Skip to Content
MilliporeSigma
All Photos(4)

Key Documents

C0759

Sigma-Aldrich

Citric acid

99%

Synonym(s):

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

Sign Into View Organizational & Contract Pricing


About This Item

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

Quality Level

assay

99%

form

crystals

expl. lim.

8 %, 65 °F

pKa (25 °C)

(1) 3.13, (2) 4.76, (3) 6.40

pKa 

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

mp

153-159 °C (lit.)

solubility

water: soluble 383 g/L at 25 °C

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

Looking for similar products? Visit Product Comparison Guide

General description

Citric acid is a natural component widely usedin many industrial applications such as chelation, buffering, pH adjustment,and derivatization. It can also be used as a reagent in condensation, acidcatalysis, cycloaddition, deprotection, and decarboxylation reactions.

Application

Citric acid can be used as a reactant to synthesize:
  • Trialkyl citrates via sulfuric acid-catalyzed esterification with aliphatic alcohols C2-C5.
  • Biodegradable thermoset polymer via catalyst-free polycondensation reaction.
It can also be used as a catalyst to synthesize amido alkyl naphthols by reacting 2-naphthols, aldehydes, and amides/ureas.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Antigen-retrieval procedure for bromodeoxyuridine immunolabeling with concurrent labeling of nuclear DNA and antigens damaged by HCl pretreatment.
Xiaobing Tang et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 27(22), 5837-5844 (2007-06-01)
Assay of Ornithine Decarboxylase and Spermidine/Spermine N1-acetyltransferase Activities.
Hyvonen MT, et al.
Bio-protocol, 4(22) (2014)
Trisha Pasricha et al.
Endoscopy, 46(7), 614-618 (2014-05-23)
Capsule endoscopy is an attractive alternative to colorectal cancer screening by conventional colonoscopy, but is currently limited by compromised mucosal visibility because of the lack of safe, controlled colonic insufflation. We have therefore developed a novel system of untethered, wireless-controlled
Factors affecting the successful cryopreservation of honey bee (Apis mellifera) spermatozoa.
Hopkins BK and Herr C.
Apidologie, 41(5), 548-556 (2010)
A method for decalcification with citric acid.
Foschini MP and Muzzi L.
Biotechnic & Histochemistry, 68(1), 42-45 (1993)

Articles

Citrate is one of many cell culture components that affects the performance of serum-free, protein-free and animal protein-free cell culture systems used for biomanufacturing heterologous proteins such as monoclonal antibodies.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service