4500-29-2

Basic information

• Product Name: CYCLOHEXYLDIETHANOLAMINE
• Synonyms: 2,2’-(cyclohexylimino)bis-ethano;2,2’-(cyclohexylimino)bis-Ethanol;2,2’-cyclohexyliminodi-ethano;2,2’-cyclohexyliminodiethanol;abbomeene-2;abbomeene-2aerosol;cyclohexylaminodiethanol;cyclohexylbis(2-hydroxyethyl)amine
• CAS NO: 4500-29-2
• Molecular Formula: C₁₀H₂₁NO₂
• Molecular Weight: 187.28
• EINECS: 224-809-5
• Mol File: 4500-29-2.mol
• Article Data: 0

Chemical Properties

• Boiling Point: 322.04°C (rough estimate)
• Flash Point: 176.2°C
• Appearance: /
• Density: 1.0066 (rough estimate)
• Vapor Pressure: 0.002Pa at 25℃
• Refractive Index: 1.4621 (estimate)
• PKA: 14.40±0.10(Predicted)
• Water Solubility: 28.2g/L at 25℃
• CAS DataBase Reference: CYCLOHEXYLDIETHANOLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: CYCLOHEXYLDIETHANOLAMINE(4500-29-2)
• EPA Substance Registry System: CYCLOHEXYLDIETHANOLAMINE(4500-29-2)

Safety Data

• RIDADR: 2735
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 4500-29-2(Hazardous Substances Data)

Usage

General Description

Cyclohexyldiethanolamine is a chemical compound often used in industrial and commercial applications as a corrosion inhibitor and surfactant. It is derived from ethanolamine and cyclohexylamine, and is commonly used in metalworking fluids, lubricants, and other industrial fluids to protect metal surfaces from corrosion. It is also used as a neutralizing agent in various chemical processes, and as an emulsifier in personal care products such as shampoos and soaps. Cyclohexyldiethanolamine is known for its ability to form stable emulsions and to reduce the surface tension of liquids, making it a useful additive in a wide range of products and processes. However, it is important to handle and use cyclohexyldiethanolamine with care, as it can be an irritant to the skin, eyes, and respiratory system.

Synthetic route

oxirane (75-21-8) + cyclohexylamine (108-91-8) → cyclohexyl(2-(hydroxy)ethyl)amine (2842-38-8) + N-cyclohexyl-diethanolamine (4500-29-2)

Conditions	Yield
With methanol
With water
With water

2,2'-(phenylimino)bis[ethanol] (120-07-0) → N-cyclohexyl-diethanolamine (4500-29-2)

Conditions	Yield
With ethanol; nickel at 150℃; under 47808 Torr; Hydrogenation;

cyclohexylamine (108-91-8) + 2-chloro-ethanol (107-07-3) → N-cyclohexyl-diethanolamine (4500-29-2)

Conditions	Yield
With sodium hydroxide

oxirane (75-21-8) + cyclohexylamine (108-91-8) → N-cyclohexyl-diethanolamine (4500-29-2)

Conditions	Yield
With water at 100 - 190℃;

N-cyclohexyl-diethanolamine (4500-29-2) → N-cyclohexylmorpholine (6425-41-8)

Conditions	Yield
	81%
With aluminum oxide at 280 - 350℃;

oxirane (75-21-8) + N-cyclohexyl-diethanolamine (4500-29-2) → cyclohexyl-[2-(2-hydroxy-ethoxy)-ethyl]-(2-hydroxy-ethyl)-amine + cyclohexyl-bis-[2-(2-hydroxy-ethoxy)-ethyl]-amine (137132-68-4)

Conditions	Yield
With water

N-cyclohexyl-diethanolamine (4500-29-2) → bis-(2-chloro-ethyl)-cyclohexyl-amine (4261-59-0)

Conditions	Yield
With thionyl chloride In chloroform Heating;
With thionyl chloride

