5-Nitrovanillin

Synonym(s):4-Hydroxy-3-methoxy-5-nitrobenzaldehyde

CAS NO.：6635-20-7
Empirical Formula: C8H7NO5
Molecular Weight: 197.14
MDL number: MFCD00007118
EINECS: 229-633-2
SAFETY DATA SHEET (SDS)
Update Date: 2024-08-13 12:20:35

What is 5-Nitrovanillin?

Chemical properties

yellow-green fine crystalline powder

The Uses of 5-Nitrovanillin

5-Nitrovanillin is a reagent used in the synthesis of feruloyl and caffeoyl which have antitumor properties.

Definition

ChEBI: 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 Explosibility

Non flammable

Purification Methods

It 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.]

Properties of 5-Nitrovanillin

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)
Flash point:	97℃
storage temp.	Inert atmosphere,2-8°C
solubility	2.1g/L in organic solvents at 20 ℃
form	powder to crystal
pka	4.97±0.38(Predicted)
color	Yellow to Brown to Dark green
Water Solubility	700mg/L at 23℃
Sensitive	Air Sensitive
BRN	1973746
CAS DataBase Reference	6635-20-7(CAS DataBase Reference)
EPA Substance Registry System	5-Nitrovanillin (6635-20-7)

Safety information for 5-Nitrovanillin

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation
Precautionary Statement Codes	P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P332+P313:IF SKIN irritation occurs: Get medical advice/attention. P337+P313:IF eye irritation persists: Get medical advice/attention.