Pentamethyldiethylenetriamine

Base Information

• Chemical Name: Pentamethyldiethylenetriamine
• CAS No.: 3030-47-5
• Deprecated CAS: 106494-67-1,157732-35-9,75831-40-2,223785-87-3,157732-35-9,75831-40-2
• Molecular Formula: C9H23N3
• Molecular Weight: 173.302
• Hs Code.: 29212.90
• European Community (EC) Number: 221-201-1
• NSC Number: 65659
• UNII: 3274UTY3HL
• DSSTox Substance ID: DTXSID7029249
• Nikkaji Number: J53.928G
• Wikipedia: PMDTA
• Wikidata: Q965311
• Metabolomics Workbench ID: 56319
• ChEMBL ID: CHEMBL3183641
• Mol file: 3030-47-5.mol

Synonyms:1,2-Ethanediamine,N-[2-(dimethylamino)ethyl]-N,N',N'-trimethyl- (9CI);Diethylenetriamine, 1,1,4,7,7-pentamethyl-(6CI,7CI,8CI);1,1,4,7,7-Pentamethyl-1,4,7-triazaheptane;2,5,8-Trimethyl-2,5,8-triazanonane;Bis[2-(dimethylamino)ethyl]methylamine;Dabco PMDETA;Desmorapid PV;JeffcatPMDETA;Kao 3;Kaolizer 3;Lupragen N 301;N 301;N,N,N',N',N''-Pentamethylbis(2-aminoethyl)amine;N-Methyl-N,N-bis(2-dimethylaminoethyl)amine;NiaxC 5;PC 5;PMDT;PMDTA;

Chemical Property of Pentamethyldiethylenetriamine

Chemical Property:

• Appearance/Colour: clear to yellowish liquid
• Vapor Pressure: 0.23 mm Hg ( 20 °C)
• Melting Point: -20 °C(lit.)
• Refractive Index: n20/D 1.442(lit.)
• Boiling Point: 198 °C at 760 mmHg
• PKA: 8.84±0.38(Predicted)
• Flash Point: 53.3 °C
• PSA: 9.72000
• Density: 0.871 g/cm³
• LogP: 0.04140
• Storage Temp.: Store below +30°C.
• Sensitive.: Air Sensitive
• Water Solubility.: Miscible in water.
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 173.189197746
• Heavy Atom Count: 12
• Complexity: 89.9

Purity/Quality:

98% ^*data from raw suppliers

1,1,4,7,7-Pentamethyldiethylenetriamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 22-24-34-10
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aliphatic
• Canonical SMILES: CN(C)CCN(C)CCN(C)C
• Recent ClinicalTrials: pMDT in Thoracic Surgery--The Process Implementation Stage
• Uses: Used as ligand in NMR study of complexation/aggregation with neopentyllithium1 and in the study of ligand effects on the selectivity of CO2 incorporation into α,ω-diynes

Technology Process of Pentamethyldiethylenetriamine

There total 30 articles about Pentamethyldiethylenetriamine 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: 87.0%

fac-W(CO)3(PMTA) (81097-61-2) + triethylphosphine (554-70-1) → fac-W(CO)3(PEt3)3 (41819-98-1) + N,N,N',N'',N'''-pentamethyldiethylenetriamine (3030-47-5)

Guidance literature:

In tetrahydrofuran; Schlenk techniques used; protective gas: N2; detailed description given; addn. of PEt3 to soln. of W(CO)3PMTA; reflux (30 min);; evapn.; washing (hexane); filtration (through alumina/CH2Cl2); evapn.to dryness; recrystn. (CH2Cl2/hexane/-20°C);;

DOI:10.1016/0022-328X(91)86100-5

Reference yield: 85.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 3-azapentane-1,5-diamine (111-40-0,98824-35-2) → N,N,N',N'',N'''-pentamethyldiethylenetriamine (3030-47-5)

Guidance literature:

In acetic acid; for 8h;

DOI:10.1135/cccc19842819

Reference yield: 77.0%

fac-W(CO)3(PMTA) (81097-61-2) + diphenyl(methyl)phosphine (1486-28-8) → fac-W(CO)3(PMePh2)3 (38900-82-2,60497-58-7,79952-77-5) + N,N,N',N'',N'''-pentamethyldiethylenetriamine (3030-47-5)

Guidance literature:

In tetrahydrofuran; Schlenk techniques used; protective gas: N2; detailed description given; addn. of PMe2Ph to soln. of W(CO)3PMTA; reflux (2 h);; evapn.; washing (hexane); filtration (through alumina/CH2Cl2); evapn.to dryness; recrystn. (CH2Cl2/hexane/-20°C);;

DOI:10.1016/0022-328X(91)86100-5

upstream raw materials:

2-(dimethylamino)ethyl chloride

methylamine

formaldehyd

formic acid

Downstream raw materials:

bis(1,5-cyclooctadiene)nickel ⁽⁰⁾

bis(triphenylphosphine)ethylenenickel⁽⁰⁾

Refernces

• 1、 -. "A METHOD FOR THE ALKYLATION OF AMINES". Page/Page column 23; 18. . Retrieved 2021/09/11.
• 2、 -. "Amine catalyst for producing polyurethane and polyisocyanurate". . . Retrieved 2008/06/13.