2-hydroxypropane-1,2,3-tricarboxylic acid

• ChemBase ID: 3882
• Molecular Formular: C6H8O7
• Molecular Mass: 192.12352
• Monoisotopic Mass: 192.0270026
• SMILES: C(=O)(O)C(CC(=O)O)(CC(=O)O)O
• Canonical SMILES: OC(=O)C(CC(=O)O)(CC(=O)O)O
• InChI: 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)
• InChIKey: KRKNYBCHXYNGOX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-hydroxypropane-1,2,3-tricarboxylic acid
• IUPAC Traditional name: citro
• Synonyms: beta-Hydroxytricarballylic Acid; Citreoviridin; CITRIC ACID ANHYDROUS U.S.P.; 2-hydroxypropane-1,2,3-tricarboxylic acid; 3-carboxy-3-hydroxypentanedioic acid; 2-hydroxy-1,2,3-propanetricarboxylic acid; CITRIC ACID ANHYDROUS ELECTROPHORESIS GRADE; Citric acid solution; Citrate standard for IC; Citric acid, anhydrous, ACS; Citric Acid; CITRIC ACID ANHYDROUS; Citric acid; Acidum citricum anhydricum; 柠檬酸 溶液; IC 柠檬酸根标准品; 柠檬酸, 无水, ACS; 柠檬酸; 无水柠檬酸

Database IDs

• CAS Number: 77-92-9
• EC Number: 201-069-1; 231-791-2
• MDL Number: MFCD00011669
• Beilstein Number: 782061
• Merck Index: 142326
• PubChem SID: 24893049; 24856611; 24864122; 24870585; 24892327; 24855122; 24856613; 24856608; 24892700; 160967318; 24854425; 24856191; 24900992
• PubChem CID: 311
• CHEBI ID: 30769
• ATC CODE: A09AB04
• CHEMBL: 1261
• Chemspider ID: 305
• DrugBank ID: DB04272
• FEMA ID: 2306
• KEGG ID: D00037
• Unique Ingredient Identifier: XF417D3PSL
• Wikipedia Title: Citric_acid
• Council of Europe Number: 20c
• E Number: E330

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.0479515
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -4.949584
• LogD (pH = 7.4): -9.468992
• Log P: -1.3226875
• Molar Refractivity: 35.6239 cm^3
• Polarizability: 14.4795475 Å^3
• Polar Surface Area: 132.13 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.33
• LOG S: -0.26
• Solubility (Water): 1.06e+02 g/l

PROPERTIES

• Solubility: 73 g/100 ml (20 °C) in water; H2O: soluble1 M at 20 °C, clear, colorless
• Apperance: Crystalline; crystalline white solid; grit
• Melting Point: 153°C; 153-154°C; 153-159 °C(lit.); ca. 153 °C with decomposition
• Boiling Point: 175°C (decomposes)
• Flash Point: ca. 345 °C (closed cup)
• Auto Ignition Point: 1010 °C (1850 °F)
• Density: 1.665; 1.665 g/cm^3 at 18 °C; 1.665 g/cm^3(1.5g/cm^3 for monohydrate)
• Vapor Pressure: Practically zero
• Absorption Wavelength: λ: 260 nm Amax: 0.20; λ: 280 nm Amax: 0.10
• pKa: (1) 3.13, (2) 4.76, (3) 6.4; (1) 3.13, (2) 4.76, (3) 6.40; pK_a1 = 3.09; pK_a2 = 4.75; pK_a3 = 5.41; pK_a3 = 6.39, 6.40
• pH: 1.0-2.0 (25 °C, 1 M in H2O)

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: Hygroscopic
• RTECS: GE7350000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 1; nwg
• Risk Statements: 36; 37/38-41; 41; R:36/37/38
• Safety Statements: 26; 26-37/39; 26-37/39-60; 26-39; S:20-25-26-37/39
• TSCA Listed: 是
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger; Warning
• Main Hazard: skin and eye irritant
• NFPA704:
  

  1

  2

  0
• Explode Limits: 8 %, 65 °F
• GHS Hazard statements: H315-H318; H318-H315-H335-H303; H319
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A; P280-P305 + P351 + P338; P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves; Eyeshields, Gloves
• Regulation Compliance: FCC; FDA 21 CFR (131.111); FDA 21 CFR (131.112); FDA 21 CFR (133.123); FDA 21 CFR (133.124); FDA 21 CFR (133.129); FDA 21 CFR (133.169); FDA 21 CFR (133.173); FDA 21 CFR (133.178); FDA 21 CFR (133.179); FDA 21 CFR (145.134); FDA 21 CFR (145.145); FDA 21 CFR (146.187); FDA 21 CFR (150.141); FDA 21 CFR (150.161); FDA 21 CFR (155.130); FDA 21 CFR (161.190); FDA 21 CFR (163.11); FDA 21 CFR (163.110); FDA 21 CFR (163.112); FDA 21 CFR (169.115); FDA 21 CFR (169.140); FDA 21 CFR (169.150); FDA 21 CFR (172.755); FDA 21 CFR (172.861); FDA 21 CFR (173.160); FDA 21 CFR (173.165); FDA 21 CFR (173.280); FDA 21 CFR (178.1010); FDA 21 CFR (184.1033); FDA 21 CFR (73.85)

• Gene Information: human ... SRC(6714)
• Allergens: no known allergens

• Purity: ≥99.5%; ≥99%