ChemicalBook Product Catalog Chemical Reagents Organic reagents Nitro compounds 5-Nitrovanillin

5-Nitrovanillin

5-Nitrovanillin Basic information
Product Name:5-Nitrovanillin
Synonyms:5-Nitrovanillin,99%;5-NITRO VANILLIN/5-NITRO-4-HYDROXY -3-METHOXY/BENZALDEHYDE;5-Nitrovanillin 97%;3-METHOXY-4-HYDROXY-5-NITROBENZALDEHYDE;4-Hydroxy-3-methoxy-5-nitrobenzaldehyde for synthesis;AURORA 13227;ASISCHEM R40895;4-HYDROXY-5-NITRO-3-ANISALDEHYDE
CAS:6635-20-7
MF:C8H7NO5
MW:197.14
EINECS:229-633-2
Product Categories:Pharmaceutical intermediates;Aldehydes;Building Blocks;C8;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks;Pharmaceutical Raw Materials;Aromatic Aldehydes & Derivatives (substituted);Benzaldehyde
Mol File:6635-20-7.mol
5-Nitrovanillin Structure
5-Nitrovanillin Chemical Properties
Melting point 172-175 °C (lit.)
Boiling point 334.23°C (rough estimate)
density 1.5023 (rough estimate)
vapor pressure 0.001Pa at 25℃
refractive index 1.5700 (estimate)
Fp 97℃
storage temp. Inert atmosphere,2-8°C
solubility 2.1g/L in organic solvents at 20 ℃
form powder to crystal
pka4.97±0.38(Predicted)
color Yellow to Brown to Dark green
Water Solubility 700mg/L at 23℃
Sensitive Air Sensitive
BRN 1973746
LogP0.301 at 23℃
CAS DataBase Reference6635-20-7(CAS DataBase Reference)
EPA Substance Registry System5-Nitrovanillin (6635-20-7)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36-24/25
WGK Germany 3
HS Code 29130000
MSDS Information
ProviderLanguage
5-Nitrovanillin English
SigmaAldrich English
ACROS English
ALFA English
5-Nitrovanillin Usage And Synthesis
Chemical Propertiesyellow-green fine crystalline powder
Uses5-Nitrovanillin is a reagent used in the synthesis of feruloyl and caffeoyl which have antitumor properties.
DefinitionChEBI: A member of the class of benzaldehydes that is vanillin in which the hydrogen ortho- to the hydroxy group is substituted by a nitro group.
Flammability and ExplosibilityNonflammable
Purification MethodsIt forms yellow plates from AcOH and needles from EtOH [Slotta & Szyszke Chem Ber 68 184 1935]. With diazomethane, 5-nitro-3,4-dimethoxyacetophenone is formed [Brady & Manjunath J Chem Soc 125 1067 1924]. The methyl ether crystallises from EtOAc or AcOH, m 88o, 90-91o, and the phenylhydrazone has m 108-110o (from aqueous EtOH). [Finger & Schott J Prakt Chem [2] 115 288 1927.] The oxime has m 216o (from EtOH or AcOH), and the oxime acetate has m 147o (from aqueous EtOH) [Vogel Monatsh Chem 20 384 1899, Brady & Dunn J Chem Soc 107 1861 1915]. [Beilstein 8 III 2064.]
5-Nitrovanillin Preparation Products And Raw materials
Preparation Products3,4-DIMETHOXY-5-NITRO-BENZALDEHYDE-->3-Amino-4-hydroxy-5-methoxy-benzaldehyde-->3-Benzyloxy-4-hydroxy-5-nitro-benzaldehyde
AKOS 201-11 3-METHOXY-5-NITRO-4-(PYRIDIN-4-YLMETHOXY)BENZALDEHYDE CHEMBRDG-BB 6755049 3-METHOXY-5-NITRO-4-(PYRIDIN-2-YLMETHOXY)BENZALDEHYDE N-ETHYL-2-(4-FORMYL-2-METHOXY-6-NITROPHENOXY)ACETAMIDE 4-Hydroxy-3-methoxy-5-nitrobenzaldehyde(5-Nitrovanillin) RARECHEM AL BE 0173 3-METHOXY-5-NITRO-4-(1,3-THIAZOL-4-YLMETHOXY)BENZALDEHYDE AKOS B028931 3,4-DIMETHOXY-5-NITRO-BENZALDEHYDE 2-(4-FORMYL-2-METHOXY-6-NITROPHENOXY)-N-PROP-2-YNYLACETAMIDE CHEMBRDG-BB 6766958 3,4-DIMETHOXY-5-NITRO-BENZOIC ACID 3-ETHOXY-4-HYDROXY-5-NITROBENZALDEHYDE 3-METHOXY-5-NITRO-4-(PYRIDIN-3-YLMETHOXY)BENZALDEHYDE RARECHEM AL BF 0173 SALOR-INT L170909-1EA RARECHEM AL BI 0173
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