3-chlorobenzoic acid

• ChemBase ID: 69445
• Molecular Formular: C7H5ClO2
• Molecular Mass: 156.5664
• Monoisotopic Mass: 155.99780708
• SMILES: C(=O)(c1cc(ccc1)Cl)O
• Canonical SMILES: Clc1cccc(c1)C(=O)O
• InChI: InChI=1S/C7H5ClO2/c8-6-3-1-2-5(4-6)7(9)10/h1-4H,(H,9,10)
• InChIKey: LULAYUGMBFYYEX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-chlorobenzoic acid
• IUPAC Traditional name: 3-chlorobenzoic acid
• Synonyms: 3-CHLOROBENZOIC ACID; m-CHLOROBENZOIC ACID; 3-Chlorobenzoic acid; 3-Chlorobenzoic acid; m-Chlorobenzoic acid; 3-氯苯甲酸

Database IDs

• CAS Number: 535-80-8
• EC Number: 208-618-4
• MDL Number: MFCD00002491
• Beilstein Number: 907218
• Merck Index: 142123
• PubChem SID: 24854095; 162035171; 24892490
• PubChem CID: 447

CALCULATED PROPERTIES

• Acid pKa: 3.8966842
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.6259819
• LogD (pH = 7.4): -0.9804278
• Log P: 2.2348733
• Molar Refractivity: 38.119 cm^3
• Polarizability: 14.574217 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 153-157 °C; 153-157 °C(lit.); 153-157°C; 154-160°C
• Boiling Point: 274-276°C
• Flash Point: 150°C
• Density: 1.496
• Vapor Pressure: 8.475 x 10-5 mm Hg at 25 °C (estimated).

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: IRRITANT; Irritant
• RTECS: DG4975990
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38; R:36/37/38
• Safety Statements: 26-36; 26-37; S:20-25-26-37/39
• TSCA Listed: false; 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P280G-P305+P351+P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥99%; ≥99%; ≥99.0% (T); 95+%; 98%; 99%
• Grade: purum; ReagentPlus®
• Linear Formula: ClC6H4CO2H

DETAILS

MP Biomedicals - 02150601

Crystalline
Purity: 99+%

MP Biomedicals - 05202190

MP Biomedicals Rare Chemical collection

Sigma Aldrich - C24604

Packaging
25, 100 g in poly bottle
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. C24604.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Toronto Research Chemicals - C364645

A fundamental chemical building block commonly used in organic synthesis of more complex structures.A benzoic acid analogue that showed antifungal activity against strains of Aspergillus flavus, Aspergillus fumigatus and Aspergillus terreus, causative age

REFERENCES

• Rep, M., et al.: J. Biol. Chem., 275, 8290 (2000)
• Jaeger, T., et al.: Biofactors, 27, 109 (2000)
• Kim, J., et al.: Fungal Biology, 114, 817 (2000)
• The unprotected acid undergoes lithiation at the 2-position with 2.2 moles of s-BuLi in the presence of TMEDA; subsequent reaction with dibromotetrachloroethane provides access to 2-bromo-3-chlorobenzoic acid: Tetrahedron Lett., 36, 881 (1995); Bull. Soc. Chim. Fr., 133, 133 (1996).