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926-61-4

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926-61-4 Usage

General Description

3-oxopropanoic acid, also known as pyruvic acid, is a key intermediate metabolite in biological systems. It is a colorless liquid with a pungent odor, and is an important molecule in the conversion of glucose into energy in the form of ATP through the process of glycolysis. It is also involved in the synthesis of amino acids, and serves as a precursor for the production of various important compounds in the body. Additionally, its derivative, sodium pyruvate, is used as a dietary supplement and is being researched for potential therapeutic applications in conditions such as cancer, neurodegenerative diseases, and skin aging. Its chemical structure consists of a three-carbon backbone with two oxygen atoms, and its acidity makes it a key component in maintaining the body's acid-base balance.

Check Digit Verification of cas no

The CAS Registry Mumber 926-61-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 9,2 and 6 respectively; the second part has 2 digits, 6 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 926-61:
(5*9)+(4*2)+(3*6)+(2*6)+(1*1)=84
84 % 10 = 4
So 926-61-4 is a valid CAS Registry Number.
InChI:InChI=1/C3H4O3/c4-2-1-3(5)6/h2H,1H2,(H,5,6)

926-61-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-oxopropanoic acid

1.2 Other means of identification

Product number -
Other names Malonaldehydic acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:926-61-4 SDS

926-61-4Synthetic route

(S)-Malic acid
97-67-6

(S)-Malic acid

(E)-3-Ureido-but-2-enoic acid ethyl ester
5435-44-9, 22243-66-9

(E)-3-Ureido-but-2-enoic acid ethyl ester

A

2H-pyran-2-one-5-carboxylic acid
500-05-0

2H-pyran-2-one-5-carboxylic acid

B

3-oxopropanoic acid
926-61-4

3-oxopropanoic acid

3-methoxy-2-propen-1-oic acid
6214-29-5, 23548-96-1, 6162-52-3

3-methoxy-2-propen-1-oic acid

3-oxopropanoic acid
926-61-4

3-oxopropanoic acid

Conditions
ConditionsYield
With sulfuric acid
(S)-Malic acid
97-67-6

(S)-Malic acid

(E)-3-Ureido-but-2-enoic acid ethyl ester
5435-44-9, 22243-66-9

(E)-3-Ureido-but-2-enoic acid ethyl ester

phenol
108-95-2

phenol

A

3-oxopropanoic acid
926-61-4

3-oxopropanoic acid

B

coumarin
91-64-5

coumarin

Conditions
ConditionsYield
analoge Reaktionen mit anderen ein- und mehrwertigen Phenolen;
(E)-β-morpholino acrylonitrile
23220-67-9

(E)-β-morpholino acrylonitrile

3-oxopropanoic acid
926-61-4

3-oxopropanoic acid

Conditions
ConditionsYield
With hydrogenchloride at 80℃;
1,3-dimethyluracil
874-14-6

1,3-dimethyluracil

3-oxopropanoic acid
926-61-4

3-oxopropanoic acid

Conditions
ConditionsYield
With tetramethyl ammoniumhydroxide
but-3-enoic acid
625-38-7

but-3-enoic acid

A

formaldehyd
50-00-0

formaldehyd

B

3-oxopropanoic acid
926-61-4

3-oxopropanoic acid

Conditions
ConditionsYield
With potassium bromate; thallium(III) sulfate; sulfuric acid In water; acetic acid at 40℃; for 60h; Rate constant; Mechanism; Thermodynamic data; other mineral acid; other metal ion; E(excit.), ΔH(excit.), ΔS(excit.), ΔG(excit.);
L-Aspartic acid
56-84-8

