PENTAETHYLENEHEXAMINE

PENTAETHYLENEHEXAMINE Basic information
Product Name:PENTAETHYLENEHEXAMINE
Synonyms:PENTAETHYLENEHEXAMINE;N1,N1'-(ethane-1,2-diyl)bis(N2-(2-aMinoethyl)ethane-1,2-diaMine);PentaethylenehexaMine technical grade;bis(N2-(2-aminoethyl);3,6,9,12-TETRAAZATETRADECANE-1,14-DIAMINE;3,6,9,12-tetraazatetradecamethylenediamine;Pentaethylenehexamide;PENTAETHYLENEHEXAMINE, TECH.
CAS:4067-16-7
MF:C10H28N6
MW:232.37
EINECS:223-775-9
Product Categories:Building Blocks;Chemical Synthesis;Nitrogen Compounds;Organic Building Blocks;Polyamines
Mol File:4067-16-7.mol
PENTAETHYLENEHEXAMINE Structure
PENTAETHYLENEHEXAMINE 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.)
Fp >230 °F
storage temp. Store below +30°C.
solubility water: soluble500g/L at 20°C
pka10.07±0.19(Predicted)
form Liquid
color Clear yellow
PH11 (10g/l, H2O)
BRN 1768042
Stability:Stable. Incompatible with strong oxidizing agents, strong acids.
CAS DataBase Reference4067-16-7(CAS DataBase Reference)
EPA Substance Registry SystemPentaethylenehexamine (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 Temperature360 °C
HazardClass 8
PackingGroup III
HS Code 29211999
ToxicityLD50 orl-rat: 1600 mg/kg 37ASAA 7,580,79
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
PENTAETHYLENEHEXAMINE Usage And Synthesis
Chemical Propertiesdark yellow-green liquid
Uses5.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 DescriptionYellowish liquid with an odor of ammonia.
Air & Water ReactionsWater soluble.
Reactivity ProfilePENTAETHYLENEHEXAMINE 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 HazardContact 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 ProfileModerately toxic by ingestion. Mutation data reported. Whenheated to decomposition it emits toxic fumes of NOx.
Purification MethodsFractionally 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.]
PENTAETHYLENEHEXAMINE Preparation Products And Raw materials
ADRENOCORTICOTROPIC HORMONE, FRAGMENT 11-24 1,4,7,10,13,16-HEXAMETHYL-1,4,7,10,13,16-HEXAAZACYCLOOCTADECANE Ristocetin A sulfate ACTH (22-39) URODILATIN HUMAN ATRIAL NATRIURETIC FACTOR (1-24) (FROG) PENTAETHYLENEHEXAMINE ACTH (34-39) HUMAN NEUTROPHIL PEPTIDE-2 ATRIAL NATRIURETIC PEPTIDE (1-29), CHICKEN BPP 9A PHALLACIDIN ATRIAL NATRIURETIC PEPTIDE (4-24), FROG ADRENORPHIN Leuprorelin CLIP ANP 1-28, HUMAN 1,4,7,10,13,16-HEXAAZACYCLOOCTADECANE

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