Hexamethylphosphorous triamide
Product Information
Molecular Formula
C6H18N3P
Molecular Weight
163.2
Description
Tris(dimethylamino)phosphine can be used a reagent in combination with CCl4 for the conversion of hydroxyl groups to the corresponding chlorides; for hydroxyl group activation; dehydrations.
Tris(dimethylamino)phosphine can be used as a:• Ligand in the preparation of arene-ruthenium(II) complex which is used as a catalyst in hydration of nitriles to amides.• Phosphorus source along with InCl3 in the synthesis of InP colloidal quantum dots (QDs).• Deoxygenating agent for some α-dicarbonyl compounds in the presence of fullerene C60.
Tris(dimethylamino)phosphine can be used as a:• Ligand in the preparation of arene-ruthenium(II) complex which is used as a catalyst in hydration of nitriles to amides.• Phosphorus source along with InCl3 in the synthesis of InP colloidal quantum dots (QDs).• Deoxygenating agent for some α-dicarbonyl compounds in the presence of fullerene C60.
Synonyms
((CH3)2N)3P; Hexametapil; hexamethyl-phosphoroustriamid; Hexamethyltriamidophosphite; Phosphine, Tris(dimethylamino)-; Phosphoroustriamide,hexamethyl-; HEXAMETHYLTRIAMINOPHOSPHINE; HEXAMETHYL PHOSPHORUS TRIAMIDE
IUPAC Name
N-[bis(dimethylamino)phosphanyl]-N-methylmethanamine
SMILES
CN(C)P(N(C)C)N(C)C
InChI
InChI=1S/C6H18N3P/c1-7(2)10(8(3)4)9(5)6/h1-6H3
InChI Key
XVDBWWRIXBMVJV-UHFFFAOYSA-N
Boiling Point
48-50 °C/12 mmHg (lit.)
Flash Point
80.6 °F - closed cup
Purity
97%
Density
0.898
Appearance
Colorless liquid which may contain some precipitate
Application
A compound 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.
Refractive Index
n20/D 1.463 (lit.)
Safety Information
Hazards
H226 - H340 - H350
Precautionary Statement
P201 - P210 - P308 + P313
Computed Properties
XLogP3
0.6
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
3
Exact Mass
163.12383458 g/mol
Monoisotopic Mass
163.12383458 g/mol
Topological Polar Surface Area
9.7Ų
Heavy Atom Count
10
Formal Charge
0
Complexity
74
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-114163368-A | Synthetic thioether compounds and process for their preparation | 2021-12-17 |
| CN-114057791-A | Hydrolysis-resistant phosphite ligand, preparation method and application thereof in preparation of linear aldehyde by catalyzing hydroformylation reaction of olefin | 2021-12-01 |
| CN-113996346-A | Catalyst and application thereof in citral hydrogenation | 2021-11-29 |
| CN-114149356-A | Preparation method of methyl indolcarbate compound | 2021-11-18 |
| CN-113980686-A | Preparation method of cyclohexyl-containing lateral o-difluorobenzene liquid crystal compound | 2021-10-25 |
| CN-113717713-A | InP quantum dot and preparation method and application thereof | 2021-09-27 |
| CN-113637477-A | InP quantum dot, preparation method thereof, InP/ZnSe and InP/ZnSe/ZnS quantum dot | 2021-08-20 |
| CN-113637469-A | Cadmium-free quantum dot and preparation method thereof | 2021-08-19 |
| CN-113512416-A | Preparation method of Ga-doped water-soluble InP quantum dots | 2021-07-27 |
| CN-113248501-A | CLY series compounds, preparation method thereof and application thereof in preparing medicines | 2021-06-17 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 20849869 | 2011-01-01 | Synthesis and biological evaluation of some nitrogen containing steroidal heterocycles | Steroids |
| 19485352 | 2009-07-03 | Fullerene derivatives incorporating phosphoramidous ylide and phosphoramidate: synthesis and property | The Journal of organic chemistry |
| 18808107 | 2008-10-20 | Synthesis and characterization of the trihalophosphine compounds of ruthenium [RuX2(eta(6)-cymene)(PY3)] (X = Cl, Br, Y = F, Cl, Br) and the related PF2(NMe2) and P(NMe2)3 compounds; multinuclear NMR spectroscopy and the X-ray single crystal structures of [RuBr2(eta(6)-cymene)(PF3)], [RuBr2(eta(6)-cymene)(PF2{NMe2})], and [RuI2(eta(6)-cymene)(P{NMe2}3)] | Inorganic chemistry |
| 18604827 | 2008-09-01 | Synthesis of bulky arylphosphanes by rhodium-catalyzed formal [2+2+2] cycloaddition reaction and their use as ligands | Chemistry, an Asian journal |
| 18362987 | 2008-04-01 | BINOL-derived phosphoramidites in asymmetric hydrogenation: can the presence of a functionality in the amino group influence the catalytic outcome? | Chemical Society reviews |
| 17614326 | 2008-03-01 | Sugar derived hexacoordinated phosphates: chiral anionic auxiliaries with general asymmetric efficiency | Chirality |
| 18642261 | 2008-01-01 | BINOL-3,3'-triflone N,N-dimethyl phosphoramidites: through-space 19F,31P spin-spin coupling with a remarkable dependency on temperature and solvent internal pressure | Chemistry (Weinheim an der Bergstrasse, Germany) |
| 16402832 | 2006-01-18 | Synthesis of transient and stable C-amino phosphorus ylides and their fragmentation into transient and stable carbenes | Journal of the American Chemical Society |
| 15106987 | 2004-05-03 | Phosphorus-based p-tert-butylcalix[5]arene ligands | Inorganic chemistry |
