Yield |
---|---|
Stage #1: glycerol With sodium hydroxide; water at 300℃; for 1h; Compressed liquid(s); Stage #2: With sulfuric acid In water Product distribution / selectivity; | A n/a B 40% C n/a D n/a E n/a F n/a |
Conditions | Yield |
---|---|
With potassiuim nitrosodisulfonate In water for 30h; Mechanism; Product distribution; pH 10.0; var. pH; other α-amino acids and α-hydroxy acids; | 37% |
With sodium hydroxide; oxygen; copper | |
With air; iron (II)-dicarbonate; water |
D-glucose
A
formic acid
B
glycolic Acid
C
L-Lactic acid
D
malonic acid
E
succinic acid
F
oxalic acid
G
acetic acid
H
propionic acid
I
2-oxo-propionic acid
J
maleic acid
Conditions | Yield |
---|---|
With sodium silicate; water at 300℃; under 64356.4 Torr; for 0.0166667h; Reagent/catalyst; Sealed tube; | A n/a B n/a C 30% D n/a E n/a F n/a G n/a H n/a I n/a J n/a |
D-glucose
A
5-hydroxymethyl-2-furfuraldehyde
B
formic acid
C
L-Lactic acid
D
succinic acid
E
oxalic acid
F
acetic acid
G
propionic acid
H
2-oxo-propionic acid
I
maleic acid
Conditions | Yield |
---|---|
With water at 300℃; under 64356.4 Torr; for 0.0166667h; Reagent/catalyst; Sealed tube; | A n/a B n/a C 30% D n/a E n/a F n/a G n/a H n/a I n/a |
citric acid
A
Oxalacetic acid
B
L-Lactic acid
C
D-Lactic acid
D
3-hydroxy-2-butanon
E
acetic acid
F
2-oxo-propionic acid
Conditions | Yield |
---|---|
With Leuconostoc mesenteroides at 30℃; for 1h; potassium phosphate buffer, pH 5.0; other conditions also investigated; several substrates investigated; | A 0.66% B 0.06% C 1.77% D 6.86% E 15.5% F 0.05% |
citric acid
A
Oxalacetic acid
B
L-Lactic acid
C
D-Lactic acid
D
acetic acid
E
2-oxo-propionic acid
F
dimethylglyoxal
Conditions | Yield |
---|---|
With Leuconostoc mesenteroides at 30℃; for 1h; potassium phosphate buffer, pH 5.0; other conditions also investigated; several substrates investigated; | A 0.66% B 0.06% C 1.77% D 15.5% E 0.05% F 1.72% |
Conditions | Yield |
---|---|
With potassium hydrogensulfate; ethanol; water |
Conditions | Yield |
---|---|
With sodium hydroxide; thiamine diphosphate chloride hydrochloride In methanol at 37℃; for 5.5h; | 100% |
Vergaerung durch Essigbakterien; | |
durch Hefe; Ausbeute ist groesser,wenn zu der gaerenden Brenztraubensaeure-Loesung gleich nach Beginn der Gaerung noch Acetalehyd zugesetzt wird; |
Conditions | Yield |
---|---|
With NH4S2O8; silver nitrate; trifluoroacetic acid In dichloromethane; water at 40℃; for 2.5h; | 100% |
With ferrous(II) sulfate heptahydrate; ammonium peroxydisulfate; sulfuric acid In dichloromethane; water at 40℃; Reagent/catalyst; Solvent; Minisci Aromatic Substitution; | 26% |
pyridine-4-carbonitrile
2-oxo-propionic acid
2-acetylpyridine-4-carbonitrile
Conditions | Yield |
---|---|
With NH4S2O8; sulfuric acid; silver nitrate In dichloromethane; water at 40℃; for 2.5h; | 100% |
Conditions | Yield |
---|---|
With ammonium peroxydisulfate; silver nitrate; trifluoroacetic acid In dichloromethane; water at 40℃; | 100% |
With NH4S2O8; silver nitrate; trifluoroacetic acid In dichloromethane; water at 40℃; for 2.5h; | 94% |
With ferrous(II) sulfate heptahydrate; ammonium peroxydisulfate; formic acid; dimethyl sulfoxide In dichloromethane; water at 40℃; Minisci Aromatic Substitution; | 67% |
With nickel(II) acetylacetonate In dichloromethane; acetonitrile at 50℃; for 4h; Catalytic behavior; Electrochemical reaction; | 45% |
With ammonium peroxydisulfate; sulfuric acid; silver nitrate In dichloromethane; water at 40℃; for 2.5h; | 42.9% |
2-(3-methyl-2-butenyloxy)benzaldehyde
2-oxo-propionic acid
4-<2-(3-Methyl-2-butenyloxy)phenyl>-2-oxo-3-butenoic acid
Conditions | Yield |
---|---|
With potassium hydroxide In methanol Ambient temperature; | 100% |
2-oxo-propionic acid
orthoformic acid triethyl ester
2,2-diethoxypropanoic acid
Conditions | Yield |
---|---|
With sulfuric acid at 5 - 10℃; for 1h; | 100% |
With sulfuric acid at 5 - 10℃; for 0.5h; | |
With sulfuric acid for 0.5h; Cooling with ice; |
Conditions | Yield |
---|---|
With methanesulfonic acid; phosphorus pentoxide for 24h; Ambient temperature; | 99% |
Conditions | Yield |
---|---|
at 20℃; for 2.5h; | 99% |
(S,E)-1-(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)pent-3-en-2-ol
2-oxo-propionic acid
(S,E)-1-(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)pent-3-en-2-yl 2-oxopropanoate
Conditions | Yield |
---|---|
With dmap; 2,4,6-trichlorobenzoyl chloride; triethylamine In benzene for 16h; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
