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C1909

Sigma-Aldrich

Citric acid monohydrate

ACS reagent, ≥99.0%

Synonym(s):

2-hydroxy-1,2,3-propanetricarboxylic acid monohydrate

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About This Item

Linear Formula:
HOC(COOH)(CH2COOH)2 · H2O
CAS Number:
Molecular Weight:
210.14
Beilstein:
4018641
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.21

grade

ACS reagent

Quality Level

Assay

≥99.0%

form

powder

impurities

Substances carbonizable by hot sulfuric acid, passes test
≤0.005% Insoluble matter

ign. residue

≤0.02%

pKa 

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

solubility

H2O: soluble 54 % (w/w) at 10 °C (Citric acid in water)
H2O: 59.2 % (w/w) at 20 °C (Citric acid in water)
H2O: 84.0 % (w/w) at 100 °C (Citric acid in water)

anion traces

chloride (Cl-): ≤0.001%
oxalate (C2O42-): passes test (limit about 0.05%)
phosphate (PO43-): ≤0.001%
sulfate (SO42-): ≤0.002%

cation traces

Fe: ≤3 ppm
Pb: ≤2 ppm

functional group

carboxylic acid

SMILES string

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

InChI

1S/C6H8O7.H2O/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);1H2

InChI key

YASYEJJMZJALEJ-UHFFFAOYSA-N

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General description

Citric acid monohydrate is an organic acid. Its molar enthalpy of solution in water has been reported to be ΔsolHm (298.15K, m = 0.0203molkg-1) = (29061±123)Jmol-1. It can be produced by crystallization from mother liquor of citric acid solution at 20-25°C during citric acid synthesis. An investigation of its crystal growth kinetics indicates that growth is linearly dependent on size.

Citric acid monohydrate is an organic weak acid used as a natural preservative in food and beverage products.

Application

Citric acid monohydrate was used in the preparation of citric acid solution employed in the acetone method of 68Ga pre-purification and radiolabeling technique.
It may be used:
  • As release-modifying agent to improve the release of diltiazem hydrochloride from melt extruded Eudragit RS PO tablets.
  • To prepare citrate buffer for use in the preparation of platelets for intravital microscopy.
  • To prepare Tris-citrate buffer employed for the electrophoresis of bacterial enzymes.

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)

345.0 °F - closed cup

Flash Point(C)

173.9 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Eco-friendly rice husk pre-treatment for preparing biogenic silica: Gluconic acid and citric acid comparative study
Setiawan WK and Chiang KY
Chemosphere, 179, 130541-130541 (2021)
Size dependency of citric acid monohydrate growth kinetics.
Bravi M and Mazzarotta B.
Chemical Engineering Journal, 70(3), 203-207 (1998)
Methods of multilocus enzyme electrophoresis for bacterial population genetics and systematics.
R K Selander et al.
Applied and environmental microbiology, 51(5), 873-884 (1986-05-01)
Michael K Schultz et al.
Applied radiation and isotopes : including data, instrumentation and methods for use in agriculture, industry and medicine, 76, 46-54 (2012-10-03)
A new NaCl based method for preparation of gallium-68 labeled radiopharmaceuticals has been adapted for use with an automated gallium-68 generator system. The method was evaluated based on 56 preparations of [(68)Ga]DOTATOC and compared to a similar acetone-based approach. Advantages
S Massberg et al.
The Journal of experimental medicine, 189(8), 1255-1264 (1999-04-20)
Atherosclerotic vascular lesions are considered to be a major cause of ischemic diseases, including myocardial infarction and stroke. Platelet adhesion and aggregation during ischemia-reperfusion are thought to be the initial steps leading to remodeling and reocclusion of the postischemic vasculature.

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