4-Nitrobenzyl alcohol Chemical Properties

Melting point:

92-94 °C(lit.)

Boiling point:

185 °C12 mm Hg(lit.)

Density 

1.3585 (rough estimate)

refractive index 

1.5030 (estimate)

Flash point:

180 °C

storage temp. 

Sealed in dry,Room Temperature

solubility 

2g/l

pka

13.61±0.10(Predicted)

form 

Crystalline Powder

color 

Yellow

Water Solubility 

Soluble in water (2 mg/ml at 20°C).

BRN 

1424026

Dielectric constant

22.0（20℃）

InChIKey

JKTYGPATCNUWKN-UHFFFAOYSA-N

CAS DataBase Reference

619-73-8(CAS DataBase Reference)

NIST Chemistry Reference

4-NO2-C6H4CH2OH(619-73-8)

EPA Substance Registry System

Benzenemethanol, 4-nitro- (619-73-8)

Safety Information

Hazard Codes 

Xi,C,F,Xn

Risk Statements 

36/37/38-34-11-22

Safety Statements 

22-24/25-36/37/39-26-45-16

WGK Germany 

3

RTECS 

DP0657100

F 

8

Hazard Note 

Irritant

TSCA 

Yes

HS Code 

29062900

MSDS

• Language:English Provider:p-Nitrobenzyl alcohol
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

4-Nitrobenzyl alcohol Usage And Synthesis

Chemical Properties

white to light yellow crystal powde

Uses

4-nitrobenzyl alcohol is used as the sole source of carbon and nitrogen to study the pathway for the catabolism of 4-nitrotoluene by Pseudomonas.

Uses

4-Nitrobenzenemethanol is a potential building block in the synthesis of various pharmaceuticals.

Definition

ChEBI: 4-nitrobenzyl alcohol is a member of the class of benzyl alcohols that is benzyl alcohol substituted at the para-position by a nitro group. It has a role as a xenobiotic metabolite. It is a member of benzyl alcohols and a C-nitro compound.

Reactions

4-Nitrobenzyl alcohol (200 mmol) was hydrogenated over 1.0 g 10% palladium on carbon (50% water) in 500 ml methyl t-butyl ether.

Synthesis Reference(s)

Organic Syntheses, Coll. Vol. 3, p. 652, 1955
The Journal of Organic Chemistry, 55, p. 2968, 1990 DOI: 10.1021/jo00296a078
Tetrahedron Letters, 19, p. 4985, 1978

Synthesis

The synthesis method takes p-nitrobenzyl chloride (or bromine) as a raw material and water as a solvent, and obtains a white product, i.e. the 4-Nitrobenzyl alcohol through heating hydrolysis, cooling crystallization under the catalysis of imidazole type ionic liquid.

Purification Methods

Crystallise the alcohol from EtOH and sublime it in vacuo. Purity should be at least 99.5%. Sublimed samples should be stored in the dark over anhydrous CaSO4 (Drierite). If the IR contains OH bands, then the sample should be resublimed before use. [Mohammed & Kosower J Am Chem Soc 93 2709 1979, Beilstein 6 IV 2611.]

4-Nitrobenzyl alcohol(619-73-8)Related Product Information

• p-Nitrophenylacetonitrile
• 4-Nitrophenylacetic acid
• Ethyl acetate
• 4-Nitrobenzoic acid
• 4-Nitrobenzeneethanol
• 4-Nitrobenzonitrile
• 4-Nitrobenzaldehyde
• 4-Hydroxybenzoic acid
• 3-(4-Hydroxyphenyl)propionic acid
• 4-Bromomethylbenzoic acid
• 4'-Hydroxyacetophenone
• 4-Formylbenzoic acid
• 4-Hydroxycinnamic acid
• 4-Ethoxybenzoic acid
• 4-Nitrobenzophenone
• 4-Nitroacetophenone
• 4-Nitrobenzylamine hydrochloride
• 4-Nitrophthalic acid