Hexamethyleneimine Chemical Properties

Melting point:

-37°C

Boiling point:

138 °C749 mm Hg(lit.)

Density 

0.88 g/mL at 25 °C(lit.)

vapor pressure 

7.4 mm Hg ( 21.1 °C)

refractive index 

n20/D 1.466(lit.)

Flash point:

65 °F

storage temp. 

Poison room

form 

Liquid

pka

pK1:11.07 (25°C)

color 

Clear colorless to light yellow

Odor

Ammonia-like.

explosive limit

1.6-9.9%(V)

Water Solubility 

soluble

BRN 

1084

LogP

1.7

CAS DataBase Reference

111-49-9(CAS DataBase Reference)

NIST Chemistry Reference

1H-Azepine, hexahydro-(111-49-9)

EPA Substance Registry System

1H-Azepine, hexahydro- (111-49-9)

Safety Information

Hazard Codes 

T,T+,F

Risk Statements 

10-20-25-34-28-11

Safety Statements 

26-36/37/39-45-28A-16-1

RIDADR 

UN 2493 3/PG 2

WGK Germany 

3

RTECS 

CM3150000

Autoignition Temperature

255 °C

TSCA 

Yes

HS Code 

2933 99 80

HazardClass 

3

PackingGroup 

II

Hazardous Substances Data

111-49-9(Hazardous Substances Data)

Toxicity

LD50 orally in Rabbit: 410 mg/kg

MSDS

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

Hexamethyleneimine Usage And Synthesis

Chemical Properties

clear colorless to light yellow liquid

Uses

A degradation product of herbicide Molinate in pot soil and rice plants.

Uses

Hexamethyleneimine is used as a pharmaceutical product and raw material for rubber products. It is also used as a intermediate for agrochemicals, zeolites, dyes , inks, rubber chemicals, textile chemicals, corrosion inhibitors, ore flotation.

Definition

ChEBI: An azacycloalkane that is cycloheptane in which one of the carbon atoms is replaced by a nitrogen atom.

General Description

A colorless liquid with an ammonia-like odor. Flash point 65°F. Toxic by ingestion. Corrosive to metals and tissue. Combustion produces toxic oxides of nitrogen.

Air & Water Reactions

Highly flammable. Soluble in water.

Reactivity Profile

Hexamethyleneimine neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated in combination with strong reducing agents, such as hydrides.

Hazard

Toxic by ingestion, strong irritant to tissue.

Health Hazard

Inhalation of vapor irritates respiratory tract; high concentrations may cause disturbance of the central nervous system. Ingestion causes burns of mouth and stomach. Contact with concentrated vapor may cause severe eye injury. Contact with liquid causes burns of eyes and skin.

Flammability and Explosibility

Highlyflammable

Chemical Reactivity

Reactivity with Water No reaction; Reactivity with Common Materials: No reactions; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.

Purification Methods

Purify azepane by dissolving in Et2O and adding ethanolic HCl until all the base separates as the white hydrochloride, filter, wash with Et2O and dry it (m 236o). The salt is dissolved in the minimum volume of H2O and basified to pH ~ 14 with 10N KOH. The solution is extracted with Et2O, the extract is dried over KOH, evaporated and distilled. The free base is a FLAMMABLE and TOXIC liquid, and best kept as the salt. The nitrate has m 120-123o, the picrate has m 145-147o, and the tosylate has m 76.5o (ligroin). [Müller & Sauerwald Monatsh Chem 48 727 1027, Hjelt & Agback Acta Chem Scand 18 194 1964, Beilstein 20 II 1406, 20 III/IV 1406, 20/4 V 3.]

Hexamethyleneimine(111-49-9)Related Product Information

• N-Acetylcaprolactam
• D-alpha-Amino-epsilon-caprolactam
• Hexamethyleneimine
• Polyethylenimine
• Hexamethylene Diisocyanate
• Cyclohexylamine
• Dimethyl sulfoxide
• DROPERIDOL
• Actidione
• Imipenem
• DIALIFOS
• Hexamethylenetetramine
• 1-[(2-Chlorophenyl)-N-(methylimino)methyl]cyclopentanol hydrochloride
• Diphenoxylate
• Methylene Blue trihydrate
• Cyclohexanone
• Haloperidol
• Triacetonediamine