3- nitrobenzyl alcohol

02NC6H4CH(0H)CH20H. The acetals are removed in excellent yield by irradiation at 350 nm in benzene (eq 3).  

Physical Data mp 70-72 °C bp 270 °C. The thermal stability of nitrobenzyl alcohols has been examined. Its conformation in solution has been studied using 0 NMR and NMR analysis. 

Handling, Storage, and Precautions light-sensitive. Harmful if swallowed or inhaled. 

Mechanism of Action. Under photolysis, acidic, and electron bombardment conditions, the transformation of o-nitrobenzyl alcohol or its derivatives involves an internal redox reaction sequence followed by liberation of the deprotected alcohol or amine (eq 1). Analogously, the photorearrangement of esters of o-NBA, obtained through its reaction with acid chlorides or anhydrides, also induces an internal redox reaction (eq 2). 

Protection of Ketones and Aldehydes. o-NBA serves as a photoremovable protective group for aldehydes and ketones. Bis-acetals are prepared in a high-yield exchange reaction, except with hindered ketones for which it is necessary to employ the diol o- 

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Nitrobenzyl alcohol [619-73-8] M 153.1, m 93 . Crystd from EtOH and sublimed in a vacuum. Purity should be at least 99.5%. Sublimed samples should be stored in the dark over anhydrous CaSOa (Drierite). It the IR contains OH bands then the sample should be resublimed before use. [Mohammed and Kosower J Am Chem Soc 93 2709 1979.]... 

The degradation of 4-nitrotoluene by Pseudomonas sp. takes place by oxidation to 4-nitrobenzoate via 4-nitrobenzyl alcohol and 4-nitrobenzaldehyde (Haigler and Spain 1993 Rhys-Williams et al. 1993 James and Williams 1998). 

Nitrobenzyl alcohol, 2771 2-Nitrobenzyl bromide, 2710 2-Nitrobenzyl chloride, 2713 4-Nitrobenzyl chloride, 2714 See other benzyl compounds... 

Fremy s salt, which is frequently employed in a wide range of oxidation reactions [l], has been shown to selectively oxidize benzylic alcohols in preference to saturated and allylic alcohols [2], Yields are generally >95%, except for 4-nitrobenzyl alcohol. Under the normal reaction conditions, saturated primary alcohols are not... 

S.Reich et al,Ber 45,3058(1912) 5)G.Williams D.J.ClarkJCS 1956,1304 CA 50,l6697(Ester-ification of 2,4-nitrobenzyl alcohol with aq sulfuric acid)... 

Nitrobenzyl alcohol, 2767 2-Nitrobenzyl bromide, 2706 2-Nitrobenzyl chloride, 2710a... 

Chloro-5-nitrobenzyl alcohol, 2711 2,6-Dinitrobenzyl bromide, 2668 4-Nitrobenzyl alcohol, 2767... 

To a suspension of 2-amino-4-nitrobenzyl alcohol (0.5 g) dissolved in 15 ml of 1 1 concentrated HCl/water at —50°C was added sodium nitrite (0.24 g) in 2.5 ml water at such a rate the temperature did not rise above 0° C, and then added to a solution of sodium acetate (0.2 g in 10 ml water). The resulting solid was isolated in 78% yield as a brown powder. H-NMH data supplied. 

Nitrobenzyl alcohol (200 mmol) was hydrogenated over 1.0 g 10% palladium on carbon (50% water) in 500 ml methyl t-butyl ether. After absorption of hydrogen was completed the catalyst was removed by filtration and phenyl isocyanate (200 mmol) added to the filtrate at 15 °C over 30 minutes. The product was isolated by filtration in 89% yield. 

C8H9BrO 4-bromo-a-methylbenzyi alcohol 5391-88-8 25.00 1.4600 1 13759 C8H9N03 3-methyl-4-nitrobenzyl alcohol 80866-75-7 38.00 1.1820 2... 

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