3236-54-2

Basic information

• Product Name: 2,4,4-trimethylhexane-1,6-diamine
• Synonyms: 2,4,4-trimethylhexane-1,6-diamine;1,6-Hexanediamine, 2,4,4-trimethyl-;2,4,4-TRIMETHYLHEXAMETHYLENEDIAMINE;1,6-DIAMINO-2,4,4-TRIMETHYLHEXANE;2,4,4-TRIMETHYL-1,6-HEXANEDIAMINE;3,3,5-Trimethyl-1,6-hexanediamine;Einecs 221-793-1
• CAS NO: 3236-54-2
• Molecular Formula: C9H22N2
• Molecular Weight: 158.28438
• EINECS: 221-793-1
• Mol File: 3236-54-2.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 224.1 °C at 760 mmHg
• Flash Point: 102.4 °C
• Appearance: /
• Density: 0.856 g/cm³
• Vapor Pressure: 0.0929mmHg at 25°C
• Refractive Index: 1.461
• CAS DataBase Reference: 2,4,4-trimethylhexane-1,6-diamine(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4,4-trimethylhexane-1,6-diamine(3236-54-2)
• EPA Substance Registry System: 2,4,4-trimethylhexane-1,6-diamine(3236-54-2)

Safety Data

• RIDADR: 2327
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 3236-54-2(Hazardous Substances Data)

Usage

General Description

2,4,4-trimethylhexane-1,6-diamine is a chemical compound with the molecular formula C10H24N2. It is a colorless liquid at room temperature and has a strong odor. 2,4,4-trimethylhexane-1,6-diamine is commonly used as a curing agent in the production of epoxy resins, which are widely used in industries such as adhesives, coatings, and electrical insulation. 2,4,4-trimethylhexane-1,6-diamine acts as a hardening agent, contributing to the strength and durability of the final epoxy product. It is also used in the manufacturing of polyurethane and polyamide resins, as well as in the production of certain pharmaceuticals and agricultural products. Due to its reactivity and potential hazards, proper handling and safety measures are necessary when working with 2,4,4-trimethylhexane-1,6-diamine.

InChI:InChI=1/C9H22N2/c1-8(7-11)6-9(2,3)4-5-10/h8H,4-7,10-11H2,1-3H3

Synthetic route

2,4,4-Trimethyl-adiponitril (1068-18-4) + 2,2,4-Trimethyl-adiponitril (919-97-1) → 2,2,4-trimethylhexamethylenediamine (3236-53-1) + 2,4,4-trimethylhexamethylenediamine (3236-54-2)

Conditions	Yield
With ammonia; hydrogen; Raney-type cobalt catalyst at 120℃; under 187519 Torr; for 6h; Product distribution / selectivity;
With ammonia; hydrogen; Raney-type cobalt catalyst at 120℃; under 187519 Torr; for 6h; Product distribution / selectivity;

2,2,4-trimethylhexamethylenediamine (3236-53-1) + 2,4,4-trimethylhexamethylenediamine (3236-54-2) + Hexamethylene diisocyanate (822-06-0) + polydimethylsiloxane DMS-A15, chain-end-functionalized with 3-aminopropyl, equivalent molecular weight 2500 g/mol → urea-siloxane polymer, composed of amino-terminated polydimethylsiloxane oligomer, hexamethylene diisocyanate and 2,2(4),4-trimethyl-1,6-diaminohexane, ratio siloxane diamine/diaminohexane 4:1, molecular weight 23790 g/mol

Conditions	Yield
In tetrahydrofuran at 20℃; for 2h;

2,2,4-trimethylhexamethylenediamine (3236-53-1) + 2,4,4-trimethylhexamethylenediamine (3236-54-2) + Hexamethylene diisocyanate (822-06-0) + polydimethylsiloxane DMS-A15, chain-end-functionalized with 3-aminopropyl, equivalent molecular weight 2500 g/mol → urea-siloxane polymer, composed of amino-terminated polydimethylsiloxane oligomer, hexamethylene diisocyanate and 2,2(4),4-trimethyl-1,6-diaminohexane, ratio siloxane diamine/diaminohexane 3:1, molecular weight 16000 g/mol

Conditions	Yield
In tetrahydrofuran at 20℃; for 2h;

2,4,4-trimethylhexamethylenediamine (3236-54-2) + 3-glycidoxypropyltrimethoxysilane (2530-83-8) → TG13

Conditions	Yield
Stage #1: 2,4,4-trimethylhexamethylenediamine; 3-glycidoxypropyltrimethoxysilane In ethanol at 70℃; for 3h; Stage #2: With acetic acid In ethanol

2,4,4-trimethylhexamethylenediamine (3236-54-2) + 3-glycidoxypropyltrimethoxysilane (2530-83-8) → TG14

Conditions	Yield
Stage #1: 2,4,4-trimethylhexamethylenediamine; 3-glycidoxypropyltrimethoxysilane In ethanol at 70℃; for 3h; Stage #2: With acetic acid In ethanol

Upstream product

• 1068-18-4 2,4,4-Trimethyl-adiponitril 
• 919-97-1 2,2,4-Trimethyl-adiponitril 

Relevant articles and documents

PROCESS FOR PREPARING AMINES BY CONDITIONING THE CATALYST WITH AMMONIA

The invention relates to a process for preparing amines by conditioning the catalyst with ammonia.