Hexamethylphosphorous triamide

Base Information

• Chemical Name: Hexamethylphosphorous triamide
• CAS No.: 1608-26-0
• Deprecated CAS: 65274-41-1,309958-62-1
• Molecular Formula: C6H18N3P
• Molecular Weight: 163.203
• Hs Code.: 29299000
• European Community (EC) Number: 216-534-4
• NSC Number: 102707
• UNII: 6072HG2UW4
• DSSTox Substance ID: DTXSID6061816
• Nikkaji Number: J3.674I
• Wikipedia: Tris(dimethylamino)phosphine
• Wikidata: Q1036060
• Mol file: 1608-26-0.mol

Synonyms:Hexamethylphosphorous triamide;1608-26-0;Tris(dimethylamino)phosphine;Hexametapil;PHOSPHOROUS TRIAMIDE, HEXAMETHYL-;Hexamethyltriamidophosphite;Hexamethyltriaminophosphine;Phosphine, tris(dimethylamino)-;HMPT (VAN);N,N,N',N',N'',N''-HEXAMETHYLPHOSPHINETRIAMINE;NSC 102707;N-[bis(dimethylamino)phosphanyl]-N-methylmethanamine;[bis(dimethylamino)phosphanyl]dimethylamine;phosphorous triamide, N,N,N',N',N'',N''-hexamethyl-;EINECS 216-534-4;Hexamethylphosphorus triamide;BRN 0906778;UNII-6072HG2UW4;AI3-19434;59758-27-9;6072HG2UW4;NSC-102707;4-04-00-00274 (Beilstein Handbook Reference);MFCD00008301;C6H18N3P;HEXAMETHYL PHOSPHORUS TRIAMIDE;Trisdimethylaminophosphine;trisdimethylaminophosphorus;tris-dimethylaminophosphine;Tri(dimethylamino)phosphine;hexamethylphosphoroustriamide;P(NMe2)3;SCHEMBL40484;tris (dimethylamino)phosphine;Hexamethyl phosphorous triamide;tris-(dimethylamino) phosphine;(ME2N)3P;N-[bis(dimethylamino)phosphanyl]-N-methyl-methanamine;SCHEMBL7949368;DTXSID6061816;Tris(dimethylamino)phosphine, 97%;((CH3)2N)3P;AMY39380;BCP22562;C6-H18-N3-P;hexamethyl phosphorous acid triamide;STR07323;NSC102707;AKOS005256795;CS-W017919;GC10077;BP-13042;LS-109033;FT-0627026;T1317;EN300-175975;A810188;J-802222;N,N,N',N',N'',N''-hexamethylphosphorous triamide;N-[bis(dimethylamino)phosphanyl]-N-methylmethanamin;N-[bis(dimethylamino)phosphino]-N-methylmethanamine;Q-201901;Q1036060;Tris(dimethylamino)phosphine, purum, >=97.0% (GC)

Chemical Property of Hexamethylphosphorous triamide

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 2.4mmHg at 25°C
• Melting Point: -44 °C
• Refractive Index: n20/D 1.463(lit.)
• Boiling Point: 160.3 °C at 760 mmHg
• PKA: 8.03±0.70(Predicted)
• Flash Point: 50.8 °C
• PSA: 23.31000
• Density: 0.898 g/mL at 25 °C(lit.)
• LogP: 0.89810
• Storage Temp.: Store at RT.
• Sensitive.: Moisture Sensitive
• Water Solubility.: REACTS
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 163.12383458
• Heavy Atom Count: 10
• Complexity: 74

Purity/Quality:

98% ^*data from raw suppliers

Hexamethylphosphorous triamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T, Xn, Xi, F
• Hazard Codes: T,Xi,Xn,F
• Statements: 45-46-10-40-36/37/38
• Safety Statements: 53-45-36/37/39-26-16-37/39-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Phosphorus Compounds
• Canonical SMILES: CN(C)P(N(C)C)N(C)C
• Uses: Hexamethylphosphorous triamide can be widely used in industry, with applications such as being a flame retardant for building materials to a phosphorylating agent in synthetic chemistry. It is a classified carcinogen. Hexamethylphosphorous triamide can be uesd in suzuki reaction. Hexamethylphosphorous triamide can be combination with CCl4 for the conversion of hydroxyl groups to the corresponding chlorides; hydroxyl group activation; dehydrations.

Technology Process of Hexamethylphosphorous triamide

There total 24 articles about Hexamethylphosphorous triamide 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%

C10H28N4P(1+)*I(1-) → C8H22N3P (75016-75-0) + Hexamethylphosphorous triamide (1608-26-0)

Guidance literature:

With ammonia; sodium; at -30 ℃; for 2h; Yields of byproduct given;

Reference yield: 85.0%

bis(N,N-dimethylamino)chlorophosphine (3348-44-5) → Hexamethylphosphorous triamide (1608-26-0)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 72h; Ambient temperature;

DOI:10.1021/jo00184a022

Reference yield: 84.0%

tetrakis(dimethylamino)phosphonium iodide (20727-59-7) → Hexamethylphosphorous triamide (1608-26-0)

Guidance literature:

With ammonia; sodium; at -30 ℃; for 2h;

upstream raw materials:

dimethyl amine

N,N-dimethylaminodichlorophosphane

bis(N,N-dimethylamino)chlorophosphine

tetrakis(dimethylamino)phosphonium iodide

Downstream raw materials:

4,6-Dimethyl-benzochinon-(1,2)-

Dimethylamino-dianilino-phosphan

(1-ethyl-propenyl)-dimethyl-amine

4,9-dimethyl-2,3,7,8-tetraphenyl-1,6-dioxa-4,9-diaza-5λ⁵-phospha-spiro[4.4]nonane

Refernces

A New Cyclization Reaction Leading to Epoxides of Aromatic Hydrocarbons

10.1021/ja01078a038

The study explores various chemical reactions and syntheses involving different compounds. One section focuses on the formolysis of alkyl p-nitrobenzenesulfonates, where different substrates like 6-methyl-5-heptenyl p-nitrobenzenesulfonate and 6-methyl-6-heptenyl p-nitrobenzenesulfonate are used to produce various alcohols and olefins. The yields and extents of reactions are analyzed and reported. Another part of the study describes the synthesis of epoxides of aromatic hydrocarbons, such as 9,10-dihydro-9,10-epoxyphenanthrene, 3,4-dihydro-3,4-epoxy-1,2-benzanthracene, and 3,4-dihydro-3,4-epoxy-10-methyl-1,2-benzanthracene, using trisdimethylaminophosphine and dialdehydes. These epoxides are sensitive to acid treatment and rearrange to form phenolic compounds. The study also involves the preparation of 4-bromo- and 4-iodo-2,5,7-trinitrofluorenones as reagents for forming charge-transfer complexes suitable for X-ray analysis. Various complexes are listed, and the study aims to explore the complex-forming abilities of these reagents and their potential use in X-ray crystallographic studies.