NITROCYCLOPENTANE Chemical Properties

Melting point:

143-144 °C

Boiling point:

180 °C (lit.)

Density 

1.086 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.454(lit.)

Flash point:

153 °F

pka

8.46±0.20(Predicted)

form 

liquid

BRN 

907079

CAS DataBase Reference

2562-38-1

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39

RIDADR 

2810

WGK Germany 

3

RTECS 

GY4657500

HazardClass 

6.1

PackingGroup 

III

HS Code 

29042000

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

NITROCYCLOPENTANE Usage And Synthesis

Application

Nitroalkanes are primarily used as raw materials for organic synthesis, solvents, and explosives, and can produce nearly 2,000 derivatives. Their applications span various sectors of the national economy, including pharmaceuticals, pesticides, explosives, dyes, reagents, solvents, surfactants, extractants, emulsifiers, and lubricants. The condensation of nitroalkanes with aldehydes, followed by reduction, yields many versatile amino alcohols, representing one of the most valuable industrial applications of nitroalkanes.

Chemical Properties

Clear pale yellow liquid

Preparation

Bromocyclopentane (22.0 g, 0.15 mol) was added to a soln of NaNO2 (18 g, 0.26 mol) in dry DMSO (100 mL) at 15 ℃ and the mixture was stirred at this temperature for 3 h. The mixture was poured into ice water (250 mL) and extracted with petroleum ether (bp 35-37 ℃; 4 × 50 mL). The combined organic extracts were washed with H2O (4× 50 mL), dried (MgSO4), and concentrated under reduced pressure. The residue was distilled to give Nitrocyclopentane; yield: 9.9 g (58%); bp 62 ℃/8 Torr; nD/20 1.4538.

Synthesis of Nitrocyclopentane

Synthesis Reference(s)

Tetrahedron Letters, 21, p. 1117, 1980 DOI: 10.1016/S0040-4039(01)83928-9

General Description

Nitrocyclopentane, a secondary nitroalkane, was examined for its ability to induce DNA repair in rat hepatocytes. The nitronate of nitrocyclopentane was mutagenic in Salmonella strains TA100 and TA102.

NITROCYCLOPENTANE(2562-38-1)Related Product Information

• (NITROMETHYL)BENZENE
• Amylamine
• N-Isopropylhydroxylamine
• Allylamine hydrochloride
• Propylamine
• 2-Nitropropane
• 1-Nitropropane
• 3-Aminopentane
• Nitromethane
• HYDROXYLAMINE
• 1-NITROBUTANE
• Cyclopentane
• sec-Butylamine
• 2-Nitrobutane
• 2-AMINOPENTANE
• Nitroethane
• (R)-(-)-2-Aminobutane
• Ammonium hydroxide