3-Nitrobenzyl alcohol

The compound 3-nitrobenzyl alcohol is an organic compound with the formula C7H7NO3.

3-Nitrobenzyl alcohol
Names
Preferred IUPAC name
(3-Nitrophenyl)methanol
Other names
m-Nitrobenzyl alcohol
Benzyl alcohol, m-nitro
3-Nitrobenzyl alcohol
Benzenemethanol, 3-nitro-
3-Nitrobenzenemethanol
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.009.627
UNII
  • InChI=1S/C7H7NO3/c9-5-6-2-1-3-7(4-6)8(10)11/h1-4,9H,5H2 checkY
    Key: CWNPOQFCIIFQDM-UHFFFAOYSA-N checkY
  • InChI=1/C7H7NO3/c9-5-6-2-1-3-7(4-6)8(10)11/h1-4,9H,5H2
    Key: CWNPOQFCIIFQDM-UHFFFAOYAE
  • C1=CC(=CC(=C1)[N+](=O)[O-])CO
  • [O-][N+](=O)c1cccc(c1)CO
Properties
C7H7NO3
Molar mass 153.135
Density 1.29 g/mL
Melting point 30 to 32 °C (86 to 90 °F; 303 to 305 K)
Boiling point 175 to 180 °C (347 to 356 °F; 448 to 453 K) (3 mmHg)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references

Desorption mass spectrometry matrix

In mass spectrometry this compound is often abbreviated as "3-NBA" or "m-NBA." It has been used as a liquid matrix for fast atom bombardment[1] and matrix-assisted laser desorption ionization.[2][3] In electrospray ionization 3-NBA is doped into low surface tension spray solvents to increase analyte charging.[4]

References
  1. Meili, J.; Seibl, J. (1984), "A new versatile matrix for fast atom bombardment analysis", Org. Mass Spectrom., 19 (11): 581, doi:10.1002/oms.1210191111
  2. Zhao, Shankai; Somayajula, Kasi V.; Sharkey, Andrew G.; Hercules, David M.; Hillenkamp, Franz.; Karas, Michael.; Ingendoh, Arndt. (1991), "Novel method for matrix-assisted laser mass spectrometry of proteins", Anal. Chem., 63 (5): 450, doi:10.1021/ac00005a012
  3. Chan, T. W. Dominic (1992), "Matrix-assisted laser desorption/ionization using a liquid matrix: Formation of high-mass cluster ions from proteins", Org. Mass Spectrom., 27 (1): 53–56, doi:10.1002/oms.1210270114
  4. Anthony T. Iavarone and Evan R. Williams (2003), "Mechanism of Charging and Supercharging Molecules in Electrospray Ionization", J. Am. Chem. Soc., 125 (8): 2319–2327, doi:10.1021/ja021202t, PMC 1343448, PMID 12590562
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