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127-17-3

Basic Information
CAS No.: 127-17-3
Name: Pyruvic acid
Article Data: 630
Molecular Structure:
Molecular Structure of 127-17-3 (Pyruvic acid)
Formula: C3H4O3
Molecular Weight: 88.063
Synonyms: 2-Ketopropionic acid;Propanoic acid, 2-oxo-;alpha-Ketopropionic acid;Acetylformic acid;2-Oxopropanoic acid;2-Oxopropansaeure;AI3-11220;alpha-Oxopropionsaeure;Pyroracemic acid;NSC 179;UNII-8558G7RUTR;Propanoic acid,2-oxo-;
EINECS: 204-824-3
Density: 1.261 g/cm3
Melting Point: 11.8 °C, 285 K, 53 °F
Boiling Point: 165 °C at 760 mmHg
Flash Point: 54.3 °C
Solubility: Miscible with water
Appearance: Colorless to light yellow liquid
Hazard Symbols: CorrosiveC
Risk Codes: 34
Safety: 26-36/37/39-45-25-27
Transport Information: UN 3265 8/PG 2
PSA: 54.37000
LogP: -0.34000
Synthetic route
105930-58-3

7,7,8,8-Tetramethyl-3-methylene-5-phenoxy-1,4,6,9-tetraoxa-5λ5-phospha-spiro[4.4]nonan-2-one

A

13882-05-8

2-hydroxy-4,4,5,5-tetramethyl<1,3,2>dioxaphospholane-2-oxide

B

127-17-3

2-oxo-propionic acid

C

108-95-2

phenol

Conditions
ConditionsYield
With water In acetone at 20℃; for 24h;A 100%
B n/a
C n/a
32821-76-4

α-Ethoxyacrylic acid

127-17-3

2-oxo-propionic acid

Conditions
ConditionsYield
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;
849585-22-4

LACTIC ACID

127-17-3

2-oxo-propionic acid

Conditions
ConditionsYield
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;
10326-41-7

D-Lactic acid

127-17-3

2-oxo-propionic acid

Conditions
ConditionsYield
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;
79-41-4

poly(methacrylic acid)

127-17-3

2-oxo-propionic acid

Conditions
ConditionsYield
Stage #1: poly(methacrylic acid) With ozone In methanol; dichloromethane at -78℃;
Stage #2: With dimethylsulfide In methanol; dichloromethane at -78 - 20℃;
90%
63913-42-8

(3E)-4-morpholin-4-yl-pent-3-en-2-one

A

1696-20-4

4-acetylmorpholine

B

127-17-3

2-oxo-propionic acid

C

2258-42-6

Acetic formic anhydride

Conditions
ConditionsYield
With ozone In dichloromethane at -70℃;A 86%
B 6%
C 6%
113-24-6

sodium pyruvate

127-17-3

2-oxo-propionic acid

Conditions
ConditionsYield
With hydrogenchloride; water In acetonitrile at 0 - 20℃; for 3h; Product distribution / selectivity;83.1%
302-72-7

rac-Ala-OH

A

75-07-0

acetaldehyde

B

127-17-3

2-oxo-propionic acid

C

C3H5BrNO2(1-)

Conditions
ConditionsYield
With hypobromite In sodium hydroxide at 35℃; Kinetics; Mechanism;A 70%
B 25%
C n/a

C3H5BrNO2(1-)

A

75-07-0

acetaldehyde

B

127-17-3

2-oxo-propionic acid

Conditions
ConditionsYield
With hypobromite In sodium hydroxide at 35℃; Kinetics; Mechanism;A 70%
B 25%
302-72-7

rac-Ala-OH

A

75-07-0

acetaldehyde

B

127-17-3

2-oxo-propionic acid

Conditions
ConditionsYield
With bromine; perchlorate(1-) at 35℃; Rate constant; k2 = 50.0 x 10-7 s-1;A 70%
B 25%
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Specification

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.
Pyruvic acid is used to produce 3-bromo-2-oxo-propionic acid.

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.