Hexaethylphosphorous triamide supplier

Name
TRIS(DIETHYLAMINO)PHOSPHINE
EINECS 218-920-8
CAS No. 2283-11-6
Article Data48
CAS DataBase
Density 0.903
Solubility Insoluble in water.
Melting Point 230-232 °C
Formula C₁₂H₃₀N₃P
Boiling Point 206.4 °C at 760 mmHg
Molecular Weight 247.364
Flash Point 123.8 °C
Transport Information UN 1993
Appearance clear colorless to yellow-orange liquid
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Phosphoroustriamide, hexaethyl- (6CI,7CI,8CI,9CI);Hexaethylphosphorous triamide;Hexaethyltriamidophosphite;Hexaethyltriaminophosphine;Phosphorous acidtris(diethylamide);Tris(N,N-diethylamino)phosphine;Tris(diethylamido)phosphine;Tris(diethylamino)phosphine;
PSA 23.31000
LogP 3.23870

Synthetic route

: 109-89-7
diethylamine

: 2283-11-6
hexaethylphosphoric triamide

Conditions

Conditions	Yield
With phosphorus trichloride In diethyl ether at 20℃; for 24h; Inert atmosphere;	94%
With phosphorus trichloride at 0 - 25℃; for 60h;	80%
With phosphorus trichloride In pentane	78%

: 81175-48-6
tetrakis(diethylamino)phosphonium iodide

A: 78050-98-3
ethylimino-tris(diethylamino)phosphorane

B: 2283-11-6
hexaethylphosphoric triamide

Conditions

Conditions	Yield
With ammonia; sodium at -30℃; for 3h;	A 3% B 89%

: 996-50-9
N,N-diethyl-1,1,1-trimethylsilanamine

: 2283-11-6
hexaethylphosphoric triamide

Conditions

Conditions	Yield
With phosphorus trichloride In acetonitrile	82%

: 110-85-0
piperazine

: 40535-50-0
N,N'-dimethyl-N,N'-diphenylphosphorodiamidous chloride

A: 2283-11-6
hexaethylphosphoric triamide

B: P,P'-(1,4-piperazinediyl)bis

Conditions

Conditions	Yield
With triethylamine In benzene at 20℃; for 6h;	A 80% B n/a

...Expand

: 685-83-6
bis(diethylamino)chlorophosphine

: 996-50-9
N,N-diethyl-1,1,1-trimethylsilanamine

: 2283-11-6
hexaethylphosphoric triamide

Conditions

Conditions	Yield
In benzene for 1h; Heating;	80%

: C12H30N3O3PS

: 2283-11-6
hexaethylphosphoric triamide

Conditions

Conditions	Yield
at 160℃; for 0.5h;	73%

: 685-83-6
bis(diethylamino)chlorophosphine

2-vinylphenylmagnesium halogenide: 2-vinylphenylmagnesium halogenide

A: 2283-11-6
hexaethylphosphoric triamide

B: 107531-53-3
(2-vinylphenyl)bis(diethylamino)phosphine

Conditions

Conditions	Yield
In tetrahydrofuran at -25℃; for 1h;	A n/a B 66%

...Expand

: 685-83-6
bis(diethylamino)chlorophosphine

allylmagnesium halogenide: allylmagnesium halogenide

A: 31480-07-6
allylbis(diethylamino)phosphine

B: 2283-11-6
hexaethylphosphoric triamide

Conditions

Conditions	Yield
In tetrahydrofuran at -25℃; for 1h;	A 62% B n/a

...Expand

: 685-83-6
bis(diethylamino)chlorophosphine

2-allylphenylmagnesium halogenide: 2-allylphenylmagnesium halogenide

A: 2283-11-6
hexaethylphosphoric triamide

B: 107531-54-4
(2-allylphenyl)bis(diethylamino)phosphine

Conditions

Conditions	Yield
In tetrahydrofuran at -25℃; for 1h;	A n/a B 62%

...Expand

: 81175-49-7
tetrakis(diethylamino)phosphonium bromide

A: 78050-98-3
ethylimino-tris(diethylamino)phosphorane

B: 2283-11-6
hexaethylphosphoric triamide

Conditions

Conditions	Yield
With sodium amide at 180℃; under 0.02 Torr; Product distribution; Mechanism;	A 52% B n/a

