• USA Home
  • 392847 - 4,5-Dimethoxy-2-nitrobenzyl alcohol

EMAIL THIS PAGE TO A FRIEND
392847 Sigma-Aldrich

4,5-Dimethoxy-2-nitrobenzyl alcohol

98%

Synonym: 6-Nitroveratryl alcohol

  • CAS Number 1016-58-6

  • Linear Formula O2NC6H2(OCH3)2CH2OH

  • Molecular Weight 213.19

  •  Beilstein/REAXYS Number 1880093

  •  EC Number 213-806-4

  •  MDL number MFCD00014701

  •  PubChem Substance ID 24864489

  •  NACRES NA.22

Purchase

Properties

Related Categories Alcohols, Building Blocks, C9 to C10, Chemical Synthesis, Organic Building Blocks,
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

Packaging

10 g in glass bottle

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

Please Enter a Lot Number
Protocols & Articles
Peer-Reviewed Papers
15

References

Related Products

Technical Service:

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Bulk Ordering & Pricing:

Need larger quantities for your development, manufacturing or research applications?