ChemicalBook Product Catalog Organic Chemistry Amides Acyclic polyamines and their derivatives Pentaethylenehexamine

Pentaethylenehexamine

Product NamePentaethylenehexamine
CAS4067-16-7
MFC10H28N6
MW232.37
EINECS223-775-9
MOL File4067-16-7.mol

Chemical Properties

Melting point	-35 °C
Boiling point	380 °C
Density	0.95 g/mL at 25 °C (lit.)
vapor pressure	<1 hPa (20 °C)
refractive index	n20/D 1.5096(lit.)
Flash point	>230 °F
storage temp.	Store below +30°C.
solubility	water: soluble500g/L at 20°C
pka	10.07±0.19(Predicted)
form	Liquid
color	Clear yellow
PH	11 (10g/l, H2O)
Water Solubility	water: soluble 500g/L at20°C
BRN	1768042
Stability	Stable. Incompatible with strong oxidizing agents, strong acids.
InChI	1S/C10H28N6/c11-1-3-13-5-7-15-9-10-16-8-6-14-4-2-12/h13-16H,1-12H2
InChIKey	LSHROXHEILXKHM-UHFFFAOYSA-N
SMILES	N(CCNCCNCCN)CCNCCN
CAS DataBase Reference	4067-16-7(CAS DataBase Reference)
EPA Substance Registry System	Pentaethylenehexamine (4067-16-7)

Safety Information

Hazard Codes	C,N
Risk Statements	34-43-50/53-21/22
Safety Statements	26-36/37/39-45-60-61
RIDADR	UN 2735 8/PG 3
WGK Germany	2
RTECS	RZ2680000
Autoignition Temperature	360 °C
TSCA	TSCA listed
HazardClass	8
PackingGroup	III
HS Code	29211999
Storage Class	8A - Combustible, corrosive hazardous materials
Hazard Classifications	Aquatic Acute 1 Aquatic Chronic 1 Eye Dam. 1 Skin Corr. 1B Skin Sens. 1
Toxicity	LD50 orl-rat: 1600 mg/kg 37ASAA 7,580,79

MSDS

Provider	Language
ACROS	English
SigmaAldrich	English

Usage And Synthesis

Chemical Properties

dark yellow-green liquid

Uses

5.Pentaethylenehexamine has been used in the preparation of:

polyisobutylene succinimide (PIBSI) dispersants, used as engine oil-additives
poly(glycidyl methacrylate) (P(GMA)) homopolymers
poly(amidoamine)s

General Description

Yellowish liquid with an odor of ammonia.

Air & Water Reactions

Water soluble.

Reactivity Profile

PENTAETHYLENEHEXAMINE 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 may be generated in combination with strong reducing agents, such as hydrides.

Health Hazard

Contact with eyes can cause slight to moderate irritation and possible burns. May cause transient fogging of the eyes as a result of corneal edema, which is reversible. May cause moderate skin irritation or allergic skin reaction with symptoms of redness, itching, swelling, or rash. Vapors may irritate the eyes, nose, throat, and respiratory tract. May cause coughing, headache, nausea and vomiting. If swallowed, may cause nausea, vomiting and abdominal pain. May cause burns of the mouth, throat, esophagus, and stomach.

Safety Profile

Moderately toxic by ingestion. Mutation data reported. Whenheated to decomposition it emits toxic fumes of NOx.

Purification Methods

Fractionally distil it twice at 10-20mm, the fraction boiling at 220-250o being collected. It can be further purified via the hydrochloride. Its solution in MeOH (40mL of base in 250mL) is cooled in an ice-bath and conc HCl (~50mL) is added dropwise with stirring. The precipitated hydrochloride is filtered off, washed with Me2CO, and Et2O, then dried in a vacuum desiccator. The free base is then obtained by basification, extraction into Et2O, drying (NaOH), filtering, evaporating and distilling the residue as before. It forms a Cu complex [Cu(C10H28N6)]2+. [Jonassen et al. J Am Chem Soc 79 4279 1957, Beilstein 4 IV 1245.]

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