Isophorone diamine

Base Information

• Chemical Name: Isophorone diamine
• CAS No.: 2855-13-2
• Deprecated CAS: 116723-72-9,129050-51-7,177646-11-6,25495-81-2,45981-71-3,50858-71-4,52004-55-4,52697-24-2,161544-44-1,1186017-38-8,500567-32-8,906545-76-4,129050-51-7,161544-44-1,177646-11-6,25495-81-2,45981-71-3,50858-71-4,52004-55-4
• Molecular Formula: C10H22N2
• Molecular Weight: 170.298
• Hs Code.: 2921 30 99
• European Community (EC) Number: 220-666-8
• ICSC Number: 0498
• UN Number: 2289
• DSSTox Substance ID: DTXSID6027503
• Nikkaji Number: J68.532A
• Wikipedia: Isophorone_diamine
• Wikidata: Q1674522
• ChEMBL ID: CHEMBL1876029
• Mol file: 2855-13-2.mol

Synonyms:3-aminomethyl-3,5,5-trimethylcyclohexylamine;isophorone diamine;isophorone diamine, 4-methylbenzenesulfonate;isophoronediamine

Chemical Property of Isophorone diamine

Chemical Property:

• Appearance/Colour: faintly yellow liquid
• Vapor Pressure: 0.000538mmHg at 25°C
• Melting Point: 10 °C(lit.)
• Refractive Index: n20/D 1.490
• Boiling Point: 217.2 °C at 760 mmHg
• PKA: 10.57±0.70(Predicted)
• Flash Point: 98.7 °C
• PSA: 52.04000
• Density: 0.87 g/cm³
• LogP: 2.88940
• Storage Temp.: Store below +30°C.
• Water Solubility.: miscible
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 170.178298710
• Heavy Atom Count: 12
• Complexity: 165
• Transport DOT Label: Corrosive

Purity/Quality:

99.5%min ^*data from raw suppliers

IsophoroneDiamine(cis/transMixture) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 21/22-34-43-52/53
• Safety Statements: 26-36/37/39-45-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Cyclic
• Canonical SMILES: CC1(CC(CC(C1)(C)CN)N)C
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: The substance is corrosive to the eyes, skin and respiratory tract. Corrosive on ingestion. Inhalation of the vapour may cause lung oedema. The effects may be delayed. Medical observation is indicated.
• Effects of Long Term Exposure: Repeated or prolonged contact may cause skin sensitization.
• Description: Isophorone diamine is widely used as an epoxy-resin hardener. It is a strong sensitizer and can cause airborne contact dermatitis.
• Uses: Isophorone diamine is a common hardener for epoxy resins. One of the three epoxy networks based on diglycidyl ether of bisphenol-A epoxy prepolymer cured with aliphatic amines, namely triethylenetetramine (TETA), 1-(2-aminoethyl) piperazine (AEP) and isophoronediamine (IPD). ?Allergic contact dermatitis (ACD) ca Isophorondiamine mainly used as epoxy curing agents, mainly for applications requiring low color, low odor, high flexural strength and excellent chemical resistance of epoxy formulations. Suitable for floor coatings, fillers and paving mixes.

Technology Process of Isophorone diamine

There total 17 articles about Isophorone diamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

isophoronenitrile (7027-11-4) → 3-aminomethyl-3,5,5-trimethylcyclohexylamine (2855-13-2)

Guidance literature:

isophoronenitrile; With ammonia; hydrogen; potassium carbonate; In water; at 50 - 80 ℃; under 135014 Torr;

With lauric acid; In tetrahydrofuran; water; at 115 ℃; under 135014 Torr; Temperature; Pressure; Solvent; Reagent/catalyst;

Reference yield: 97.71%

3-iminomethyl-3,5,5-trimethylcyclohexylimine → 3-aminomethyl-3,5,5-trimethylcyclohexylamine (2855-13-2)

Guidance literature:

With hydrogen; at 80 ℃; under 30003 Torr; Reagent/catalyst; Temperature; Pressure;

Reference yield: 96.9%

3-cyano-3,5,5-trimethylcyclohexaneimine (79848-85-4) → 3-aminomethyl-3,5,5-trimethylcyclohexylamine (2855-13-2)

Guidance literature:

With ammonia; hydrogen; at 100 ℃; under 187519 Torr;

upstream raw materials:

3-cyano-3,5,5-trimethylcyclohexaneimine

isophorone diisocyanate

3-cyano-3,5,5-trimethyl cyclohexane

isophoronenitrile

Downstream raw materials:

IPDA/DEM

C₂₂H₄₂N₂

isophorone diisocyanate

isophorone diformamide

Refernces

• 1、 -. "Process For Preparing Amino Compounds From Nitrile Compounds". Paragraph 0074; 0075; 076. . Retrieved 2018/12/11.
• 2、 -. "PROCESS FOR PREPARING 3 AMINOMETHYL-3,5,5-TRIMETHYLCYCLOHEXYLAMINE". Paragraph 0138-0139. . Retrieved 2018/01/18.