2-Oxobutyric acid supplier

Name
2-Oxobutyric acid
EINECS 209-986-9
CAS No. 600-18-0
Article Data112
CAS DataBase
Density 1.182 g/cm³
Solubility
Melting Point 30-34 °C(lit.)
Formula C₄H₆O₃
Boiling Point 177.8 °C at 760 mmHg
Molecular Weight 102.09
Flash Point 65 °C
Transport Information
Appearance Colourless to almost colourless crystals
Safety 26-36/37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 2-Oxobutyric acid
PSA 54.37000
LogP 0.05010

Synthetic route

: 22059-21-8
aminocyclopropane-1-carboxylic acid

: 600-18-0
2-Oxobutyric acid

Conditions

Conditions	Yield
With tris(hydroxymethyl) aminomethane buffer at 30℃; for 1h; ACC deaminase;	100%
With 1-aminocyclopropane-1-carboxylic acid deaminase from Pseudomonas sp. pH=8; aq. TAPS buffer; Enzymatic reaction;

: 80465-30-1
N-carboxy 2-amino-2-butenoic acid anhydride

: 600-18-0
2-Oxobutyric acid

Conditions

Conditions	Yield
With sodium hydroxide In tetrahydrofuran for 0.5h; Ambient temperature;	95%

: 80490-44-4
4-ethyl-4-hydroxy-3-phenylisoxazoline-5-one

A: 600-18-0
2-Oxobutyric acid

B: 100-47-0
benzonitrile

Conditions

Conditions	Yield
With 2,6-dichloro-benzonitrile In benzene for 1h; Heating;	A 95% B n/a

: threo-(+/-)-2,3-Dihydroxybutyric acid sodium salt

: 600-18-0
2-Oxobutyric acid

Conditions

Conditions	Yield
CoCl2 at 25℃; for 24h; Pseudomonas putida 5D3A, Tris-HCl buffer;	47%

: 116130-11-1
(+/-)-(Z)-9-methylchorismic acid

A: 600-18-0
2-Oxobutyric acid

B: 4658-69-9
α-keto-β-phenylbutyric acid

C: 116130-27-9
1-(2-Carboxy-1-methyl-2-oxo-ethyl)-4-hydroxy-cyclohexa-2,5-dienecarboxylic acid

D: 99-96-7
4-hydroxy-benzoic acid

Conditions

Conditions	Yield
In water-d2 at 30℃; Product distribution; Rate constant; uncatalysed and nish chorismate mutase catalyst;	A 23% B 42% C 34% D 23%

...Expand

: 590-93-2
2-Butynoic acid

: 600-18-0
2-Oxobutyric acid

Conditions

Conditions	Yield
With water; ruthenium trichloride at 80 - 100℃; for 12 - 36h; pH=1.3 - 2.0; Product distribution / selectivity;	35%
With water; di[triaqua{2,6-di(phenylthiomethyl)pyridine}ruthenium(III)] tri-sulphate at 80℃; for 12h; pH=2.0; Product distribution / selectivity;	28%
With water; rhodium(III) chloride at 100℃; for 24h; pH=1.3; Product distribution / selectivity;	8%
With water; di[triaqua{2,6-di(phenylthiomethyl)pyridine}rhodium(III)] tri-sulphate at 80℃; for 12h; pH=2.0; Product distribution / selectivity;	4%
With water; iridium(III) chloride at 100℃; for 24h; pH=1.3; Product distribution / selectivity;	2%

: 56-23-5
tetrachloromethane

: 36297-22-0
(E)-2-bromo-2-butenoic acid

: 600-18-0
2-Oxobutyric acid

Conditions

Conditions	Yield
at 95 - 97℃; Geschwindigkeit;

: 56-23-5
tetrachloromethane

: 5405-34-5
(Z)-2-bromobut-2-enoic acid

: 600-18-0
2-Oxobutyric acid

Conditions

Conditions	Yield
at 95 - 97℃; Geschwindigkeit;

: 69016-02-0
N,N-diethyl 2-ketobutyramide

: 600-18-0
2-Oxobutyric acid

Conditions

Conditions	Yield
With hydrogenchloride Erhitzen;

: 10544-63-5
ethyl crotonate

: 600-18-0
2-Oxobutyric acid

Conditions

Conditions	Yield
With bromine anschliesendes Erwaermen mit Piperidin in Aethanol und Erhitzen des Reaktionsprodukts mit wss. Schwefelsaeure;