L-Aspartic acid

chloroamine-T
127-65-1

chloroamine-T

A

3-oxopropanoic acid
926-61-4

3-oxopropanoic acid

B

toluene-4-sulfonamide
70-55-3

toluene-4-sulfonamide

Conditions
ConditionsYield
With perchloric acid; sodium perchlorate; chloride In water at 39.9℃; Rate constant; Mechanism; Thermodynamic data; in absence or presence of methanol, add of PTS, variation of ionic strength; ΔH(excit.), -ΔS(excit.), ΔG(excit.);
L-Aspartic acid
56-84-8

L-Aspartic acid

3-oxopropanoic acid
926-61-4

3-oxopropanoic acid

Conditions
ConditionsYield
With perchloric acid; N-bromoacetamide In water at 29.9℃; for 12h; Rate constant; Kinetics; Thermodynamic data; mechanism, ΔF (exit), ΔH (exit), ΔS (exit);
With manganese(II) sulfate; manganese(III) sulfate; sulfuric acid; sodium perchlorate; sodium sulfate In water at 29.9℃; Rate constant; Thermodynamic data; Mechanism; var. of reagents, conc., ratio, ionic strength, pH, additives, dielectric const. of solvent, Ea, ΔH(excit.), ΔS(excit.), ΔG(excit.);
With perchloric acid; ammonium cerium(IV) nitrate; nitric acid In water at 35℃; Rate constant; Mechanism; var. ratio;
With perchloric acid; N-bromoacetamide In water at 29.9℃; for 12h;
With potassium permanganate; sulfuric acid at 39.85℃; Kinetics; Further Variations:; Temperatures; conc. of H2SO4; Deamination; decarboxylation;
malic acid
617-48-1

malic acid

3-oxopropanoic acid
926-61-4

3-oxopropanoic acid

Conditions
ConditionsYield
With manganese(III) pyrophosphate; sulfuric acid In water at 35℃; for 72h; Rate constant; Mechanism; Thermodynamic data; further reagents - Mn(2+), H2SO4;
With potassium bromate; hydrogenchloride; water Rate constant; Thermodynamic data; kobs vs. substrate concentration at 35 deg C and vs. HCl concentration at 40 deg C; ΔH(excit), ΔS(excit) (temp.-range 30-45 deg C);
With sodium hydroxide; sodium hypochlorite In water var. pH values; other hydroxyacids;
With perchloric acid; mercury(II) diacetate; acetic acid In water at 313℃; Kinetics; Temperature; Concentration;
sodium sulbactam
69388-84-7

sodium sulbactam

A

3-oxopropanoic acid
926-61-4

3-oxopropanoic acid

B

2-amino-3-methyl-3-sulfinobutanoic acid
98462-04-5

2-amino-3-methyl-3-sulfinobutanoic acid

Conditions
ConditionsYield
With borate buffer at 65℃; for 1.5h;
aspartic Acid
617-45-8

aspartic Acid

N-bromoacetamide
79-15-2

N-bromoacetamide

A

acetamide
60-35-5

acetamide

B

3-oxopropanoic acid
926-61-4

3-oxopropanoic acid

Conditions
ConditionsYield
With sodium hydroxide at 30℃; Mechanism; Thermodynamic data; activation energy, ΔG(excit.);
aspartic Acid
617-45-8

aspartic Acid

3-oxopropanoic acid
926-61-4

3-oxopropanoic acid

Conditions
ConditionsYield
With dipotassium peroxodisulfate; silver nitrate In water at 33℃; Rate constant; Thermodynamic data; Mechanism; ΔE(activ.); ΔH(activ.); ΔS(activ.); presence of allyl acetate.;
With [2,2]bipyridinyl; perchloric acid; ammonium cerium(IV) nitrate; silver(I) In water at 50℃; Kinetics; Rate constant; Mechanism; var. of conc., pH, ionic strength, temp., without bipyridyl;
With sulfuric acid; manganese(III) ion at 40℃; Kinetics; Temperature;
malonic acid
141-82-2

malonic acid

3-oxopropanoic acid
926-61-4

3-oxopropanoic acid

Conditions
ConditionsYield
With chloroamine-T; hypochloric acid In water at 30℃; Kinetics; Mechanism; var. pH, var. temp.;
malic acid
617-48-1

malic acid

A

3-oxopropanoic acid
926-61-4

3-oxopropanoic acid

B

carbon dioxide
124-38-9

carbon dioxide

Conditions
ConditionsYield
With ruthenium trichloride; perchloric acid; bromate salt; sulfuric acid; mercury(II) diacetate In water at 19.9 - 39.9℃; Rate constant;
L-Aspartic acid
56-84-8

