2-bromo-N-(2-hydroxy-5-nitrophenyl)acetamide

• ChemBase ID: 102320
• Molecular Formular: C8H7BrN2O4
• Molecular Mass: 275.05618
• Monoisotopic Mass: 273.95891871
• SMILES: Oc1c(NC(=O)CBr)cc(cc1)[N+](=O)[O-]
• Canonical SMILES: [O-][N+](=O)c1cc(NC(=O)CBr)c(cc1)O
• InChI: InChI=1S/C8H7BrN2O4/c9-4-8(13)10-6-3-5(11(14)15)1-2-7(6)12/h1-3,12H,4H2,(H,10,13)
• InChIKey: STWBNOBMOCQPLR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-bromo-N-(2-hydroxy-5-nitrophenyl)acetamide
• IUPAC Traditional name: 2-bromo-N-(2-hydroxy-5-nitrophenyl)acetamide
• Synonyms: 2-Bromo-2'-hydroxy-5'-nitro acetanilide; 2-BROMOACETAMIDO-4-NITROPHENOL; 2-Bromoacetamido-4-nitrophenol; Koshland’s Reagent III; 2-Bromo-2′-hydroxy-5′-nitroacetanilide; 2-溴乙酰胺-4-硝基苯酚; Koshland 试剂 III; 2-溴-2′-羟基-5′-硝基乙酰苯胺

Database IDs

• CAS Number: 3947-58-8
• EC Number: 223-539-5
• MDL Number: MFCD00007336
• PubChem SID: 162088088
• PubChem CID: 4089912

CALCULATED PROPERTIES

• Acid pKa: 6.345404
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.5127691
• LogD (pH = 7.4): 0.5175703
• Log P: 1.5702142
• Molar Refractivity: 57.9633 cm^3
• Polarizability: 20.769342 Å^3
• Polar Surface Area: 95.15 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 215-220 °C (dec.)(lit.)

Safety Information

• Storage Condition: 0°C
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 98%
• Linear Formula: BrCH2CONHC6H3(OH)NO2

DETAILS

MP Biomedicals - 02101126

Koshland's Reagent III
A reagent that reacts with Chymotrypsin to produce a reporter-labeled protein.

Sigma Aldrich - 178802

Application
Reagent for sulfhydryl modification.1

REFERENCES

• Hille, M.B. and Koshland, D.E. Jr., J. Am. Chem. Soc. , 89 : 5945, (1967).