C0759

Citric acid

99%

• Synonym(s): 2-Hydroxy-1,2,3-propanetricarboxylic acid, 2-Hydroxypropan-1,2,3-tricarboxylic acid
• 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

Properties

• 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
• functional group: carboxylic acid; hydroxyl
• 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

Description

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.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P304 + P340 + P312 - P305 + P351 + P338
• 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