2-bromo-2-(2-chlorophenyl)acetic acid

• ChemBase ID: 65496
• Molecular Formular: C8H6BrClO2
• Molecular Mass: 249.48904
• Monoisotopic Mass: 247.92396911
• SMILES: C(=O)(C(c1c(cccc1)Cl)Br)O
• Canonical SMILES: OC(=O)C(c1ccccc1Cl)Br
• InChI: InChI=1S/C8H6BrClO2/c9-7(8(11)12)5-3-1-2-4-6(5)10/h1-4,7H,(H,11,12)
• InChIKey: XHAPROULWZYBGA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-bromo-2-(2-chlorophenyl)acetic acid
• IUPAC Traditional name: bromo(2-chlorophenyl)acetic acid
• Synonyms: 2-Bromo-2-(2'-chlorophenyl) acetic acid; alpha-Bromo-2-chlorophenylacetic acid; alpha-Bromo-2-chlorophenylacetic acid; α-Bromo-2-chlorobenzeneacetic Acid; (2-Chlorophenyl)bromoacetic Acid; 2-Bromo-2-(2-chlorophenyl)acetic Acid; 2-Bromo-2-(2-chlorophenyl) acetic acid; α-Bromo-2-chlorophenylacetic acid; 2-溴-2-(2-氯苯基)乙酸; α-溴-2-氯苯乙酸

Database IDs

• CAS Number: 29270-30-2
• MDL Number: MFCD03428513
• PubChem SID: 162031235
• PubChem CID: 2774031

CALCULATED PROPERTIES

• Acid pKa: 2.734759
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.3429451
• LogD (pH = 7.4): -0.45884827
• Log P: 3.0399675
• Molar Refractivity: 49.5431 cm^3
• Polarizability: 19.326685 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 105-108°C; 107-112 °C; 108-110°C; 110-112°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere
• Storage Warning: Corrosive; IRRITANT
• European Hazard Symbols: Corrosive (C); Irritant (Xi)
• UN Number: UN3261
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: II
• Risk Statements: 34; 36/37/38
• Safety Statements: 24/25; 26-36/37/39-45
• TSCA Listed: false; 否
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H314-H318; H315-H319-H335
• GHS Precautionary statements: P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A; P261-P305 + P351 + P338

Product Information

• Purity: 97%; 98%
• Empirical Formula (Hill Notation): C8H6BrClO2

DETAILS

Sigma Aldrich - 722235

Packaging
25 g in glass bottle

Toronto Research Chemicals - B682255

2-Bromo-2-(2-chlorophenyl)acetic Acid is used as an intermediate in the preparation of biologically active compounds such as the antithrombotic Clopidogrel (C587250).

REFERENCES

• Chen, J. et al.: Hech. Huax., 18, 586 (2010)