N,N'-Bis(3-aminopropyl)-1,3-propanediamine

Base Information

• Chemical Name: N,N'-Bis(3-aminopropyl)-1,3-propanediamine
• CAS No.: 4605-14-5
• Molecular Formula: C9H24N4
• Molecular Weight: 188.316
• Hs Code.: 2921290000
• European Community (EC) Number: 225-007-8
• DSSTox Substance ID: DTXSID4063533
• Nikkaji Number: J265.525J
• Wikidata: Q3878509
• Metabolomics Workbench ID: 52423
• ChEMBL ID: CHEMBL91193
• Mol file: 4605-14-5.mol

Synonyms:1,11-diamino-4,8-diazaundecane;norspermine

Chemical Property of N,N'-Bis(3-aminopropyl)-1,3-propanediamine

Chemical Property:

• Appearance/Colour: CLEAR SLIGHTLY YELLOW LIQUID
• Refractive Index: n20/D 1.491(lit.)
• Boiling Point: 282.2°Cat760mmHg
• PKA: 10.54±0.19(Predicted)
• Flash Point: 168.2°C
• PSA: 76.10000
• Density: 0.931g/cm³
• LogP: 1.43570
• Sensitive.: Air Sensitive
• XLogP3: -1.4
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 10
• Exact Mass: 188.20009678
• Heavy Atom Count: 13
• Complexity: 77.7

Purity/Quality:

99.9% ^*data from raw suppliers

N,N′-Bis(3-aminopropyl)-1,3-propanediamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-27-28-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(CN)CNCCCNCCCN
• Uses: N,N′-Bis(3-aminopropyl)-1,3-propanediamine (bappn) may be used in the preparation of [Ni(bappn)(ttcH)]·5H2O complex (ttch= trithiocyanurate dianion).

Technology Process of N,N'-Bis(3-aminopropyl)-1,3-propanediamine

There total 13 articles about N,N'-Bis(3-aminopropyl)-1,3-propanediamine 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: 75.0%

azetidine (503-29-7) + bis(3-aminopropyl)amine (56-18-8) → N,N'-bis-(3-aminopropyl)-1,3-propanediamine (4605-14-5)

Guidance literature:

palladium; at 120 ℃; for 12h;

DOI:10.1021/ja00353a025

Reference yield: 67.0%

N1,N3-bis(2-cyanoethyl)propane-1,3-diamine (35514-00-2) → N,N'-bis-(3-aminopropyl)-1,3-propanediamine (4605-14-5)

Guidance literature:

With ammonia; hydrogen; W-2 Raney Ni; In methanol; for 65h; under 2700 Torr;

DOI:10.1016/S0968-0896(00)00113-9

Reference yield:

Trimethylenediamine (109-76-2,54018-94-9) → bis(3-aminopropyl)amine (56-18-8) + N,N'-bis-(3-aminopropyl)-1,3-propanediamine (4605-14-5) + N-(3-aminopropyl)-N'-<3-<(3-aminopropyl)amino>propyl>propane-1,3-diamine (13274-42-5)

Guidance literature:

With hydrogen; at 100 - 200 ℃; under 0 - 15001.5 Torr; Product distribution / selectivity;

upstream raw materials:

Trimethylenediamine

1,3-dibromo-propane

N¹,N³-bis(2-cyanoethyl)propane-1,3-diamine

azetidine

Downstream raw materials:

3-Dodecyl-1,5,9,13-tetrakis-(toluene-4-sulfonyl)-1,5,9,13-tetraaza-cyclohexadecane

Refernces

• 1、 Kariya, Yuka,Asanuma, Yuta,Inai, Makoto,Asakawa, Tomohiro,Ohashi-Ito, Kyoko,Fukuda, Hiroo,Egi, Masahiro,Kan, Toshiyuki. "Practical synthesis of spermine, thermospermine and norspermine". . p. 1403 - 1407. Retrieved 2016/09/09.
• 2、 Rubio, Mercedes,Astorga, Covadonga,Alfonso, Ignacio,Rebolledo, Francisca,Gotor, Vicente. "Chemoenzymatic syntheses of polyamines and tetraazamacrocycles". . p. 2441 - 2452. Retrieved 2007/10/03.