1-(bromomethyl)-2-nitrobenzene

• ChemBase ID: 70087
• Molecular Formular: C7H6BrNO2
• Molecular Mass: 216.03204
• Monoisotopic Mass: 214.95819044
• SMILES: C(c1c(cccc1)[N+](=O)[O-])Br
• Canonical SMILES: BrCc1ccccc1[N+](=O)[O-]
• InChI: InChI=1S/C7H6BrNO2/c8-5-6-3-1-2-4-7(6)9(10)11/h1-4H,5H2
• InChIKey: HXBMIQJOSHZCFX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(bromomethyl)-2-nitrobenzene
• IUPAC Traditional name: 1-(bromomethyl)-2-nitrobenzene
• Synonyms: 1-(Bromomethyl)-2-nitrobenzene; alpha-Bromo-2-nitrotoluene; 2-Nitrobenzyl bromide; α-Bromo-2-nitrotoluene; 2-Nitrobenzyl bromide; 2-硝基苯甲基溴; α-溴-2-硝基甲苯; 2-硝基苄溴

Database IDs

• CAS Number: 3958-60-9
• EC Number: 223-558-9
• MDL Number: MFCD00007184
• Beilstein Number: 638991
• PubChem SID: 24846780; 162035812; 24886517
• PubChem CID: 77569

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.6859674
• LogD (pH = 7.4): 2.6859674
• Log P: 2.6859674
• Molar Refractivity: 45.2289 cm^3
• Polarizability: 16.89195 Å^3
• Polar Surface Area: 43.14 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 44-46 °C(lit.); 45-47 °C; 45-48°C
• Flash Point: >110°C(230°F); 110 °C; 230 °F

Safety Information

• Storage Warning: Corrosive/Irritant; IRRITANT
• European Hazard Symbols: Corrosive (C)
• UN Number: 3261; UN3261
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2; II
• Risk Statements: 34; 5-34-43
• Safety Statements: 26-36/37/39-45
• TSCA Listed: false; 否
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H314; H314-H318-H317
• GHS Precautionary statements: P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A; 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
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (GC); 95+%; 98%; 98+%
• Grade: purum
• Linear Formula: O2NC6H4CH2Br

DETAILS

Sigma Aldrich - 107794

Packaging
5, 10, 25 g in glass bottle

REFERENCES

• Photosensitive protecting reagent for alcohols, acids, phenols etc: J. Am. Chem. Soc., 91, 5694 (1969); J. Org. Chem., 37, 2281, 2285 (1972); Compare 4,5-Dimethoxy-2-nitrobenzyl alcohol, L00719. Has also been recommended for the protection of the imidazole function in histidine containing peptides: J. Am. Chem. Soc., 97, 440 (1975). See Appendix 6. It has been investigated as a photocleavable protecting group for various N-heterocycles: Tetrahedron Lett., 39, 359 (1998). For reviews of photoremovable groups in organic synthesis, see: Synthesis, 1 (1980); Org. Photochem., 9, 225 (1987).