N-cyclohexyl-diethanolamine (4500-29-2) + cyclohexylamine (108-91-8) → N,N'-dicyclohexylpiperazine (19982-04-8) + cyclohexanol (108-93-0)

Conditions	Yield
With 1,4-dioxane; copper oxide-chromium oxide; hydrogen at 270℃; under 25007.3 Torr;

methylphosphonic acid dichloroanhydride (676-97-1) + N-cyclohexyl-diethanolamine (4500-29-2) → 6-Cyclohexyl-2-methyl-[1,3,6,2]dioxazaphosphocane 2-oxide (56152-48-8)

Conditions	Yield
With triethylamine In benzene

N-cyclohexyl-diethanolamine (4500-29-2) → N-cyclohexyl-N,N-bis-(2-hydroxyethyl)amine-N-oxide (30477-47-5)

Conditions	Yield
With dihydrogen peroxide In ethanol

oxirane (75-21-8) + N-cyclohexyl-diethanolamine (4500-29-2) + water (7732-18-5) → cyclohexyl-[2-(2-hydroxy-ethoxy)-ethyl]-(2-hydroxy-ethyl)-amine + cyclohexyl-bis-[2-(2-hydroxy-ethoxy)-ethyl]-amine (137132-68-4)

1,4-dioxane (123-91-1) + N-cyclohexyl-diethanolamine (4500-29-2) + cyclohexylamine (108-91-8) + copper oxide-chromium oxide + hydrogen → N,N'-dicyclohexylpiperazine (19982-04-8) + cyclohexanol (108-93-0)

Conditions	Yield
at 270℃; under 25742.8 Torr;

N-cyclohexyl-diethanolamine (4500-29-2) → 1-cyclohexyl-4-phenyl-piperidine-4-carbonitrile

Conditions	Yield
Multi-step reaction with 2 steps 1: thionyl chloride 2: sodium amide; toluene View Scheme

N-cyclohexyl-diethanolamine (4500-29-2) → 1-cyclohexyl-4-phenyl-piperidine-4-carboxylic acid (859964-16-2)

Conditions	Yield
Multi-step reaction with 3 steps 1: thionyl chloride 2: sodium amide; toluene 3: potassium hydroxide / unter Druck View Scheme

N-cyclohexyl-diethanolamine (4500-29-2) → 1-cyclohexyl-4-phenyl-piperidine-4-carboxylic acid ethyl ester

Conditions	Yield
Multi-step reaction with 4 steps 1: thionyl chloride 2: sodium amide; toluene 3: potassium hydroxide / unter Druck View Scheme

N-cyclohexyl-diethanolamine (4500-29-2) → 5-cyclohexyl-1-phenyl-2,8,9-trioxa-5-aza-1-borata-bicyclo[3.3.1]nonanium

Conditions	Yield
Multi-step reaction with 2 steps 1: H2O2 / ethanol 2: ethanol View Scheme

N-cyclohexyl-diethanolamine (4500-29-2) → hexane-1,2,6-triol (106-69-4)

Upstream product

• 120-07-0 2,2'-(phenylimino)bis[ethanol] 
• 75-21-8 oxirane 
• 108-91-8 cyclohexylamine 
• 107-07-3 2-chloro-ethanol 

Downstream Products

• 137132-68-4 cyclohexyl-bis-[2-(2-hydroxy-ethoxy)-ethyl]-amine 
• 106-69-4 hexane-1,2,6-triol 
• 859964-16-2 1-cyclohexyl-4-phenyl-piperidine-4-carboxylic acid 
• 19982-04-8 N,N'-dicyclohexylpiperazine 
• 108-93-0 cyclohexanol 
• 30477-47-5 N-cyclohexyl-N,N-bis-(2-hydroxyethyl)amine-N-oxide 
• 56152-48-8 6-Cyclohexyl-2-methyl-[1,3,6,2]dioxazaphosphocane 2-oxide 
• 4261-59-0 bis-(2-chloro-ethyl)-cyclohexyl-amine 
• 6425-41-8 N-cyclohexylmorpholine