ChemicalBook Product Catalog Chemical Reagents Organic reagents Nitro compounds 2-Nitrobenzyl alcohol

2-Nitrobenzyl alcohol

Product Name2-Nitrobenzyl alcohol
CAS612-25-9
MFC7H7NO3
MW153.14
EINECS210-302-6
MOL File612-25-9.mol

Chemical Properties

Melting point	69-72 °C(lit.)
Boiling point	270 °C(lit.)
Density	1.3386 (rough estimate)
refractive index	1.5030 (estimate)
Flash point	168°C/20mm
storage temp.	Sealed in dry,Room Temperature
solubility	soluble in Methanol
form	Crystalline Powder
pka	13.77±0.10(Predicted)
color	Beige to beige-brown
Water Solubility	Soluble in water 5000 mg/L 20 deg Celsius.
Sensitive	Light Sensitive
BRN	2046649
InChI	1S/C7H7NO3/c9-5-6-3-1-2-4-7(6)8(10)11/h1-4,9H,5H2
InChIKey	BWRBVBFLFQKBPT-UHFFFAOYSA-N
SMILES	OCc1ccccc1[N+]([O-])=O
CAS DataBase Reference	612-25-9(CAS DataBase Reference)
NIST Chemistry Reference	Benzenemethanol, 2-nitro-(612-25-9)

Safety Information

Hazard Codes	Xi,C,F
Risk Statements	11-34
Safety Statements	22-24/25-45-36/37/39-26-16
RIDADR	UN 2811 6.1/PG 3
WGK Germany	3
RTECS	DP0657050
Hazard Note	Irritant
HS Code	29062900
Storage Class	11 - Combustible Solids

MSDS

Provider	Language
2-Nitrobenzyl alcohol	English
SigmaAldrich	English
ACROS	English
ALFA	English

Usage And Synthesis

Uses

2-Nitrobenzyl alcohol is a useful research chemical.

Chemical Properties

white to light yellow crystal powde

Uses

The o-nitrobenzyl group (o-NB) is utilized frequently in polymer and materials science. It covers the use of based cross-linkers for photodegradable hydrogels, o-NB side chain functionalization in (block) copolymers, o-NB side chain functionalization for thin film patterning, o-NB for self-assembled monolayers, photo cleavable block copolymers, and photo cleavable bioconjugates.

Synthesis

Silane, trimethyl[(2-nitrophenyl)methoxy]-

62673-13-6

612-25-9

GENERAL METHODS: The substrate (1 mmol, CAS: 62673-13-6) was mixed with ionic liquid [Dsim]HSO4 (6.5 mg, ~0.02 mmol) in methanol (2 mL) and the reaction was stirred at room temperature. The reaction process was monitored by thin layer chromatography (TLC). After completion of the reaction, the solvent was removed by evaporation and water (1 mL) was added to the residue with vigorous stirring. The almost pure o-nitrobenzyl alcohol product was obtained by decantation separation. The structure of the product was characterized by infrared spectroscopy (IR) and nuclear magnetic resonance (NMR) data. The ionic liquid was recovered for reuse after vacuum drying at 65 °C to remove water.

storage

Light-sensitive. Harmful if swallowed or inhaled.

References

[1] Bulletin of the Chemical Society of Japan, 2000, vol. 73, # 12, p. 2775 - 2778
[2] Journal of Molecular Catalysis A: Chemical, 2012, vol. 365, p. 15 - 23
[3] Journal of Chemical Research, 2006, # 1, p. 29 - 31
[4] Phosphorus, Sulfur and Silicon and the Related Elements, 2008, vol. 183, # 1, p. 168 - 177
[5] Journal of the Chinese Chemical Society, 2008, vol. 55, # 5, p. 943 - 946

2-Nitrobenzyl alcohol

Chemical Properties

Safety Information

MSDS

Usage And Synthesis

Preparation Products And Raw materials

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