791725

Sigma-Aldrich

Citric acid

anhydrous, free-flowing, Redi-Dri, ACS reagent, ≥99.5%

Synonym(s):
2-Hydroxy-propane-1,2,3-tricarboxylic acid
Linear Formula:
HOC(COOH)(CH2COOH)2
CAS Number:
Molecular Weight:
192.12
Beilstein/REAXYS Number:
782061
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.21

Quality Level

grade

ACS reagent
anhydrous

product line

Redi-Dri

assay

≥99.5%

quality

free-flowing

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

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

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General description

Citric acid also called 2-hydroxy-propane-1,2,3-tricarboxylic acid, is a component of the tricarboxylic acid cycle in all organisms. Industrial production of citric acid use fungal, yeast and citrus fruit as the major source. Aspergillus niger is majorly used for citric acid production by fermentation Manganese inhibits fermentative production of citric acid Oral supplementation of citric acid promotes tricarboxylic acid cycle and oxidative phosphorylation in mitochondria, attenuating physical fatigue.

Application

Citric acidhas been used as a component of citrate buffer and Fe-free sauton′s medium. It has been used in hybridization chain reaction buffer for preequilibration of coverslips for testes sections.

Packaging

1 kg in poly bottle
2.5, 12 kg in poly drum
100, 500 g in poly bottle

Legal Information

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

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

hazcat

Eye Irrit. 2

storage_class_code

13 - Non Combustible Solids

WGK Germany

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

Biochemical studies of citric acid production and accumulation by Aspergillus niger mutants
Gupta S and Sharma CB
World Journal of Microbiology & Biotechnology, 18(5), 379-383 (2002)
A comprehensive roadmap of murine spermatogenesis defined by single-cell RNA-seq
Green CD, et al.
Developmental Cell, 46(5), 651-667 (2018)
Two promoters in the esx-3 gene cluster of Mycobacterium smegmatis respond inversely to different iron concentrations in vitro
Fang Z, et al.
BMC Research Notes, 10(1), 426-426 (2017)
Effects of citric acid and L-carnitine on physical fatigue
Sugino T, et al.
Journal of Clinical Biochemistry and Nutrition, 41(3), 224-230 (2007)
Biotechnological production of citric acid
Max B, et al.
Brazilian Journal of Microbiology, 41(4), 862-875 (2010)

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