1-(4-azidophenyl)-2-bromoethan-1-one

• ChemBase ID: 103035
• Molecular Formular: C8H6BrN3O
• Molecular Mass: 240.05674
• Monoisotopic Mass: 238.96942383
• SMILES: BrCC(=O)c1ccc(cc1)N=[N+]=[N-]
• Canonical SMILES: [N-]=[N+]=Nc1ccc(cc1)C(=O)CBr
• InChI: InChI=1S/C8H6BrN3O/c9-5-8(13)6-1-3-7(4-2-6)11-12-10/h1-4H,5H2
• InChIKey: LZJPDRANSVSGOR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(4-azidophenyl)-2-bromoethan-1-one
• IUPAC Traditional name: 1-(4-azidophenyl)-2-bromoethanone
• Synonyms: 4′-Azido-2-bromoacetophenone; 4-Azido-α-bromoacetophenone; 4-Azidophenacyl bromide; 1-(4-Azidophenyl)-2-bromo-ethanone; p-Azidophenacyl Bromide; 4'-Azido-2-bromoacetophenone; 4-Azido-α-bromoacetophenone; 4-AZIDOPHENACYL BROMIDE; 4-叠氮-α-溴苯乙酮; 4′-叠氮-2-溴苯乙酮; 4-叠氮苯甲酰甲基溴

Database IDs

• CAS Number: 57018-46-9
• EC Number: 260-519-5
• MDL Number: MFCD00042637
• Beilstein Number: 1961705
• PubChem SID: 162090260
• PubChem CID: 92627

CALCULATED PROPERTIES

• Acid pKa: 15.414706
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.5600564
• LogD (pH = 7.4): 2.5600564
• Log P: 2.674102
• Molar Refractivity: 54.4851 cm^3
• Polarizability: 19.15414 Å^3
• Polar Surface Area: 46.5 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Ethyl Acetate; Methanol
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: 64-65 °C; 68-70°C

Safety Information

• Storage Condition: 0°C, Protect from light; -20°C Freezer, Under Inert Atmosphere
• European Hazard Symbols: Corrosive (C); Flammable (F); Irritant (Xi)
• UN Number: 1325
• German water hazard class: 3
• Hazard Class: 4.1
• Packing Group: 2
• Risk Statements: 11-34-42/43; R:36
• Safety Statements: 16-26-27-36/37/39-45; S:26
• GHS Pictograms: GHS02; GHS05; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H228-H314-H317-H334
• GHS Precautionary statements: P210-P261-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 1325 4.1/PG 2
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (HPLC)
• Empirical Formula (Hill Notation): C8H6BrN3O

DETAILS

MP Biomedicals - 02150410

Versatile new photolabile bifunctional reagent which was successfully used in binding studies (Ribosome-t-RNA).

Sigma Aldrich - 11550

Other Notes
Versatile photolabile bifunctional reagent used to prepare photoaffinity labels for enzymes 1,2,3

Toronto Research Chemicals - A920000

A versatile photolabile bifunctional reagent. Useful for investigating the active sites of sulfhydryl enzymes-particularly those which posess a particularly reactive cysteine residue at the active site. Used to study the nature of the ribosomal bindin

REFERENCES

• Schwarz, I., Ofengand, Proc. Nat. Acad. Sci. USA , 71 : 230, (1974)
• Hixson, S.S. Hixon, S.H., Photochem. Photobiol. , 18 : 135, (1973).
• Schwartz, I., et al.: Proc. Natl. Acad. Sci. USA, 71, 230 (1974)