5-bromothiophene-2-carboxylic acid

• ChemBase ID: 8518
• Molecular Formular: C5H3BrO2S
• Molecular Mass: 207.04512
• Monoisotopic Mass: 205.90371234
• SMILES: c1(sc(cc1)Br)C(=O)O
• Canonical SMILES: OC(=O)c1ccc(s1)Br
• InChI: InChI=1S/C5H3BrO2S/c6-4-2-1-3(9-4)5(7)8/h1-2H,(H,7,8)
• InChIKey: COWZPSUDTMGBAT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-bromothiophene-2-carboxylic acid
• IUPAC Traditional name: 5-bromothiophene-2-carboxylic acid
• Synonyms: 5-Bromo-2-thiophenecarboxylic acid; 5-Bromothiophene-2-carboxylic acid; 5-Bromo-2-thiophenecarboxylic Acid; 2-Bromo-5-carboxythiophene; 5-Bromothiophen-2-carboxylic Acid; NSC 408675; 5-Bromo-2-thiophenecarboxylic Acid; 5-Bromo-thiophene-2-carboxylic acid; 5-Bromothiophene-2-carboxylic acid; 5-溴-2-噻吩羧酸; 5-溴硫代苯-2-羧酸

Database IDs

• CAS Number: 7311-63-9
• MDL Number: MFCD00079725
• Beilstein Number: 118364
• PubChem SID: 160971825; 24870449
• PubChem CID: 349115

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.31716695
• LogD (pH = 7.4): -0.9427345
• Log P: 2.4784586
• Molar Refractivity: 36.9868 cm^3
• Polarizability: 14.544178 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true
• Acid pKa: 3.3227

PROPERTIES

Physical Property

• Melting Point: 139-143°C; 141 - 144°C; 141-144 °C(lit.); 145-147°C
• Hydrophobicity(logP): 2.569

Safety Information

• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• 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
• Storage Temperature: 2-8°C

Product Information

• Purity: 95%; 97%; 98%
• Empirical Formula (Hill Notation): C5H3BrO2S

DETAILS

Sigma Aldrich - 467944

Packaging
1, 5 g in glass bottle

Toronto Research Chemicals - B688175

A thiophene derivative with genotoxicity activity.

REFERENCES

• Quinn, F., et al.: J. Med. Chem., 24, 636 (1981)
• Sanderson, D., et al.: Hum. Exp. Toxicol., 10, 261 (1981)
• Woo, Y., et al.: Toxicol. Lett., 79, 219 (1981)
• Richard, A., et al.: Mutat. Res., 400, 493 (1981)