N-(2-benzoyl-4-chlorophenyl)-2-chloroacetamide

• ChemBase ID: 85436
• Molecular Formular: C15H11Cl2NO2
• Molecular Mass: 308.15934
• Monoisotopic Mass: 307.01668396
• SMILES: N(c1ccc(cc1C(=O)c1ccccc1)Cl)C(=O)CCl
• Canonical SMILES: ClCC(=O)Nc1ccc(cc1C(=O)c1ccccc1)Cl
• InChI: InChI=1S/C15H11Cl2NO2/c16-9-14(19)18-13-7-6-11(17)8-12(13)15(20)10-4-2-1-3-5-10/h1-8H,9H2,(H,18,19)
• InChIKey: HDXLZRWEZZFDKA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(2-benzoyl-4-chlorophenyl)-2-chloroacetamide
• IUPAC Traditional name: N-(2-benzoyl-4-chlorophenyl)-2-chloroacetamide
• Synonyms: N-(2-Benzoyl-4-chlorophenyl)-2-chloro-acetamide; 2-(2-Chloroacetamido)-5-chlorobenzophenone; 5-Chloro-2-(chloroacetamido)benzophenone; NSC 270127; 2'-Benzoyl-2,4'-dichloroacetanilide; N1-(2-benzoyl-4-chlorophenyl)-2-chloroacetamide; 2′-Benzoyl-2,4′-dichloroacetanilide; 2′-苯甲酰-2,4′-二氯乙酰苯胺

Database IDs

• CAS Number: 4016-85-7
• EC Number: 223-678-1
• MDL Number: MFCD00018905
• PubChem SID: 24879920; 162072552
• PubChem CID: 77635

CALCULATED PROPERTIES

• Acid pKa: 12.208593
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 4.4616976
• LogD (pH = 7.4): 4.4616914
• Log P: 4.4616976
• Molar Refractivity: 81.0545 cm^3
• Polarizability: 30.567945 Å^3
• Polar Surface Area: 46.17 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: White Solid
• Melting Point: 119-123 °C(lit.)

Safety Information

• RTECS: AB4542650
• European Hazard Symbols: Corrosive (C)
• UN Number: 1759
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 3
• Risk Statements: 34
• Safety Statements: 26-27-36/37/39-45
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H314
• GHS Precautionary statements: P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 1759 8/PG 3

Product Information

• Purity: 97%
• Linear Formula: C6H5COC6H3(Cl)NHCOCH2Cl

DETAILS

Sigma Aldrich - 561177

Packaging
5 g in glass bottle

Toronto Research Chemicals - B208105

Intermediate in the preparation of Alprazolam impurities.

REFERENCES

• Cheng, P., et al.: Bioorg. Med. Chem. Lett., 18, 3787 (2008)