: 36297-22-0
(E)-2-bromo-2-butenoic acid

: 600-18-0
2-Oxobutyric acid

Conditions

Conditions	Yield
With sodium hydroxide at 95℃;

: 5405-34-5
(Z)-2-bromobut-2-enoic acid

: 600-18-0
2-Oxobutyric acid

Conditions

Conditions	Yield
With sodium hydroxide at 95℃;

: 52089-54-0
ethyl 2-hydroxybutyrate

: 600-18-0
2-Oxobutyric acid

Conditions

Conditions	Yield
With potassium permanganate entsteht Aethylester;

: 72-19-5
L-threonine

: 600-18-0
2-Oxobutyric acid

Conditions

Conditions	Yield
unter der Einwirkung von Escherichia coli;
With cloned and overexpressed threonine deaminase from Escherichia coli In water for 0.166667h; pH=7; aq. phosphate buffer; Enzymatic reaction;	6.5 mmol
With Entamoeba histolytica L-threonine dehydratase 1 at 37℃; for 0.333333h; pH=9; Kinetics; aq. buffer;

: 80-68-2
DL-threonine

: 600-18-0
2-Oxobutyric acid

Conditions

Conditions	Yield
durch Escherichia coli, Pseudomonas aeruginosa (pyocyanea) und Proteus vulgaris aerob und anaerob desaminiert;

: 672-15-1
L-homoserine

: 600-18-0
2-Oxobutyric acid

Conditions

Conditions	Yield
durch Einwirkung eines Enzym-Praeparats aus Rattenleber;

: 1927-25-9
DL-Homoserine

: 600-18-0
2-Oxobutyric acid

Conditions

Conditions	Yield
durch Enzym-Praeparate aus Rattenleber unter anaeroben Bedingungen;

: 5469-25-0
ethylfumaric acid

: 600-18-0
2-Oxobutyric acid

Conditions

Conditions	Yield
With permanganate(VII) ion

: 2-methanesulfonyloxy-trans-crotonic acid

: 600-18-0
2-Oxobutyric acid

Conditions

Conditions	Yield
With sodium hydroxide

: 2-methanesulfonyloxy-cis-crotonic acid

: 600-18-0
2-Oxobutyric acid

Conditions

Conditions	Yield
With sodium hydroxide

: 5809-59-6
3-cyano-3-hydroxy-1-propene

: 600-18-0
2-Oxobutyric acid

Conditions

Conditions	Yield
With hydrogenchloride Hydrolysis;

: 88126-31-2
α-methoxycrotonic acid

: 600-18-0
2-Oxobutyric acid

Conditions

Conditions	Yield
With sulfuric acid
With hydrogenchloride

: 210468-74-9
2-hydroxy-but-3-enoic acid amide

: furan-2,3,5(4H)-trione pyridine (1:1)

: 600-18-0
2-Oxobutyric acid

: 600-17-9
vinyl glycolic acid

: 600-18-0
2-Oxobutyric acid

Conditions

Conditions	Yield
With acids
With alkalies

: 759-65-9
diethyl oxalpropionate

: 600-18-0
2-Oxobutyric acid

Conditions

Conditions	Yield
With hydrogenchloride

: 849114-27-8
ethyl-azido-malonic acid diethyl ester

: 600-18-0
2-Oxobutyric acid

Conditions

Conditions	Yield
With potassium hydroxide

: 56-88-2
L-cystathionine

: 143-33-9
sodium cyanide

A: 600-18-0
2-Oxobutyric acid

B: 52-90-4
L-Cysteine

Conditions

Conditions	Yield
bei anaeroben Bedingungen;

...Expand

: 64-17-5
ethanol

: 66-72-8
pyridoxal

: 2835-81-6
2-aminobutanoic acid

: 600-18-0
2-Oxobutyric acid

...Expand

: 495-69-2
Hippuric Acid

: 127-17-3
2-oxo-propionic acid

: 600-18-0
2-Oxobutyric acid

Conditions

Conditions	Yield
With hydrogenchloride
With sulfuric acid

: 2835-81-6
2-aminobutanoic acid

: 600-18-0
2-Oxobutyric acid

Conditions

Conditions	Yield
aerobe Oxidation durch tierische Gewebe; (+-)-2-amino-butyric acid;
With ω-transaminase
With NAD In aq. buffer at 37℃; pH=7.0; Enzymatic reaction;