: 1069-08-5
diethylphosphoramidous dichloride

vinylmagnesium halogenide: vinylmagnesium halogenide

A: 63034-50-4
Diethylamino(divinyl)phosphine

B: 2283-11-6
hexaethylphosphoric triamide

Conditions

Conditions	Yield
In tetrahydrofuran at -25℃; for 1h;	A 50% B n/a

...Expand

: 1069-08-5
diethylphosphoramidous dichloride

allylmagnesium halogenide: allylmagnesium halogenide

A: 2283-11-6
hexaethylphosphoric triamide

B: diallyldiethylaminophosphine

Conditions

Conditions	Yield
In tetrahydrofuran at -25℃; for 1h;	A n/a B 50%

...Expand

: 685-83-6
bis(diethylamino)chlorophosphine

A: 41291-42-3
tetraethyldiaminophosphine

B: 2283-11-6
hexaethylphosphoric triamide

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In diethyl ether	A 30% B n/a

: 685-83-6
bis(diethylamino)chlorophosphine

: 141-43-5
ethanolamine

A: 81374-83-6
3--2-(diethylamino)-1,3,2-oxazaphospholidine

B: 2283-11-6
hexaethylphosphoric triamide

Conditions

Conditions	Yield
With triethylamine In benzene at 0 - 5℃; for 24h;	A 27% B 18%

...Expand

: N,N,N',N'-tetraethyl-N'',N''-succinylphosphorous triamide

A: 2283-11-6
hexaethylphosphoric triamide

B: N,N-diethyl-N',N',N'',N''-disuccinylphosphorous triamide

Conditions

Conditions	Yield
Disproportionation; Heating;	A n/a B 23%

: 1069-08-5
diethylphosphoramidous dichloride

: 109-89-7
diethylamine

: 2283-11-6
hexaethylphosphoric triamide

: 685-83-6
bis(diethylamino)chlorophosphine

: 148-18-5
sodium N,N-diethyldithiocarbamate

A: 69267-80-7
tris(diethylthiocarbamato-S,S')phosphorus(III)

B: 2283-11-6
hexaethylphosphoric triamide

Conditions

Conditions	Yield
In benzene	A 2.3 g B 2.5 g

...Expand

: 685-83-6
bis(diethylamino)chlorophosphine

: 124008-75-9
methylthiomethylphosphonous bis(diethylamide)

A: C6H15ClNPS

B: 2283-11-6
hexaethylphosphoric triamide

Conditions

Conditions	Yield
Ambient temperature; Title compound not separated from byproducts;

...Expand

: 685-83-6
bis(diethylamino)chlorophosphine

: 109-89-7
diethylamine

: 2283-11-6
hexaethylphosphoric triamide

Conditions

Conditions	Yield
With triethylamine

: 128592-05-2
tetraethyldiamidophosphorous acid imidazolide

: 109-89-7
diethylamine

: 2283-11-6
hexaethylphosphoric triamide

Conditions

Conditions	Yield
In 1,4-dioxane at 20℃; for 72h;

: 135474-17-8
Tetraethylphosphorodiamidous Acid 3,5-Dimethylpyrazolide

: 109-89-7
diethylamine

: 2283-11-6
hexaethylphosphoric triamide

Conditions

Conditions	Yield
In 1,4-dioxane at 60℃; for 2h;

: tris(diethylamino)(dimethylamino)phosphonium iodide

A: 53201-80-2
phosphorous acid bis-diethylamide dimethylamide

B: 2283-11-6
hexaethylphosphoric triamide

Conditions

Conditions	Yield
With ammonia; sodium at -60℃; for 8h; Yield given. Yields of byproduct given;
With ammonia; sodium at -30℃; for 8h; Yield given. Yields of byproduct given;

: tris(diethylamino)(dipropylamino)phosphonium iodide

A: 2283-11-6
hexaethylphosphoric triamide

B: C14H34N3P

C: C16H39N4P

Conditions

Conditions	Yield
With ammonia; sodium at -30℃; for 8h; Yield given. Yields of byproduct given;

