Skip to Content
MilliporeSigma
All Photos(4)

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
All Photos(4)

About This Item

Linear Formula:
HOC(COOH)(CH2COOH)2
CAS Number:
77-92-9
Molecular Weight:
192.12
Beilstein:
782061
EC Number:
201-069-1
MDL number:
MFCD00011669
UNSPSC Code:
12352100
eCl@ss:
39021801
PubChem Substance ID:
329774820
NACRES:
NA.21

Quality Level

200

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
GHS07

Signal Word

Warning

Hazard Statements

H319,H335

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000398835
0000397084
0000388122
0000388990
0000380083

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.

Search for a COA

Already Own This Product?

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

Visit the Document Library

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
A method for decalcification with citric acid.
Foschini MP and Muzzi L.
Biotechnic & Histochemistry, 68(1), 42-45 (1993)
Determination of citric acid in fats.
Ohlson R, et al.
Journal of the American Oil Chemists' Society, 45(6), 475-476 (1968)
Wheat straw hemicellulose films as affected by citric acid.
Azeredo HMC, et al.
Food Hydrocolloids, 50 (2015)
View All Related Papers

Articles

Citrate Serum-Free Medium Supplement

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