: 352-93-2
diethyl sulphide

: 600-18-0
2-Oxobutyric acid

A: 70-29-1
diethyl sulphide

B: 124-38-9
carbon dioxide

C: 802294-64-0
propionic acid

Conditions

Conditions	Yield
With oxygen; methylene blue In pyridine; acetonitrile for 2h; Irradiation;	A 100% B n/a C 52%

...Expand

: 600-18-0
2-Oxobutyric acid

: 56074-73-8
2-(3-methyl-2-butenyloxy)benzaldehyde

: 112881-84-2
3-Methyl-4-<2-(3-methyl-2-butenyloxy)phenyl>-2-oxo-3-butenoic acid

Conditions

Conditions	Yield
With potassium hydroxide In methanol Ambient temperature;	100%

: 600-18-0
2-Oxobutyric acid

: 124-38-9
carbon dioxide

Conditions

Conditions	Yield
In acetonitrile for 20h; Product distribution; Irradiation; decarboxylation, other solvents;	100%

: 600-18-0
2-Oxobutyric acid

: di-tert-butyl 1-(4-methoxy-2-nitrophenyl)hydrazine-1,2-dicarboxylate

: 1265145-34-3
5-methoxy-3-methyl-7-nitro-1H-indole-2-carboxylic acid

Conditions

Conditions	Yield
With hydrogenchloride; acetic acid In water at 70℃; for 5h; Fischer indole synthesis;	100%
With hydrogenchloride; acetic acid In water at 70℃; for 5h; Inert atmosphere;	100%

: 600-18-0
2-Oxobutyric acid

: 3347-90-8
(2S)-2-hydroxybutanoic acid

Conditions

Conditions	Yield
With potassium hydroxide; mercaptoethyl alcohol; sodium formate; 2-amino-2-hydroxymethyl-1,3-propanediol; NAD In water for 115.2h;	99%
With NAD; hydrogen In hydrogenchloride for 0.25h; Ambient temperature;	88%
With fructose 1,6-bisphosphate trisodium; nicotinamide adenine dinucleotide red. form; R171Y mutant In water at 25℃; Rate constant; other mutant enzyme;

: 600-18-0
2-Oxobutyric acid

: 64-17-5
ethanol

: 15933-07-0
Ethyl 2-oxobutanoate

Conditions

Conditions	Yield
sulfuric acid for 4h; Reflux;	98%
With sulfuric acid Reflux;	97%
With toluene-4-sulfonic acid In benzene	82%

: 600-18-0
2-Oxobutyric acid

: 100367-78-0
(2-bromo-5-nitrophenyl)hydrazine

: 2-ketobutyric acid(2-bromo-5-nitrophenyl)hydrazone

Conditions

Conditions	Yield
With hydrogenchloride In water for 1h; Ambient temperature;	98%
With hydrogenchloride; hydrazine In water; ethyl acetate

: 600-18-0
2-Oxobutyric acid

: 425370-68-9
[Ru(bis(3,5-dimethylpyrazol-1-yl)acetate)Cl(PPh3)2]

: 563-68-8
thallium(I) acetate

: 791601-97-3
bis(3,5-dimethylpyrazol-1-yl)acetato ruthenium(II) PPh3 (κ2 O(1),O(2)-2-oxobutyrato)

Conditions

Conditions	Yield
In dichloromethane byproducts: TlCl, P(C6H5)3; (inert atm.), Ru complex, slight excess of TlOAc and excess of carboxylic acid stirred in CH2Cl2 at room temp. for 2 h; filtered (Celite), dried (vac.), pptd.(CH2Cl2/pentane), elem. anal.;	97%

...Expand

: 600-18-0
2-Oxobutyric acid

: 3413-70-5
3-fluoro-2-oxobutanoic acid

Conditions

Conditions	Yield
With N-fluorobis<(trifluoromethyl)sulfonyl>imide In chloroform at 22℃; for 18h;	95%

: 600-18-0
2-Oxobutyric acid

: 527-61-7
2,6-dimethyl-1,4-benzoquinone

: 1-(3,6-Dihydroxy-2,4-dimethyl-phenyl)-propan-1-one

Conditions

Conditions	Yield
With ammonium persulfate; silver nitrate In water; acetonitrile at 70℃; for 2h;	95%

