10563-27-6

Basic information

• Product Name: N,N'-Bis(2-Hydroxyethyl)propane-1,3-diamine
• Synonyms: 2,2'-(1,3-propanediyldiimino)bisethanol;N,N'-Bis(2-Hydroxyethyl)propane-1,3-diamine;2,2'-(3-aMinopropylazanediyl)diethanol;2-({3-[(2-hydroxyethyl)aMino]propyl}aMino)ethan-1-ol;2,2'-(Propane-1,3-diylbis(azanediyl))diethanol;N,N'-Bis(β-hydroxyethyl)triMethylenediaMine HydrobroMide
• CAS NO: 10563-27-6
• Molecular Formula: C₇H₁₈N₂O₂
• Molecular Weight: 162.23
• Product Categories: Hydroxyethylamines
• Mol File: 10563-27-6.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 317.6 °C at 760 mmHg
• Flash Point: 140 °C
• Appearance: /
• Density: 1.035
• Storage Temp.: 2-8°C(protect from light)
• PKA: 14.49±0.10(Predicted)
• CAS DataBase Reference: N,N'-Bis(2-Hydroxyethyl)propane-1,3-diamine(CAS DataBase Reference)
• NIST Chemistry Reference: N,N'-Bis(2-Hydroxyethyl)propane-1,3-diamine(10563-27-6)
• EPA Substance Registry System: N,N'-Bis(2-Hydroxyethyl)propane-1,3-diamine(10563-27-6)

Safety Data

• Hazardous Substances Data: 10563-27-6(Hazardous Substances Data)

Usage

General Description

N,N'-Bis(2-Hydroxyethyl)propane-1,3-diamine, also known as Bis-Tris propane, is a chemical compound with the molecular formula C9H20N2O3. It is commonly used as a buffer in biochemistry and molecular biology applications due to its ability to maintain a stable pH in a solution. Bis-Tris propane is also utilized as a component in the production of pharmaceuticals and cosmetics, and is known for its ability to stabilize proteins and enzymes. In addition, it has been studied for its potential applications in drug delivery systems and as a chelating agent in metal ion binding processes. N,N'-Bis(2-Hydroxyethyl)propane-1,3-diamine is considered to be non-toxic and is generally recognized as safe for various industrial and scientific uses.

Synthetic route

oxirane (75-21-8) + Trimethylenediamine (109-76-2) → 2-[(3-aminopropyl)amino]ethanol (4461-39-6) + N,N'-bis(2-hydroxyethyl)-1,3-propanediamine (10563-27-6)

Conditions	Yield
In methanol at 0℃;	A 60% B 20%

ethanolamine (141-43-5) + 1,3-dibromo-propane (109-64-8) → N,N'-bis(2-hydroxyethyl)-1,3-propanediamine (10563-27-6)

Conditions	Yield
With sodium carbonate In ethanol for 16h; Heating;	36%

N,N'-bis(2-hydroxyethyl)-1,3-propanediamine (10563-27-6) + 2-Chloro-N-[3-(2-chloro-acetylamino)-propyl]-N-methyl-acetamide (128207-37-4) → 4,8-Bis-(2-hydroxy-ethyl)-1-methyl-1,4,8,11-tetraaza-cyclotetradecane-2,10-dione (132524-68-6)

Conditions	Yield
With sodium carbonate In N,N-dimethyl-formamide; acetonitrile Heating;	54%

2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile (58632-95-4) + N,N'-bis(2-hydroxyethyl)-1,3-propanediamine (10563-27-6) → N,N'-bis(2-hydroxyethyl)-N,N'-bis(tert-butyloxycarbonyl)-1,3-propanediamine

Conditions	Yield
In tetrahydrofuran for 12h; Ambient temperature;	53%

N,N'-bis(2-hydroxyethyl)-1,3-propanediamine (10563-27-6)

Conditions	Yield
With thionyl chloride In acetonitrile

Conditions	Yield
Multi-step reaction with 2 steps 1: 54 percent / Na2CO3 / acetonitrile; dimethylformamide / Heating 2: 1) 1 M B2H6, 2) 18percent aq. HCl / 1) THF, reflux, 2) a) room temp., b) 80-100 deg C, 15 min View Scheme

Conditions	Yield
With formic acid In methanol; water at 70℃; for 4h;

Upstream product

• 75-21-8 oxirane 
• 109-76-2 Trimethylenediamine 
• 141-43-5 ethanolamine 
• 109-64-8 1,3-dibromo-propane 

Relevant articles and documents

Ceramide-like compounds and a method for preparation thereof, and a cosmetic composition containing the same

Disclosed herein is a ceramide-like compound having properties of the natural ceramides, and a method for producing the same, and a cosmetic composition containing the same as a active ingredient.

Preparation of a Variety of Macrocyclic Di- and Tetraamides and Their Peraza-Crown Analogs Using the Crab-Like Cyclization Reaction

Twelve new macrocyclic di- and tetraamides have been synthesized from the reaction of a bis(α-chloroamide) with a primary amine or with a diamine.Some of these cyclic di- and tetraamides contained pendant aminoalkyl groups attached on one or more ring nitrogen atoms.Two macrocyclic dithiadiamides were prepared from the reaction of a bis(α-chloroamide) and a dimercaptan.In every case, 12-, 14- and 15-membered cyclic di- and tetraamides were isolated in good yields.The 9-, 17- and 18-membered macrocycles were prepared in lower yields.Four of the amido-containing macrocycles were reduced by diborane to the peraza-crown compounds.