4,5-DIMETHOXY-2-NITROBENZYL ALCOHOL
- Product Name
- 4,5-DIMETHOXY-2-NITROBENZYL ALCOHOL
- CAS No.
- 1016-58-6
- Chemical Name
- 4,5-DIMETHOXY-2-NITROBENZYL ALCOHOL
- Synonyms
- (4,5-Dimethoxy-2-nitro-phenyl)-methanol;TIMTEC-BB SBB009964;RARECHEM AL BD 0187;LABOTEST-BB LT00847721;6-NITROVERATRYL ALCOHOL;4,5-Dimethoxy-2-nitrobenzyL;6-NITROVERATRYL ALCOHOL 98+%;2-Nitro-4,5-dimethoxybenzyl alcohol;4,5-DIMETHOXY-2-NITROBENZYL ALCOHOL;4,5-Dimethoxy-2-nitrobenzenemethanol
- CBNumber
- CB9392243
- Molecular Formula
- C9H11NO5
- Formula Weight
- 213.19
- MOL File
- 1016-58-6.mol
4,5-DIMETHOXY-2-NITROBENZYL ALCOHOL Property
- Melting point:
- 145-148 °C (lit.)
- Boiling point:
- 383.9±37.0 °C(Predicted)
- Density
- 1.307±0.06 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- form
- powder to crystal
- pka
- 13.59±0.10(Predicted)
- color
- White to Yellow to Green
- Water Solubility
- Soluble in water.
- λmax
- 400nm(CH3CN)(lit.)
- Sensitive
- Light Sensitive
- BRN
- 1880093
- CAS DataBase Reference
- 1016-58-6(CAS DataBase Reference)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 392847
- Product name
- 4,5-Dimethoxy-2-nitrobenzyl alcohol
- Purity
- 98%
- Packaging
- 10g
- Price
- $373.35
- Updated
- 2025/07/31
- Product number
- D4811
- Product name
- 4,5-Dimethoxy-2-nitrobenzyl Alcohol
- Purity
- >98.0%(GC)
- Packaging
- 1g
- Price
- $59
- Updated
- 2025/07/31
- Product number
- D4811
- Product name
- 4,5-Dimethoxy-2-nitrobenzyl Alcohol
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $178
- Updated
- 2025/07/31
- Product number
- D470698
- Product name
- 4,5-Dimethoxy-2-nitrobenzyl Alcohol
- Packaging
- 50mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- D470698
- Product name
- 4,5-Dimethoxy-2-nitrobenzyl Alcohol
- Packaging
- 500mg
- Price
- $75
- Updated
- 2021/12/16
4,5-DIMETHOXY-2-NITROBENZYL ALCOHOL Chemical Properties,Usage,Production
Chemical Properties
white to light yellow crystal powde
Uses
4,5-Dimethoxy-2-nitrobenzyl alcohol, is used as Reagent for the protection of alcohols, etc., as ethers which can be cleaved by photolysis involving intramolecular rearrangement to derivatives of o-nitrosobenzaldehyde, which are readily cleaved by hydrolysis. It is also used as photochemical protecting groups in organic synthesis. It is also used as a pharmaceutical intermediate.
Uses
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
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).
Synthesis
20357-25-9
1016-58-6
Step (a): sodium borohydride (7.6 g, 199 mmol) was slowly added to a solution of 4,5-dimethoxy-2-nitrobenzaldehyde (20.0 g, 95 mmol) in a solvent mixture of methanol/dichloromethane (800 mL; 3:1) at 0 °C. The reaction mixture was stirred at room temperature overnight before the reaction was quenched by the addition of water. The organic layer was separated, washed sequentially with water and brine, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. Purification by silica gel column chromatography (dichloromethane as eluent) afforded the pure product 4,5-dimethoxy-2-nitrobenzyl alcohol (19.7 g, 92 mmol) as a yellow solid in 99% yield.
References
[1] European Journal of Medicinal Chemistry, 2016, vol. 115, p. 453 - 462
[2] Journal of Organic Chemistry, 1998, vol. 63, # 8, p. 2434 - 2441
[3] Tetrahedron, 1997, vol. 53, # 39, p. 13449 - 13472
[4] Journal of Organic Chemistry, 2002, vol. 67, # 16, p. 5567 - 5577
[5] Chemical Communications, 2017, vol. 53, # 68, p. 9470 - 9473
4,5-DIMETHOXY-2-NITROBENZYL ALCOHOL Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 4,5-DIMETHOXY-2-NITROBENZYL ALCOHOL manufacturers
- Product
- 4,5-DIMETHOXY-2-NITROBENZYL ALCOHOL 1016-58-6
- Price
- US $10.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10 mt
- Release date
- 2024-11-06
- Product
- 4,5-DIMETHOXY-2-NITROBENZYL ALCOHOL 1016-58-6
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 50000KG/month
- Release date
- 2023-07-04
- Product
- 4,5-DIMETHOXY-2-NITROBENZYL ALCOHOL 1016-58-6
- Price
- US $50.00/kg
- Min. Order
- 1kg
- Purity
- 99.9%
- Supply Ability
- 10000MT
- Release date
- 2023-08-10