: 600-18-0
2-Oxobutyric acid

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

: 13297-35-3
3-ethyl-3,4-dihydroquinoxalin-2(1H)-one

Conditions

Conditions	Yield
With Sucrose In water at 20℃; for 72h;	95%
In methanol at 20℃; Inert atmosphere;	46%

: 600-18-0
2-Oxobutyric acid

A: 2835-81-6
2-aminobutanoic acid

B: 600-15-7, 565-70-8
2-Hydroxybutanoic acid

Conditions

Conditions	Yield
With water; ammonium formate; [Rh(pentamethylcyclopentadiene)(2,2'-bipyridine)H2O]SO4 at 80℃; for 1h; pH=4.5; Product distribution / selectivity;	A 94% B n/a

: 600-18-0
2-Oxobutyric acid

: 65864-22-4
(S)-2-amino-3-phenylpropionamide hydrochloride

: N-2-oxo-butanoyl-L-phenylalanine amide

Conditions

Conditions	Yield
Stage #1: (S)-2-amino-3-phenylpropionamide hydrochloride With triethylamine In dichloromethane at 4℃; Stage #2: 2-Oxobutyric acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 4 - 20℃; for 2.5h;	94%

: 600-18-0
2-Oxobutyric acid

: 100-46-9
benzylamine

A: 1492-24-6
L-2-aminobutyric acid

B: 100-52-7
benzaldehyde

Conditions

Conditions	Yield
With (S)-specific ω-transaminase from Paracoccus denitrificans In water for 5h; pH=7; Kinetics; Concentration; aq. phosphate buffer; Enzymatic reaction; optical yield given as %ee;	A 94% B n/a

...Expand

: 600-18-0
2-Oxobutyric acid

: 1492-24-6
L-2-aminobutyric acid

Conditions

Conditions	Yield
With ω-transaminase from Ochrobactrum anthropi; isopropylamine In water at 37℃; for 9h; pH=7;	93.2%
With L-ornithine; L-glutamic acid; Bacillus subtilis ornithine aminotransferase; Escherichia coli tyrosine aminotransferase; sodium hydroxide In aq. phosphate buffer at 37℃; for 16h; pH=8.5; Reagent/catalyst; Concentration; Time; Enzymatic reaction;	87.6%
With sodium hydroxide; L-Aspartic acid at 37℃; for 24h; pH=7.5; Substitution; Microbiological reaction;

: 600-18-0
2-Oxobutyric acid

: 2623-91-8
(R)-2-aminobutyric acid

Conditions

Conditions	Yield
With isopropylamine In aq. buffer for 9h; pH=7.0; Enzymatic reaction;	93%
With ω-transaminase from Arthrobacter sp.; isopropylamine In water at 37℃; for 12h; pH=7;	90.9%
With meso-2,6-D-diaminopimelic acid dehydrogenase mutant BC621; ammonium chloride; NADPH In various solvent(s) for 24h;

: 600-18-0
2-Oxobutyric acid

: 771-97-1
2,3-Diaminonaphthalene

: 1010705-84-6
3-ethylbenzo[g]quinoxalin-2(1H)-one

Conditions

Conditions	Yield
With Sucrose In water at 20℃; for 72h;	93%

: 107-10-8
propylamine

: 600-18-0
2-Oxobutyric acid

: 2-oxo-N-propyl-butyramide

Conditions

Conditions	Yield
Stage #1: 2-Oxobutyric acid With trichloroisocyanuric acid; triphenylphosphine In dichloromethane at 0℃; for 0.75h; Stage #2: propylamine In dichloromethane at 20℃; for 1h;	92%

: 600-18-0
2-Oxobutyric acid

: 65253-04-5
(-)-8-phenylmenthol

: 146596-05-6
2-oxo-butyric acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)-cyclohexyl ester

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In benzene for 20.5h; Heating;	92%
toluene-4-sulfonic acid In benzene for 20.5833h; Heating / reflux;	92%

: 600-18-0
2-Oxobutyric acid

: 106-51-4
p-benzoquinone

: 938-46-5
2',5'-dihydroxypropiophenone

Conditions

Conditions	Yield
With ammonium persulfate; silver nitrate In water; acetonitrile at 70℃; for 2h;	91%

