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251275

Sigma-Aldrich

Citric acid

ACS reagent, ≥99.5%

Synonym(s):

2-Hydroxy-1,2,3-propanetricarboxylic acid, 2-Hydroxypropan-1,2,3-tricarboxylic acid

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About This Item

Linear Formula:
HOC(COOH)(CH2COOH)2
CAS Number:
Molecular Weight:
192.12
Beilstein:
782061
EC Number:
MDL number:
UNSPSC Code:
12352100
eCl@ss:
39021801
PubChem Substance ID:
NACRES:
NA.21

grade

ACS reagent

Quality Level

Assay

≥99.5%

form

crystals

expl. lim.

8 %, 65 °F

impurities

Substances carbonizable by hot sulfuric acid, passes test

ign. residue

≤0.02%

pKa 

(1) 3.13, (2) 4.76, (3) 6.4

mp

153-159 °C (lit.)

anion traces

chloride (Cl-): ≤0.001%
oxalate (C2O42-): passes test (limit about 0.003%)
phosphate (PO43-): ≤0.001%
sulfate (SO42-): ≤0.002%

cation traces

Fe: ≤3 ppm
Pb: ≤2 ppm

functional group

carboxylic acid
hydroxyl

SMILES string

OC(=O)CC(O)(CC(O)=O)C(O)=O

InChI

1S/C6H8O7/c7-3(8)1-6(13,5(11)12)2-4(9)10/h13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)

InChI key

KRKNYBCHXYNGOX-UHFFFAOYSA-N

Gene Information

human ... SRC(6714)

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General description

Citric acid is a weak organic acid that is commonly used for pH adjustment, as a chelating agent, as a buffering agent, derivatization and as starting material for the synthesis of citrate esters and other compounds.

Application

Citric acid has been used to prepare:
  • Phosphate citrate buffer for use in enzyme-linked immunosorbent assay.
  • Citrate-stabilized ceria aqueous sol, which was employed in the synthesis of cerium oxide nanoparticles.
  • Citric acid-Na2HPO4-buffered stock solution for use in the determination of fecal urease activity.
  • Anticoagulant citrate dextrose solution A (ACD-A), which is employed during the isolation of blood-derived endothelial progenitor cells.

Citric acid has also been used:
  • In a novel process which allows controlling of the particle size during the synthesis of palladium cuboctahedrons.
  • To prepare citric acid-derived carbon nanodots (CNDs) by bottom-up carbonization method.
  • As a bi-component chelating agent for the synthesis of Li4Ti5O12 (lithium titanate oxide) by a novel sol–gel method.

Legal Information

Redi-Dri is a trademark of Sigma-Aldrich Co. LLC

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Beyond bottom-up carbon nanodots: Citric-acid derived organic molecules.
Zhu S, et al.
Nano Today (2015)
Cerium fluoride nanoparticles protect cells against oxidative stress.
Shcherbakov AB, et al.
Materials Science & Engineering. C, Materials For Biological Applications, 50, 151-159 (2015)
Xiaorong Dai et al.
PloS one, 9(11), e110402-e110402 (2014-11-15)
Ammonia emission from animal production is a major environmental problem and has impacts on the animal health and working environment inside production houses. Ammonia is formed in manure by the enzymatic degradation of urinary urea and catalyzed by urease that
Citric Acid
Lopez-Garcia, R
Kirk-Othmer Encyclopedia of Chemical Technology (2010)
Juan M Melero-Martin et al.
Methods in enzymology, 445, 303-329 (2008-11-22)
Rapid and complete vascularization of ischemic tissues and thick engineered tissues is likely to require vasculogenesis. Therefore, the search for clinically relevant sources of vasculogenic cells and the subsequent development of experimental models of vasculogenesis is of utmost importance. Here

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