With cyclohexane-1,2-dione hydrolase In aq. buffer at 30℃; for 48h; pH=6.5; Enzymatic reaction; | 99% |
Conditions | Yield |
---|---|
With zinc(II) chloride In acetic anhydride at 60℃; for 0.166667h; Temperature; | 98.4% |
5-fluoro-1H-indole-2,3-dione
2-oxo-propionic acid
6-fluoroquinoline-2,4-dicarboxylic acid
Conditions | Yield |
---|---|
With sodium hydroxide at 110℃; for 6h; | 98.15% |
With sodium hydroxide at 110℃; for 4h; | 70% |
With potassium hydroxide In water at 40℃; for 16h; Pfitzinger Quinoline Synthesis; | 65% |
2-oxo-propionic acid
LACTIC ACID
Conditions | Yield |
---|---|
With [Ni(II)(N,N'-dimethyl-N,N'-bis(2-mercaptoethyl)-1,3-propanediamine)(μ-OH)(μ-H)Ru(II)(η6-C6Me6)]; hydrogen In water at 60℃; under 3750.38 Torr; for 4h; pH=8; | 98% |
With formic acid; [Ir(III)Cp*(bpy)(OH2)](SO4) In water at 70℃; for 1h; pH=2.0; | 35% |
Electrolysis; |
Conditions | Yield |
---|---|
With sodium hydroxide; sodium cyanoborohydride In water for 72h; Ambient temperature; | 98% |
2-oxo-propionic acid
1,7-bis(hydroxymethyl)-4-methyl-2,4,6-triazatricyclo<5.1.1.02,6>nonane-3,5-dione
1,7-bis((pyruvyloxy)methyl)-4-methyl-2,4,6-triazatricyclo<5.1.1.02,6>nonane-3,5-dione
Conditions | Yield |
---|---|
With 4-pyrrolidin-1-ylpyridine; dicyclohexyl-carbodiimide In dichloromethane for 0.333333h; | 98% |
Conditions | Yield |
---|---|
With sulfur tetrafluoride at 20℃; for 12h; steel autoclave; | 98% |
N-methyl-2-chloroaniline
2-oxo-propionic acid
N-methyl-1H-indole-2-carboxylic acid
Conditions | Yield |
---|---|
With potassium phosphate; magnesium sulfate; acetic acid; bis(tri-t-butylphosphine)palladium(0) In N,N-dimethyl acetamide at 140℃; for 14h; | 98% |
Conditions | Yield |
---|---|
With cyclohexane-1,2-dione hydrolase In aq. buffer at 30℃; for 48h; pH=6.5; Enzymatic reaction; | 98% |
Conditions | Yield |
---|---|
With cyclohexane-1,2-dione hydrolase In aq. buffer at 30℃; for 48h; pH=6.5; Enzymatic reaction; | 98% |
Conditions | Yield |
---|---|
With cyclohexane-1,2-dione hydrolase In aq. buffer at 30℃; for 48h; pH=6.5; Enzymatic reaction; | 98% |
The Pyruvic acid with CAS registry number of 127-17-3 is also known as Propanoic acid, 2-oxo. The IUPAC name is 2-Oxopropanoic acid. It belongs to product categories of Pyruvic Acid Series; Nutritional Supplements. Its EINECS registry number is 204-824-3. In addition, the formula is C3H4O3 and the molecular weight is 88.06. This chemical is a colorless to light yellow liquid and should be sealed in ventilated, dry place away from light, fire, oxides, reducing agents and alkali.
Physical properties about Pyruvic acid are:
(1)ACD/LogP: -1.24; (2)ACD/LogD (pH 5.5): -4.04; (3)ACD/LogD (pH 7.4): -4.95; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 3; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 1; (11)Index of Refraction: 1.416; (12)Molar Refractivity: 17.54 cm3; (13)Molar Volume: 69.8 cm3; (14)Surface Tension: 42.6 dyne/cm; (15)Density: 1.261 g/cm3; (16)Flash Point: 54.3 °C; (17)Enthalpy of Vaporization: 44.28 kJ/mol; (18)Boiling Point: 165 °C at 760 mmHg; (19)Vapour Pressure: 0.968 mmHg at 25 °C.
Preparation of Pyruvic acid:
It is prepared by reaction of acetyl chloride with potassium cyanide.
(1) CH3COCl + KCN → CH3COCN + KCl
(2) CH3COCN → CH3COCOOH
Uses of Pyruvic acid:
It is used to produce 3-bromo-2-oxo-propionic acid. The reaction occurs with reagents conc. H2SO4, bromine for 1 hour. The yield is about 90%. It is used for organic synthesis, biochemical research, and is also used as pharmaceutical raw material and food additive.
Safety Information of Pyruvic acid:
When you are using Pyruvic acid, please be cautious about it. As a chemical, it may cause burns. During using it, wear suitable protective clothing, gloves and eye/face protection. After using it, take off immediately all contaminated clothing. If contact with eyes accidently, rinse immediately with plenty of water and seek medical advice. In case of accident or if you feel unwell seek medical advice immediately.
You can still convert the following datas into molecular structure:
1. Canonical SMILES: CC(=O)C(=O)O
2. InChI: InChI=1S/C3H4O3/c1-2(4)3(5)6/h1H3,(H,5,6)
3. InChIKey: LCTONWCANYUPML-UHFFFAOYSA-N
The toxicity data of Pyruvic acid is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | subcutaneous | 3533mg/kg (3533mg/kg) | Yakugaku Zasshi. Journal of Pharmacy. Vol. 81, Pg. 1225, 1961. |
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