benzene-1,2-dicarboxylic acid

• ChemBase ID: 2465
• Molecular Formular: C8H6O4
• Molecular Mass: 166.13084
• Monoisotopic Mass: 166.02660867
• SMILES: OC(=O)c1ccccc1C(=O)O
• Canonical SMILES: OC(=O)c1ccccc1C(=O)O
• InChI: InChI=1S/C8H6O4/c9-7(10)5-3-1-2-4-6(5)8(11)12/h1-4H,(H,9,10)(H,11,12)
• InChIKey: XNGIFLGASWRNHJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzene-1,2-dicarboxylic acid
• IUPAC Traditional name: phthalic acid
• Synonyms: benzene-1,2-dioic acid; phthalic acid; ortho-phthalic acid; M 2; NSC 5348; Sunftal 20; o-Benzenedicarboxylic Acid; o-Carboxybenzoic Acid; o-Dicarboxybenzene; Phthalic Acid; 1,2-Benzenedicarboxylic acid; Phthalic acid; Phthalate standard for IC; Potassium Hydrogen Phthalate; Potassium Biphthalate; PHTHALIC ACID MONOPOTASSIUM SALT; PHTHALIC ACID ACS REAGENT GRADE; Terephthalic acid; p-PHTHALIC ACID; Benzene-1,2-dicarboxylic acid; Phthalic acid, ACS; 1,2-苯二甲酸; 邻苯二甲酸; 邻苯二甲酸; 邻苯二甲酸标准溶液，用于离子色谱; 邻苯二甲酸, ACS

Database IDs

• CAS Number: 100-21-0; 877-24-7; 88-99-3
• EC Number: 231-791-2; 202-830-0; 201-873-2; 212-889-4; 271-676-4
• MDL Number: MFCD00002467
• Beilstein Number: 608199
• Merck Index: 147371
• PubChem SID: 24845783; 24887512; 24898471; 46506083; 160965915; 24865138; 24868005
• PubChem CID: 1017
• Wikipedia Title: Phthalic_acid

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.9412112
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.533879
• LogD (pH = 7.4): -4.100739
• Log P: 1.2884116
• Molar Refractivity: 40.5704 cm^3
• Polarizability: 15.08417 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.22
• LOG S: -1.73
• Solubility (Water): 3.12e+00 g/l

PROPERTIES

Physical Property

• Solubility: 0.6 g / 100 mL in water; 7.01 mg/mL at 25 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]; DMSO; Ethanol; Methanol; methanol: soluble0.1 g/mL, clear; Soluble in water, alcohol and ether
• Apperance: Powder; white solid; White Solid
• Melting Point: 191-230 °C; 204-206°C; 205°C dec.; 210-211 °C (dec.)(lit.); 211 °C (412 °F) decomposes; 191 °C (376 °F); 211°C; 295-300°C
• Boiling Point: 289 °C (552 °F); decomposes; 289°C
• Flash Point: 168°C(334°F)
• Density: 1.59 (water = 1); 1.593; 1.593 g/cm^3, solid
• Vapor Density: 5.73 (air = 1)
• Hydrophobicity(logP): 0.73 [HANSCH,C ET AL. (1995)]
• pKa: 2.98, 5.28

Safety Information

• Storage Condition: Refrigerator; Room Temperature (15-30°C)
• Storage Warning: Hygroscopic
• RTECS: CZ4326000; TH9625000; WZ0875000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26; 26-37
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• NFPA704:
  

  0

  2

  0
• GHS Hazard statements: H315-H319-H335; H315-H319-H335-H303
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves; Eyeshields, Gloves

Product Information

• Purity: ≥99.5%; ~99%; >99%; ≥99.0%; ≥99.0% (T); ≥99.5%; ≥99.5% (T); 95+%; 98%; 99%; 99.5+%
• Concentration: 1.000 g/L in H2O
• Grade: ACS; ACS reagent; analytical standard; puriss. p.a.; purum; REAGENT; reagent grade; SAJ first grade; SAJ special grade
• Packaging: ampule of 1000 mg
• Ignition Residue: ≤0.02%; ≤0.02% (as SO4)
• Impurities: ≤0.05% insolubles; ≤0.5% water
• Cation Traces: Ca: ≤10 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤5 mg/kg; Fe: ≤0.001%; Fe: ≤5 mg/kg; heavy metals: ≤0.001%; K: ≤50 mg/kg; Mg: ≤5 mg/kg; Mn: ≤5 mg/kg; Na: ≤50 mg/kg; Ni: ≤5 mg/kg; Pb: ≤5 mg/kg; Zn: ≤5 mg/kg
• Antion Traces: chloride (Cl-): ≤0.001%; chloride (Cl-): ≤50 mg/kg; nitrate (NO3-): ≤0.005%; sulfate (SO42-): ≤0.005%; sulfate (SO42-): ≤50 mg/kg
• Shelf Life: (limited shelf life, expiry date on the label)
• Linear Formula: C6H4-1,2-(CO2H)2

DETAILS

MP Biomedicals - 02194877

ACS Reagent Grade
Purity: >99.5%

MP Biomedicals - 02156246

Monopotassium Salt
(Potassium hydrogen phthalate)
Purity: >99%
Crystalline

MP Biomedicals - 05218496

MP Biomedicals Rare Chemical collection

DrugBank - DB02746

• Drug Groups: experimental
• External Links: Wikipedia

Sigma Aldrich - 04924

General description
filtered through a 0.45 μm membrane filter
Preparation Note
prepared with phthalic acid and H2O

Sigma Aldrich - 402915

Packaging
1 kg in poly bottle
25, 250 g in poly bottle

Sigma Aldrich - P39303

Packaging
1 kg in poly bottle
100 g in poly bottle

Toronto Research Chemicals - P384480

Organic reagent used to synthesize phthalates.

REFERENCES

• Duchowicz, P.R., et al.: Bioorg. Med. Chem., 16, 7944 (2008)
• di Luccio, E., et al.: Biochem., 47, 4039 (2008)
• Lopez, Z., et al.: App. Microbiol. Biotechnol., 78, 739 (2008)
• Hong, Y., et al.: Toxicol. Lett., 184, 139 (2008)