: 600-18-0
2-Oxobutyric acid

: 563-41-7
semicarbazide hydrochloride

: 98071-49-9
2-ketobutyric acid semicarbazone

Conditions

Conditions	Yield
In water at 20℃; for 1h;	91%
In water

: 600-18-0
2-Oxobutyric acid

: 51851-79-7
diisopropyl allylboronate

: 137207-08-0
2-ethyl-2-hydroxy-4-pentenoic acid

Conditions

Conditions	Yield
With triethylamine In dichloromethane 1a) -10 deg C, b) r. t., 13 h;	90%

: 600-18-0
2-Oxobutyric acid

: 79-19-6
thiosemicarbazide

: 2-oxobutyric acid thiosemicarbazone

Conditions

Conditions	Yield
In water at 70℃; for 0.166667h;	90%

: 600-18-0
2-Oxobutyric acid

: 2-ethyl-4-hydroxy-3-methyl-5-oxo-2,5-dihydrofuran-2-carboxylic acid

Conditions

Conditions	Yield
With diphenylborinic acid; water at 23℃; for 14h;	90%

: 31181-90-5
5-bromo-pyridine-2-carbaldehyde

: 600-18-0
2-Oxobutyric acid

: 5-(5-bromopyridin-2-yl)-3-hydroxy-4-methylfuran-2(5H)-one

Conditions

Conditions	Yield
With 5,6-dimethyl-2-(pyrrolidin-2-yl)-1H-benzo[d]imidazole In tetrahydrofuran at 20℃; Inert atmosphere;	90%

: 600-18-0
2-Oxobutyric acid

: 123-08-0
4-hydroxy-benzaldehyde

: 80-08-0
dapsone

: 6-[4-carboxy-2-(4-hydroxyphenyl)-3-methylquinolin-6-ylsulfonyl]-2-(4-hydroxyphenyl)-3-methylquinoline-4-carboxylic acid

Conditions

Conditions	Yield
With copper(ll) bromide In ethanol; water Reflux; Green chemistry;	90%

...Expand

: 914785-45-8
N-(4-methoxyphenyl)-N-methyl-3-phenylprop-2-ynamide

: 600-18-0
2-Oxobutyric acid

: 1-methyl-4-phenyl-3-propionyl-1-azaspiro[4.5]deca-3,6,9-triene-2,8-dione

Conditions

Conditions	Yield
With dipotassium peroxodisulfate; water; silver carbonate In acetonitrile at 70℃; for 8h;	90%

2-Oxobutyric acid Specification

The 2-Oxobutyric acid is an organic compound with the formula C₄H₆O₃. The IUPAC name of this chemical is 2-oxobutanoic acid. With the CAS registry number 600-18-0, it is also named as methyl-Pyruvic acid. The product's category is Pharmaceutical Raw Materials.

Physical properties about 2-Oxobutyric acid are: (1)ACD/LogP: -0.71; (2)ACD/LogD (pH 5.5): -3.51; (3)ACD/LogD (pH 7.4): -4.42; (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: 2; (11)Polar Surface Area: 43.37 Å²; (12)Index of Refraction: 1.427; (13)Molar Refractivity: 22.17 cm³; (14)Molar Volume: 86.3 cm³; (15)Polarizability: 8.79×10^-24cm³; (16)Surface Tension: 40.8 dyne/cm; (17)Density: 1.182 g/cm³; (18)Flash Point: 65 °C; (19)Enthalpy of Vaporization: 45.66 kJ/mol; (20)Boiling Point: 177.8 °C at 760 mmHg; (21)Vapour Pressure: 0.482 mmHg at 25°C.

Preparation: this chemical can be prepared by 1-amino-cyclopropanecarboxylic acid. This reaction will need reagent 0.1 M tris(hydroxymethyl) aminomethane buffer (pH 8.5). The reaction time is 60 min with reaction temperature of 30 °C. The yield is about 100%.

Uses of 2-Oxobutyric acid: it can be used to produce 2-oxo-butyric acid ethyl ester by heating. It will need reagent HCl.

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(C(=O)O)CC
(2)InChI: InChI=1/C4H6O3/c1-2-3(5)4(6)7/h2H2,1H3,(H,6,7)
(3)InChIKey: TYEYBOSBBBHJIV-UHFFFAOYAT
(4)Std. InChI: InChI=1S/C4H6O3/c1-2-3(5)4(6)7/h2H2,1H3,(H,6,7)
(5)Std. InChIKey: TYEYBOSBBBHJIV-UHFFFAOYSA-N

Product Name

2-Oxobutyric acid

Synthetic route

2-Oxobutyric acid Specification

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