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

• ChemBase ID: 78531
• Molecular Formular: C8H6BrN3O
• Molecular Mass: 240.05674
• Monoisotopic Mass: 238.96942383
• SMILES: N(=[N+]=[N-])c1ccc(cc1)C(=O)CBr
• 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-Azidophenacyl bromide; 1-(4-Azidophenyl)-2-bromoethan-1-one; 4-(Bromoacetyl)phenyl azide; 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: 24891050; 162043295
• 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: methanol: soluble50 mg/mL
• Apperance: yellow powder
• Melting Point: 68-70°C

Safety Information

• Storage Warning: Highly Flammable/Corrosive/Lachrymatory/Keep Cold/Store under Argon
• European Hazard Symbols: Corrosive (C); Flammable (F)
• UN Number: 1325
• German water hazard class: 3
• Hazard Class: 4.1
• Packing Group: 2
• Risk Statements: 11-34-42/43
• Safety Statements: 16-26-27-36/37/39-45
• 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

DETAILS

Apollo Scientific Ltd - OR2000T

A versatile photolabile bifunctional reagent for investigating the active sites of sulphydryl enzymes,particularly those which poses a reactive cysteine residue at the active site.

Sigma Aldrich - A6057

Application
光敏双异官能化交联剂。通常，初始反应在 7.0-8.0 的 pH 范围内偶联巯基。然后在紫外光 (250nm) 的照射下通过反应性氮烯发生二次键合。后一步的键合快速并且具有非特异性。
Caution
还原剂（如硫醇）可将叠氮化物还原为胺类，所以应当避免还原剂出现在反应中。初始操作和偶联反应应当在弱光照条件下进行。
包装
500 mg in glass bottle