L-Aspartic acid

A

3-oxopropanoic acid
926-61-4

3-oxopropanoic acid

B

carbon dioxide
124-38-9

carbon dioxide

Conditions
ConditionsYield
With hydrogenchloride; N-chloronicotinamide; sodium perchlorate In acetic acid at 39.85℃; for 12h; Kinetics; Further Variations:; Temperatures; concentration of amino acid; concentration of reagents; Oxidation;
3-carboxyimino-propionic acid ( disodium salt)

3-carboxyimino-propionic acid ( disodium salt)

3-oxopropanoic acid
926-61-4

3-oxopropanoic acid

Conditions
ConditionsYield
With sulfuric acid
(S)-Malic acid
97-67-6

(S)-Malic acid

sulfuric acid
7664-93-9

sulfuric acid

A

formic acid
64-18-6

formic acid

B

3-oxopropanoic acid
926-61-4

3-oxopropanoic acid

Conditions
ConditionsYield
die Produkte zerfallen weiter in Acetaldehyd,Kohlendioxyd,Kohlenoxyd und Wasser;
(S)-Malic acid
97-67-6

(S)-Malic acid

sulfuric acid
7664-93-9

sulfuric acid

phenol
108-95-2

phenol

A

3-oxopropanoic acid
926-61-4

3-oxopropanoic acid

B

coumarin
91-64-5

coumarin

Conditions
ConditionsYield
analoge Reaktionen mit anderen ein- und mehrwertigen Phenolen;
L-Aspartic acid
56-84-8

L-Aspartic acid

A

3-oxopropanoic acid
926-61-4

3-oxopropanoic acid

B

CO2

CO2

Conditions
ConditionsYield
With mercury(II) diacetate; N-bromoacetamide In acetic acid at 30℃; Kinetics; Mechanism; Thermodynamic data; other temperatures, E(act.), ΔH(excit.), ΔS(excit.), ΔG(excit.); various solvent concentrations, effect of added salts;
malic acid
617-48-1

malic acid

A

3-oxopropanoic acid
926-61-4

3-oxopropanoic acid

B

CO2

CO2

Conditions
ConditionsYield
With N-Bromosuccinimide; perchloric acid; mercury(II) diacetate; palladium dichloride at 35℃; Rate constant; Kinetics; Mechanism; energy data: ΔE(a), ΔH(excit.), ΔS(excit.), ΔG(excit.); various NBS, PdCl2 and HClO4 concentrations; also in the presence of var. amounts of NaCl; other hydroxyacids;
L-Aspartic acid
56-84-8

L-Aspartic acid

A

3-oxopropanoic acid
926-61-4

3-oxopropanoic acid

B

NH3, CO2

NH3, CO2

Conditions
ConditionsYield
With potassium peroxydiphosphate; sulfuric acid; ruthenium trichloride at 39.9℃; Kinetics; Mechanism; Thermodynamic data; ΔH(excit.), ΔS(excit.), other temperatures;
L-Aspartic acid
56-84-8

