392847

4,5-Dimethoxy-2-nitrobenzyl alcohol

98%

• Synonym(s): 6-Nitroveratryl alcohol
• Linear Formula: O₂NC₆H₂(OCH₃)₂CH₂OH
• CAS Number: 1016-58-6
• Molecular Weight: 213.19
• Beilstein/REAXYS Number: 1880093
• EC Number: 213-806-4
• MDL number: MFCD00014701
• UNSPSC Code: 12352100
• PubChem Substance ID: 24864489
• NACRES: NA.22

Properties

• assay: 98%
• mp: 145-148 °C (lit.)
• SMILES string: COc1cc(CO)c(cc1OC)[N+]([O-])=O
• InChI: 1S/C9H11NO5/c1-14-8-3-6(5-11)7(10(12)13)4-9(8)15-2/h3-4,11H,5H2,1-2H3
• InChI key: WBSCOJBVYHQOFB-UHFFFAOYSA-N

Description

General description

4,5-Dimethoxy-2-nitrobenzyl alcohol (6-Nitroveratryl Alcohol) is 2-nitrobenzyl alcohol derivative. It has been reported to be one of the oxidation products of veratryl (3,4-dimethoxybenzyl) alcohol by lignin peroxidase (isolated from Phanerochaete chrysosporium).

Application

4,5-Dimethoxy-2-nitrobenzyl alcohol (6-nitroveratryl alcohol) is suitable reagent used in the synthesis of 4,5-dimethoxy-2-nitrobenzyl methacrylate, a photolabile monomer and 2-(4-((4-(4,5-dimethoxy-2-nitrobenzyloxy)phenyl)cyclohexylidene)methyl)phenoxy)-N,N-dimethylethanamine, a caged cyclofen-OH ligand.

It may be used in the synthesis of the following:

• 1-[[(chlorocarbonyl)oxy]methyl]-4,5-dimethoxy-2-nitrobenzene
• bis(4,5-dimethoxy-2-nitrophenyl)ethylene glycol, a photolabile protecting group
• optically-sensitive monomer
• nitroveratryl (NV) protected α-hydroxyacetic acid (αG) (NV-αG-OH), required in the preparation of nitroveratryl (NV) protected cyanomethyl (CM) ester of α-hydroxyacetic acid (αG) (NV-αG-CM)
• 4,5-dimethoxy-2-nitrobenzyl p-nitro-phenylcarbonate
• 6-nitroveratryloxycarbonyl chloride (NVOCCl), a reagent used in the protection of amino function in amino sugars

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)