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

Description

N,N'-Bis(2-Hydroxyethyl)propane-1,3-diamine, commonly known as Bis-Tris propane, is a chemical compound with the molecular formula C9H20N2O3. It is a versatile substance widely used in various scientific and industrial applications due to its unique properties, including its ability to maintain a stable pH in solutions, stabilize proteins and enzymes, and function as a component in pharmaceuticals and cosmetics.

Uses

Used in Biochemistry and Molecular Biology:
N,N'-Bis(2-Hydroxyethyl)propane-1,3-diamine is used as a buffer for maintaining a stable pH in solutions, which is crucial for various biochemical and molecular biology experiments and processes.
Used in Pharmaceutical Production:
In the pharmaceutical industry, N,N'-Bis(2-Hydroxyethyl)propane-1,3-diamine is used as a component in the production of drugs, leveraging its ability to stabilize proteins and enzymes, thereby enhancing the efficacy and shelf life of pharmaceutical products.
Used in Cosmetics Industry:
N,N'-Bis(2-Hydroxyethyl)propane-1,3-diamine is utilized in the cosmetics industry for its protein and enzyme stabilization properties, which can improve the performance and longevity of cosmetic products.
Used in Drug Delivery Systems:
N,N'-Bis(2-Hydroxyethyl)propane-1,3-diamine has been studied for its potential applications in drug delivery systems, where it may enhance the delivery and bioavailability of therapeutic agents, contributing to improved treatment outcomes.
Used as a Chelating Agent:
In metal ion binding processes, N,N'-Bis(2-Hydroxyethyl)propane-1,3-diamine is used as a chelating agent, which can be important for various industrial applications where metal ion management is required.
N,N'-Bis(2-Hydroxyethyl)propane-1,3-diamine is considered non-toxic and is generally recognized as safe for a wide range of industrial and scientific uses, making it a valuable compound in multiple sectors.

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.