L-Aspartic acid

A

3-oxopropanoic acid
926-61-4

3-oxopropanoic acid

B

carbon dioxide
124-38-9

carbon dioxide

C

NH3

NH3

Conditions
ConditionsYield
With sodium hydroxide; bromamine T In water at 20℃; Thermodynamic data; Kinetics; Mechanism; Ea, ΔH(excit.), ΔS(excit.), ΔG(excit.), solvent isotopic effect;
ethanol
64-17-5

ethanol

S-benzyl thiosuccinic acid
110556-14-4

S-benzyl thiosuccinic acid

Raney nickel

Raney nickel

A

4-butanolide
96-48-0

4-butanolide

B

3-oxopropanoic acid
926-61-4

3-oxopropanoic acid

(S)-Malic acid
97-67-6

(S)-Malic acid

sulfuric acid
7664-93-9

sulfuric acid

A

2H-pyran-2-one-5-carboxylic acid
500-05-0

2H-pyran-2-one-5-carboxylic acid

B

3-oxopropanoic acid
926-61-4

3-oxopropanoic acid

L-Aspartic acid
56-84-8

L-Aspartic acid

A

3-oxopropanoic acid
926-61-4

3-oxopropanoic acid

B

cyanoacetic acid
372-09-8

cyanoacetic acid

Conditions
ConditionsYield
With perchloric acid; sodium dodecyl-sulfate; chloroamine-T at 35℃; Kinetics; Further Variations:; Temperatures; Reagents;
3-amino propanoic acid
107-95-9

3-amino propanoic acid

3-oxopropanoic acid
926-61-4

3-oxopropanoic acid

Conditions
ConditionsYield
With oxone In acetate buffer at 35℃; for 48h; pH=4.2; Kinetics; Further Variations:; pH-values; Temperatures;
With oxone In acetate buffer at 20.84℃; pH=4.2; Activation energy; Further Variations:; Temperatures;
With α-ketoglutarate Enzyme kinetics;
serin
302-84-1

serin

cis-nitrous acid
7782-77-6

cis-nitrous acid

3-oxopropanoic acid
926-61-4

3-oxopropanoic acid

2-oxo-propionic acid
127-17-3

2-oxo-propionic acid

3-amino propanoic acid
107-95-9

3-amino propanoic acid

A

L-alanin
56-41-7

L-alanin

B

3-oxopropanoic acid
926-61-4

3-oxopropanoic acid

Conditions
ConditionsYield
With pyridoxal 5'-phosphate; recombinant ω-transaminase from Burkholderia vietnamiensis G4 In aq. phosphate buffer at 37℃; for 0.0833333h; pH=7.4; Enzymatic reaction; enantioselective reaction;
(2R)-aspartic acid
1783-96-6

(2R)-aspartic acid

pyridoxal hydrochloride
65-22-5

pyridoxal hydrochloride

A

3-oxopropanoic acid
926-61-4

3-oxopropanoic acid

B

pyridoxamine
85-87-0

pyridoxamine

Conditions
ConditionsYield
In ethanol; water for 0.5h; Kinetics;
3-oxopropanoic acid
926-61-4

3-oxopropanoic acid

malonic acid
141-82-2

malonic acid

Conditions
ConditionsYield
With C4H11FeMo6NO24(3-)*3C16H36N(1+); water; oxygen; sodium carbonate at 50℃; under 760.051 Torr; for 8h; Green chemistry;99%
With 4H3N*4H(1+)*CuMo6O18(OH)6(4-); water; oxygen; sodium carbonate at 50℃; under 760.051 Torr; for 12h;93%
3-oxopropanoic acid
926-61-4

3-oxopropanoic acid

methyl 3-bromophenethylcarbamate
1279816-33-9

methyl 3-bromophenethylcarbamate

6-bromo-2-methoxycarbonyl-1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid

6-bromo-2-methoxycarbonyl-1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid

Conditions
ConditionsYield
With sulfuric acid In tetrahydrofuran Reflux;91.3%
pyrid-2-ylhydrazine
4930-98-7

pyrid-2-ylhydrazine

3-oxopropanoic acid
926-61-4

3-oxopropanoic acid

5-hydroxy-1-(2-pyridyl)-1H-pyrazole
126583-31-1

5-hydroxy-1-(2-pyridyl)-1H-pyrazole

Conditions
ConditionsYield
In ethanol at 0 - 100℃; for 72h;90%
3-oxopropanoic acid
926-61-4

