4-Nitrobenzaldehyde

Synonym(s):4-Nitrobenzaldehyde

CAS NO.：555-16-8
Empirical Formula: C7H5NO3
Molecular Weight: 151.12
MDL number: MFCD00007346
EINECS: 209-084-5
SAFETY DATA SHEET (SDS)
Update Date: 2025-03-03 14:10:04

What is 4-Nitrobenzaldehyde?

Chemical properties

YELLOW TO BROWN CRYSTALLINE POWDER

The Uses of 4-Nitrobenzaldehyde

4-Nitrobenzaldehyde is a benzaldehyde with a nitro group in the para position. It is used as a reagent in decarboxylative aldol reactions catalyzed by lipases and proteases in organic co-solvent mixtures. It was also used in the preparation of homoallylic alcohols. It was used to develop and evaluate a series of tripeptide organocatalysts.

Definition

ChEBI: 4-nitrobenzaldehyde is a C-nitro compound that is benzaldehyde substituted at the para-position with a nitro group. It is a C-nitro compound and a member of benzaldehydes.

Synthesis Reference(s)

Journal of the American Chemical Society, 78, p. 252, 1956 DOI: 10.1021/ja01582a072
Tetrahedron Letters, 28, p. 4285, 1987 DOI: 10.1016/S0040-4039(00)96486-4

Description

4-Nitrobenzaldehyde is an organic aromatic compound containing a nitro group para-substituted to an aldehyde. This compound is a compound that exhibits high self-heating rates and can reach pressures exceeding 170 bar during decomposition.

Purification Methods

Purify it as for m-nitrobenzaldehyde above. [Beilstein 7 IV 589.]

Properties of 4-Nitrobenzaldehyde

Melting point:	103-106 °C(lit.)
Boiling point:	273.1°C (rough estimate)
Density	1,496 g/cm³
refractive index	1.5800 (estimate)
storage temp.	Store below +30°C.
solubility	2.34g/l
form	Crystalline Powder
color	Yellow to brown
Odor	Odorless
Water Solubility	Soluble in water, ethanol, benzene, glacial acetic acid. Slightly soluble in ether.
Sensitive	Air Sensitive
Merck	14,6587
BRN	386796
CAS DataBase Reference	555-16-8(CAS DataBase Reference)
NIST Chemistry Reference	Benzaldehyde, 4-nitro-(555-16-8)
EPA Substance Registry System	Benzaldehyde, 4-nitro- (555-16-8)

Safety information for 4-Nitrobenzaldehyde

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H317:Sensitisation, Skin H319:Serious eye damage/eye irritation
Precautionary Statement Codes	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.