3-Nitrobenzyl alcohol

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
CAS Number	619-25-0 ;
3D model (JSmol)	Interactive image; Interactive image;
ChemSpider	62479 ;
ECHA InfoCard	100.009.627
PubChem CID	69267;
UNII	F829X990IV ;
CompTox Dashboard (EPA)	DTXSID0060698 ;
	InChI InChI=1S/C7H7NO3/c9-5-6-2-1-3-7(4-6)8(10)11/h1-4,9H,5H2 Key: CWNPOQFCIIFQDM-UHFFFAOYSA-N ; InChI=1/C7H7NO3/c9-5-6-2-1-3-7(4-6)8(10)11/h1-4,9H,5H2 Key: CWNPOQFCIIFQDM-UHFFFAOYAE;
	SMILES C1=CC(=CC(=C1)[N+](=O)[O-])CO; [O-][N+](=O)c1cccc(c1)CO;
Properties
Chemical formula	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).
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	Infobox references

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

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]

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References

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
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
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, doi:10.1002/oms.1210270114
Anthony T. Iavarone and Evan R. Williams (2003), "Mechanism of Charging and Supercharging Molecules in Electrospray Ionization", J. Am. Chem. Soc., 125 (8): 2319, doi:10.1021/ja021202t, PMC 1343448, PMID 12590562

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[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

[Zhao1991-2] 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

[Chan1992-3] 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, doi:10.1002/oms.1210270114

[Iavarone2003-4] Anthony T. Iavarone and Evan R. Williams (2003), "Mechanism of Charging and Supercharging Molecules in Electrospray Ionization", J. Am. Chem. Soc., 125 (8): 2319, doi:10.1021/ja021202t, PMC 1343448, PMID 12590562