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146056

Sigma-Aldrich

3-Nitrobenzyl alcohol

98%

Synonym(s):

NOBA

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About This Item

Linear Formula:
O2NC6H4CH2OH
CAS Number:
619-25-0
Molecular Weight:
153.14
Beilstein/REAXYS Number:
2044769
EC Number:
210-588-2
MDL number:
MFCD00007273
UNSPSC Code:
12352100
PubChem Substance ID:
24848758
NACRES:
NA.22

Quality Level

100

assay

98%

bp

175-180 °C/3 mmHg (lit.)

mp

26-32 °C (lit.)

density

1.29 g/mL at 20 °C (lit.)

SMILES string

OCc1cccc(c1)[N+]([O-])=O

InChI

1S/C7H7NO3/c9-5-6-2-1-3-7(4-6)8(10)11/h1-4,9H,5H2

InChI key

CWNPOQFCIIFQDM-UHFFFAOYSA-N

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General description

3-Nitrobenzyl alcohol is the best substrate for cytosolic alcohol dehydrogenase.

Application

3-Nitrobenzyl alcohol was employed as matrix during fast-atom bombardment mass spectrometry. It was used in isolation of palmitylated peptide fragment from bovine rhodopsin and its characterization by mass spectrometry.

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

233.6 °F - closed cup

flash_point_c

112 °C - closed cup

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

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Charlotte Mallet et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 21(21), 7944-7953 (2015-04-14)
A series of 2,5-distyrylfuran derivatives bearing pentafluorophenyl- and cyanovinyl units have been synthesized for aggregation-induced emission (AIE). The effect of the type and extent of the supramolecular connections on the AIE of the furan derivatives were examined and correlated with
Daniel D MacDougall et al.
Journal of molecular biology, 427(9), 1801-1818 (2014-10-14)
Ribosomal subunit joining is a key checkpoint in the bacterial translation initiation pathway during which initiation factors (IFs) regulate association of the 30S initiation complex (IC) with the 50S subunit to control formation of a 70S IC that can enter
Harry J Sterling et al.
Physical chemistry chemical physics : PCCP, 13(41), 18288-18296 (2011-03-15)
Effects of covalent intramolecular bonds, either native disulfide bridges or chemical crosslinks, on ESI supercharging of proteins from aqueous solutions were investigated. Chemically modifying cytochrome c with up to seven crosslinks or ubiquitin with up to two crosslinks did not
A T Iavarone et al.
Analytical chemistry, 73(7), 1455-1460 (2001-04-26)
The multiple charging of large molecules in electrospray ionization provides key advantages for obtaining accurate molecular weights by mass spectrometry and for obtaining structural information by tandem mass spectrometry and MS(n) experiments. Addition of glycerol or m-nitrobenzyl alcohol into the
James A Madsen et al.
Journal of the American Society for Mass Spectrometry, 20(3), 349-358 (2008-11-28)
The number and types of diagnostic ions obtained by infrared multiphoton dissociation (IRMPD) and collision-induced dissociation (CID) were evaluated for supercharged peptide ions created by electrospray ionization of solutions spiked with m-nitrobenzyl alcohol. IRMPD of supercharged peptide ions increased the
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