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Pyruvic acid

Pyruvic acid Structure
CAS No.
127-17-3
Chemical Name:
Pyruvic acid
Synonyms
2-OXOPROPANOIC ACID;Propanoic acid, 2-oxo-;pyruvic;CH3COCOOH;2-oxo-propanoicaci;NSC 179;FEMA 2970;PYRUVIC ACID;Pyruvia Acid;ACID PYRUVATE
CBNumber:
CB5257557
Molecular Formula:
C3H4O3
Molecular Weight:
88.06
MOL File:
127-17-3.mol
MSDS File:
SDS
Modify Date:
2024/6/28 14:34:47

Pyruvic acid Properties

Melting point 11-12 °C (lit.)
Boiling point 165 °C (lit.)
Density 1.267 g/mL at 25 °C (lit.)
vapor pressure 1.72hPa at 25℃
refractive index n20/D 1.428(lit.)
FEMA 2970 | PYRUVIC ACID
Flash point 183 °F
storage temp. 2-8°C
solubility Miscible with chloroform and methanol.
pka 2.39(at 25℃)
form Liquid
color Clear colorless to light yellow or amber
PH 3.11(1 mM solution);2.38(10 mM solution);1.79(100 mM solution);
Odor at 1.00 % in propylene glycol. sharp sour acetic caramellic
Odor Type acidic
Merck 14,8021
JECFA Number 936
BRN 506211
Stability Stable. Combustible. Incompatible with strong oxidizing agents, strong bases. Refrigerate.
InChIKey LCTONWCANYUPML-UHFFFAOYSA-N
LogP -1.24
Dissociation constant 2.49 at 25℃
CAS DataBase Reference 127-17-3(CAS DataBase Reference)
NIST Chemistry Reference Pyruvic acid(127-17-3)
EPA Substance Registry System Propanoic acid, 2-oxo- (127-17-3)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS05
Signal word  Danger
Hazard statements  H314
Precautionary statements  P280-P301+P330+P331-P303+P361+P353-P305+P351+P338
Hazard Codes  C
Risk Statements  34
Safety Statements  26-36/37/39-45-25-27
RIDADR  UN 3265 8/PG 2
WGK Germany  3
RTECS  UZ0829800
Autoignition Temperature 305 °C
TSCA  Yes
HazardClass  8
PackingGroup  II
HS Code  29335995
NFPA 704
1
3 0

Pyruvic acid price More Price(24)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) W297070 Pyruvic acid natural, ≥95%, FG 127-17-3 1SAMPLE-K ₹5347.55 2022-06-14 Buy
Sigma-Aldrich(India) W297070 Pyruvic acid natural, ≥95%, FG 127-17-3 25G ₹7382.65 2022-06-14 Buy
Sigma-Aldrich(India) W297070 Pyruvic acid natural, ≥95%, FG 127-17-3 100G ₹23912.43 2022-06-14 Buy
Sigma-Aldrich(India) W297070 Pyruvic acid natural, ≥95%, FG 127-17-3 1KG ₹159095.03 2022-06-14 Buy
Sigma-Aldrich(India) W297003 Pyruvic acid ≥97%, FG 127-17-3 1SAMPLE-K ₹5141.88 2022-06-14 Buy
Product number Packaging Price Buy
W297070 1SAMPLE-K ₹5347.55 Buy
W297070 25G ₹7382.65 Buy
W297070 100G ₹23912.43 Buy
W297070 1KG ₹159095.03 Buy
W297003 1SAMPLE-K ₹5141.88 Buy

Pyruvic acid Chemical Properties,Uses,Production

Chemical Properties

Pyruvic acid has a sour, acetic odor (similar to acetic acid). It has a pleasant, sour taste with a burning, somewhat sweet note. It tends to darken and decompose unless kept free of minor contaminants and in tightly sealed containers

Occurrence

Isolated from cane sugar fermentation broth and from a few plants; also reported found in peppermint, raw asparagus, leaves and stalk of celery, onion, rutabaga, milk, cream, buttermilk, wheaten bread, blue cheeses, cheddar cheese, cottage cheese, provolone cheese, yogurt, beef, Virginia tobacco, beer, white wine, botrytised wine, cocoa and sake.

Uses

pyruvic acid is an alpha hydroxy acid that can be irritating and is considered difficult to work with. It has a larger molecular size than the most commonly used AHAs. Sodium pyruvate is more commonly used, and is an organic salt.

Preparation

By distillation of tartaric acid in the presence of potassium acid sulfate as a dehydrating agent; from acetyl chloride and potassium cyanide to yield the nitrile, which is subsequently acid hydrolyzed to the acid; pyruvic acid must be rectified under vacuum.

Definition

Pyruvic acid is an important organic chemical intermediate, an intermediate compound in the metabolism of carbohydrates, proteins, and fats, and is used in a variety of fields, including the pharmaceutical, cosmetic, food, and chemical industries. It has roles as a basic metabolite and cofactor. In thiamine deficiency, its oxidation is retarded and it tends to accumulate in neurostructural tissues causing neurological damage. In vitro studies have shown that pyruvic acid modulates cardiac function at physiological or low doses, but can cause cardiomyocyte damage at high doses.

General Description

Pyruvic acid is the key component formed during the hydrolysis of flavor-precursors called S-alk(en)yl-L-cysteine-sulfoxides in onion tissues by allinase during maceration or chopping. The amount of pyruvic acid formed is used as a measure for onion pungency.

Biotechnological Applications

Pyruvic acid is a key position in cell metabolism and is involved in many catabolic and anabolic pathways, including glycolysis, gluconeogenesis, amino acid, and protein metabolism. Pyruvic acid is employed for the production of L-tryptophan, L-tyrosine, and 3,4-dihydroxyphenyl alanine in various industries. The diet supplementation with pyruvic acid increased fat loss and minimized the associated loss of body protein. Pyruvic acid is also used in biochemical researches and medicine as a substrate for assaying activities of such enzymes as pyruvate dehydrogenase, pyruvate carboxylase, and pyruvate decarboxylase (Nakazawa et al. 1972; Yamada et al. 1972; Stanko et al. 1992).
Y. lipolytica oxidize glucose and form pyruvic acid (75–80 %) and a-ketoglutaric acid (20–25 %) under thiamine deficiency conditions. The synthesis of the acid was triggered by a decrease in intracellular thiamine concentration to 3.0 lg per 1 g biomass. An approximately 3-fold increase in the amount of the biomass was associated with a subsequent decrease in thiamine content to the level of 1.0 lg per 1 g biomass, whose maximum production of pyruvic acid was 50 g/L in this condition. In addition to glucose, thiamine-auxotrophic yeasts are capable of synthesizing pyruvic acid when grown on glycerol and propionic acid. Technicalgrade glycerol is the most promising raw material for pyruvic acid production. Pyruvic acid was obtained at a concentration of 61 g/L with a yield of 71 % from glycerol (Morgunov et al. 2004; Finogenova et al. 2005).

Synthesis

Pyruvic acid's synthesis method is as follows: from Tartaric acid by heating with hydrophilic agents, such as Potassium hydrosulfate.

Purification Methods

Distil it twice, then fractionally crystallise it by partial freezing. [Beilstein 3 IV 1505.]

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