2-(bromomethyl)-1-methoxy-4-nitrobenzene

• ChemBase ID: 102603
• Molecular Formular: C8H8BrNO3
• Molecular Mass: 246.05802
• Monoisotopic Mass: 244.96875512
• SMILES: COc1c(CBr)cc(cc1)[N+](=O)[O-]
• Canonical SMILES: BrCc1cc(ccc1OC)[N+](=O)[O-]
• InChI: InChI=1S/C8H8BrNO3/c1-13-8-3-2-7(10(11)12)4-6(8)5-9/h2-4H,5H2,1H3
• InChIKey: JRHMPHMGOGMNDU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(bromomethyl)-1-methoxy-4-nitrobenzene
• IUPAC Traditional name: 2-(bromomethyl)-1-methoxy-4-nitrobenzene
• Synonyms: Koshland Reagent II; 2-Bromomethyl-4-nitroanisole; 2-METHOXY-5-NITROBENZYLBROMIDE; Koshland’s Reagent II; 2-Methoxy-5-nitrobenzyl bromide; 2-(Bromomethyl)-1-methoxy-4-nitrobenzene; 2-溴甲基-4-硝基苯甲醚; Koshland 试剂 II; 2-甲氧基-5-硝基溴化苄

Database IDs

• CAS Number: 3913-23-3
• EC Number: 223-471-6
• MDL Number: MFCD00007329
• Beilstein Number: 1878596
• PubChem SID: 24849750; 162088157; 24883822
• PubChem CID: 77516

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.528296
• LogD (pH = 7.4): 2.528296
• Log P: 2.528296
• Molar Refractivity: 51.6921 cm^3
• Polarizability: 19.456022 Å^3
• Polar Surface Area: 52.37 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 76-78 °C; 76-78 °C(lit.)

Safety Information

• Storage Condition: Room Temperature (15-30°C), Desiccate
• RTECS: XS7966500
• European Hazard Symbols: Corrosive (C)
• UN Number: 3261
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2
• 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 3261 8/PG 2

Product Information

• Purity: ≥95.0% (GC); 95+%; 97%
• Linear Formula: CH3OC6H3(NO2)CH2Br

DETAILS

MP Biomedicals - 02102298

Light yellow crystals
Useful protein reagent selective for tryptophan, methionine and cysteine.

Sigma Aldrich - 163481

Packaging
5 g in glass bottle
Application
Reagent for sulfhydryl modification.1

Sigma Aldrich - 65135

Other Notes
For the modification of proteins, reacts with Trp, Met, Cys.; Introduction of a chromophore, sensitive to variation of pH (pH-range ≤3 to ≥10)1

REFERENCES

• Horton, H.R., et al., Eur. J. Biol. Chem. , 240 : 722 (1965).
• Note: Also see 2-Hydroxy-5-nitrobenzyl bromide.