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Thermo Scientific Chemicals
4,5-Dimethoxy-2-nitrobenzyl alcohol, 98%
CAS: 1016-58-6 | C9H11NO5 | 213.189 g/mol
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化學識別
CAS1016-58-6
IUPAC Name(4,5-dimethoxy-2-nitrophenyl)methanol
Molecular FormulaC9H11NO5
InChI KeyWBSCOJBVYHQOFB-UHFFFAOYSA-N
SMILESCOC1=CC(CO)=C(C=C1OC)[N+]([O-])=O
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規格
規格表
規格表Melting Point (clear melt)144-151?C
Appearance (Color)White to cream to yellow to orange
FormCrystals or powder or crystalline powder
Assay (GC)≥97.5%
Identification (FTIR)Conforms
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.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
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.
Solubility
Soluble in water.
Notes
Light Sensitive. Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Keep away from oxidizing agents. Stable under recommended storage conditions.
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.
Solubility
Soluble in water.
Notes
Light Sensitive. Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Keep away from oxidizing agents. Stable under recommended storage conditions.
RUO – Research Use Only
General References:
- S Kantevari.; CV Narasimhaji.; HB Mereyala. Bis (4, 5-dimethoxy-2-nitrophenyl) ethylene glycol: a new and efficient photolabile protecting group for aldehydes and ketones. Tetrahedron. 200561,(24) , 5849-5854.
- H Zhao.; ES Sterner.; EB Coughlin.; P Theato. o-Nitrobenzyl alcohol derivatives: opportunities in polymer and materials science. Macromolecules. 201245,(4) , 1723-1736.
- 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: J. Am. Chem. Soc., 92, 6333 (1970); J. Org. Chem., 37, 2281, 2285 (1972).
- For reviews of photochemical protecting groups in organic synthesis, see: Synthesis, 1 (1980); Org. Photochem., 9, 225 (1987).