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Citric acid monohydrate

Citric acid is an organic compound with the formula C6H8O7. It is a colorless weak organic acid.It occurs naturally in citrus fruits. In biochemistry, it is an intermediate in the citric acid cycle, which occurs in the metabolism of all aerobic organisms.

More than two million tons of citric acid are manufactured every year. It is used widely as acidifierflavoringpreservative, and chelating agent.

citrate is a derivative of citric acid; that is, the saltsesters, and the polyatomic anion found in solutions and salts of citric acid. An example of the former, a salt is trisodium citrate; an ester is triethyl citrate.

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Citric acid
Stereo skeletal formula of citric acid
Ball-and-stick model of citric acid
Crystal sample from the saturated citric acid solution.
Names
IUPAC name

Citric acid[1]
Preferred IUPAC name

2-Hydroxypropane-1,2,3-tricarboxylic acid[1]
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.000.973 Edit this at Wikidata
EC Number
  • 201-069-1
E number E330 (antioxidants, …)
KEGG
PubChem CID
RTECS number
  • GE7350000
UNII

Properties
C6H8O7
Molar mass 192.123 g/mol (anhydrous), 210.14 g/mol (monohydrate)[2]
Appearance white solid
Odor Odorless
Density 1.665 g/cm3 (anhydrous)
1.542 g/cm3 (18 °C, monohydrate)
Melting point 156 °C (313 °F; 429 K)
Boiling point 310 °C (590 °F; 583 K) decomposes from 175 °C[3]
54% w/w (10 °C)
59.2% w/w (20 °C)
64.3% w/w (30 °C)
68.6% w/w (40 °C)
70.9% w/w (50 °C)
73.5% w/w (60 °C)
76.2% w/w (70 °C)
78.8% w/w (80 °C)
81.4% w/w (90 °C)
84% w/w (100 °C)[4]
Solubility Soluble in acetonealcoholetherethyl acetateDMSO
Insoluble in C
6
H
6
CHCl3CS2toluene[3]
Solubility in ethanol 62 g/100 g (25 °C)[3]
Solubility in amyl acetate 4.41 g/100 g (25 °C)[3]
Solubility in diethyl ether 1.05 g/100 g (25 °C)[3]
Solubility in 1,4-dioxane 35.9 g/100 g (25 °C)[3]
log P −1.64
Acidity (pKa) pKa1 = 3.13[5]
pKa2 = 4.76[5]
pKa3 = 6.39,[6] 6.40[7]
pKa4 = 14.4[8]
1.493–1.509 (20 °C)[4]
1.46 (150 °C)[3]
Viscosity 6.5 cP (50% aq. sol.)[4]
Structure
Monoclinic
Thermochemistry
226.51 J/(mol·K) (26.85 °C)[9]
252.1 J/(mol·K)[9]
−1543.8 kJ/mol[4]
1985.3 kJ/mol (474.5 kcal/mol, 2.47 kcal/g),[4] 1960.6 kJ/mol[9]
1972.34 kJ/mol (471.4 kcal/mol, 2.24 kcal/g) (monohydrate)[4]
Pharmacology
A09AB04 (WHO)
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Skin and eye irritant
GHS labelling:
GHS05: CorrosiveGHS07: Exclamation mark[5]
Warning
H290H319H315[5]
P305+P351+P338[5]
NFPA 704 (fire diamond)
NFPA 704 four-colored diamond

Health 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroform Flammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oil Instability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogen Special hazards (white): no code
Flash point 155 °C (311 °F; 428 K)
345 °C (653 °F; 618 K)
Explosive limits 8%[5]
Lethal dose or concentration (LD, LC):
LD50 (median dose)
3000 mg/kg (rats, oral)
Safety data sheet (SDS) HMDB (PDF)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

 

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