3-oxopropanoic acid

3-trifluoromethyl-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine
486460-21-3

3-trifluoromethyl-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine

C9H9F3N4O2

C9H9F3N4O2

Conditions
ConditionsYield
Stage #1: 3-oxopropanoic acid With thionyl chloride; sulfuric acid In dichloromethane; N,N-dimethyl-formamide for 6h; Heating;
Stage #2: 3-trifluoromethyl-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine With triethylamine In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃; for 2h; Solvent; Temperature; Reagent/catalyst;
75.3%
3-oxopropanoic acid
926-61-4

3-oxopropanoic acid

4-acetyl-benzoic acid
586-89-0

4-acetyl-benzoic acid

methylhydrazine
60-34-4

methylhydrazine

4-(1-methyl-6-oxo-1,6-dihydro-pyridazin-3-yl)-benzoic acid

4-(1-methyl-6-oxo-1,6-dihydro-pyridazin-3-yl)-benzoic acid

Conditions
ConditionsYield
Stage #1: 3-oxopropanoic acid; 4-acetyl-benzoic acid In acetic acid at 110℃; for 20h;
Stage #2: methylhydrazine With ammonia In water for 5h; pH=9; Heating / reflux;
Stage #3: With hydrogenchloride pH=1 - 2;
33%
3-oxopropanoic acid
926-61-4

3-oxopropanoic acid

L-phenylalanine
63-91-2

L-phenylalanine

N-(2-carboxy-ethyl)-L-phenylalanine
56211-79-1

N-(2-carboxy-ethyl)-L-phenylalanine

Conditions
ConditionsYield
Hydrierung des Reaktionsprodukts an Platin in Wasser oder Essigsaeure;
3-oxopropanoic acid
926-61-4

3-oxopropanoic acid

N-(4-{[(aminoiminomethyl)amino]sulfonyl}phenyl)acetamide
19077-97-5

N-(4-{[(aminoiminomethyl)amino]sulfonyl}phenyl)acetamide

N-acetyl-sulfanilic acid-(6-oxo-1,6-dihydro-pyrimidin-2-ylamide)
70800-62-3

N-acetyl-sulfanilic acid-(6-oxo-1,6-dihydro-pyrimidin-2-ylamide)

3-oxopropanoic acid
926-61-4

3-oxopropanoic acid

1-amino-4-({[amino(imino)methyl]amino}sulfonyl)benzene
57-67-0

1-amino-4-({[amino(imino)methyl]amino}sulfonyl)benzene

sulfanilic acid-(6-oxo-1,6-dihydro-pyrimidin-2-ylamide)
56305-66-9

sulfanilic acid-(6-oxo-1,6-dihydro-pyrimidin-2-ylamide)

3-oxopropanoic acid
926-61-4

3-oxopropanoic acid

water
7732-18-5

water

sodium periodate

sodium periodate

A

formic acid
64-18-6

formic acid

B

carbon dioxide
124-38-9

carbon dioxide

926-61-4Relevant articles and documents

Degradation of pyrimidines in Saccharomyces kluyveri: Transamination of β-alanine

Schnackerz,Andersen,Dobritzsch,Piskur

, p. 794 - 799 (2008)

Beta-alanine is an intermediate in the reductive degradation of uracil. Recently we have identified and characterized the Saccharomyces kluyveri PYD4 gene and the corresponding enzyme β-alanine aminotransferase (SkPyd4p), highly homologous to eukaryotic γ-aminobutyrate aminotransferase (GABA-AT). S. kluyveri has two aminotransferases, GABA aminotransferase (SkUga1p) with 80% and SkPyd4p with 55% identity to S. cerevisiae GABA-AT. SkPyd4p is a typical pyridoxal phosphate-dependent aminotransferase, specific for α-ketoglutarate (αKG), β-alanine (BAL) and γ-aminobutyrate (GABA), showing a ping-pong kinetic mechanism involving two half-reactions and substrate inhibition. SkUga1p accepts only αKG and GABA but not BAL, thus only SkPydy4p belongs to the uracil degradative pathway. Copyright Taylor & Francis Group, LLC.

