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C1909

Sigma-Aldrich

Citric acid monohydrate

ACS reagent, ≥99.0%

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Synonym(s):
2-hydroxy-1,2,3-propanetricarboxylic acid monohydrate
Linear Formula:
HOC(COOH)(CH2COOH)2 · H2O
CAS Number:
5949-29-1
Molecular Weight:
210.14
Beilstein:
4018641
EC Number:
201-069-1
MDL number:
MFCD00149972
PubChem Substance ID:
24892446
NACRES:
NA.21

grade

ACS reagent

Quality Level

200

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

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.

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
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)

345.0 °F

Flash Point(C)

173.9 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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.
Sandra U Schilling et al.
International journal of pharmaceutics, 361(1-2), 158-168 (2008-06-28)
Incomplete drug release and particle size-dependent dissolution performance can compromise the quality of controlled release matrix systems. The objective of the current study was to investigate the ability of citric acid monohydrate (CA MH) to enhance the release of diltiazem
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