Kinetics and Mechanism of Electron Transfer Reactions in Aqueous Solutions: Silver(I) Catalyzed Oxidation of Aspartic Acid by Cerium(IV) in Acid Perchlorate Medium

Sharma, Indu,Devra, Vijai,Gupta, Divya,Gangwal, C. M.,Sharma, P. D.

, p. 311 - 320 (1995)

Silver(I) catalyzed oxidation of aspartic acid by cerium(IV) was studied in acid perchlorate medium.The stoichiometry of the reaction is represented by the eq. (i), (i) R-CHNH3+COOH + 2 Ce(IV) -H2O-> R-CHO + NH4+ + CO2 + 2 Ce(III) + 2 H+.Dimeric cerium(IV) species has been indicated and employed in calculations of monomeric cerium(IV) species concentrations.The reaction is second-order and uncatalyzed reaction also simultaneously occurs along with silver(I) catalyzed reaction conforming to the rate law (ii), (ii) , where k is an observed second-order rate constant.A probable reaction mechanism is suggested.

Soni,Menghani

, p. 5567 (1972)

Alkaline degradation of sulbactam

Haginaka,Wakai,Yasuda,et al.

, p. 2035 - 2043 (1985)

-

Kinetic and mechanistic studies on the oxidation of DL-aspartic acid with manganese(III) in sulphuric acid medium

Makena, Rama Rajeswari,Rambabu, Rallabandi,Vani, Parvataneni

, p. 1073 - 1078 (2020/06/26)

The kinetics of oxidation of DL-aspartic acid by manganese(III) was studied spectrophotometrically at 500 nm in sulphuric acid medium at 40oC. The reaction was observed to be fractional order with respect to substrate and first order with respect to oxidant. Further the rate of reaction found to decrease with increase in ionic strength and [H+], while [HSO4-] and [MnII] were found to have negligible effect. The energy of activation, Ea and the entropy of activation, ΔS# computed from thermal studies were found to be 102.23±11.1 KJ mol-1 and 18.45±35.40 JK-1 mol-1 respectively.

Substrate profile of an ω-transaminase from Burkholderia vietnamiensis and its potential for the production of optically pure amines and unnatural amino acids

Jiang, Jinju,Chen, Xi,Feng, Jinhui,Wu, Qiaqing,Zhu, Dunming

, p. 32 - 39 (2014/01/06)

A new (S)-enantioselective ω-transaminase (ω-TA) gene from Burkholderia vietnamiensis G4 was functionally expressed in Escherichia coli BL21 (DE3), and the purified recombinant N-terminal His-tagged ω-TA (HBV-ω-TA) had a dimeric structure with optimum pH and temperature of 8.4 and 40 C, respectively. The enzyme showed higher activities toward aromatic amines than aliphatic amines and (S)-1-methylbenzylamine ((S)-α-MBA) was the most active amino donor. For amino acceptor, keto acids, keto esters and aldehydes were more reactive than ketones with pyruvate ethyl ester being most active. Several chiral amines and unnatural amino acids or esters were synthesized using HBV-ω-TA as the catalyst and isopropylamine or (S)-α-MBA as amino donor. Notably, HBV-ω-TA catalyzed the amino transfer to β-keto esters to give optically pure β-amino acid esters. In addition, glyoxylate was used as amino acceptor for the first time in the kinetic resolution of racemic amines and optically pure amines, such as (R)-1-methylbenzylamine, (R)-1-phenylpropylamine, (R)-2-amino-4-phenylbutane and (R)-1-aminotetraline, were obtained.

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