...Expand

: C23H47N5P2S

A: 2283-11-6
hexaethylphosphoric triamide

B: 62128-55-6
2-(diethylamino)-2,3-dihydro-3-methyl-1,3,2-benzothiazaphosphole

Conditions

Conditions	Yield
In diethyl ether at 20℃; for 0.0833333h; Product distribution;

: 685-83-6
bis(diethylamino)chlorophosphine

: 174966-20-2
(Dimethyl-phosphinoylmethyl)-methyl-trimethylsilanyl-amine

A: 2283-11-6
hexaethylphosphoric triamide

B: C12H31N3OP2

C: C12H32N3O2P3

D: C12H33N3O3P4

Conditions

Conditions	Yield
In dichloromethane for 1h; Ambient temperature; Title compound not separated from byproducts;

...Expand

: 109-89-7
diethylamine

: 2,2'-spirobi(3,3,3',3'-tetramethyl-5,5'-di-tert-butyl-1,1'-dioxa-3,3'-diazonia-2-phospha-4-cyclopentene) chloride

: 2283-11-6
hexaethylphosphoric triamide

Conditions

Conditions	Yield
In dichloromethane for 720h; Ambient temperature;

: 109-89-7
diethylamine

: 7719-12-2, 52843-90-0
phosphorus trichloride

A: 660-68-4
diethyl amine hydrochloride

B: 2283-11-6
hexaethylphosphoric triamide

Conditions

Conditions	Yield
Thermodynamic data;

...Expand

: 685-83-6
bis(diethylamino)chlorophosphine

vinylmagnesium halogenide: vinylmagnesium halogenide

A: 89438-02-8
bis((N,N-diethyl)amino)vinylphosphine

B: 2283-11-6
hexaethylphosphoric triamide

Conditions

Conditions	Yield
In tetrahydrofuran at -25℃; for 1h; Title compound not separated from byproducts;

...Expand

: 1069-08-5
diethylphosphoramidous dichloride

2-vinylphenylmagnesium halogenide: 2-vinylphenylmagnesium halogenide

A: 2283-11-6
hexaethylphosphoric triamide

B: C20H24NP

Conditions

Conditions	Yield
In tetrahydrofuran at -25℃; for 1h; Title compound not separated from byproducts;

...Expand

: 27081-10-3
cycloheptatrienylium tetrafluoroborate

: 2283-11-6
hexaethylphosphoric triamide

: cycloheptatrienyltris(diethylamino)phosphonium tetrafluoroborate

Conditions

Conditions	Yield
In dichloromethane	100%

: 1663-55-4
diethyl [hydroxy(phenyl)methyl]phosphonate

: 2283-11-6
hexaethylphosphoric triamide

: 212071-37-9
C19H36N2O4P2

Conditions

Conditions	Yield
With iodine In benzene at 70℃; for 1h; Addition; Title compound not separated from byproducts;	100%
With iodine In benzene at 75℃; for 1.5h; Yield given;

: 79158-40-0
diethyl hydroxy(p-tolyl)methylphosphonate

: 2283-11-6
hexaethylphosphoric triamide

: 212071-36-8
C20H38N2O4P2

Conditions

Conditions	Yield
With iodine In benzene at 70℃; for 1h; Addition; Title compound not separated from byproducts;	100%
With iodine In benzene at 75℃; for 1.5h; Yield given;
With iodine 1.) C6H6, 70 deg C, 20 min, 2.) C6H6, 75 deg C, 1.5 h; Multistep reaction;

: 7506-98-1
diethyl (hydroxy)(2-chlorophenyl)methylphosphonate

: 2283-11-6
hexaethylphosphoric triamide

: 212071-38-0
C19H35ClN2O4P2

Conditions

Conditions	Yield
With iodine In benzene at 70℃; for 1h; Addition; Title compound not separated from byproducts;	100%

: 2283-11-6
hexaethylphosphoric triamide

: 6329-56-2, 1012320-95-4, 1019779-87-3
diethyl (benzo[d][1,3]dioxol-5-yl(hydroxy)methyl)phosphonate

: C20H36N2O6P2

Conditions

Conditions	Yield
With iodine In benzene at 70℃; for 1h; Addition; Title compound not separated from byproducts;	100%

: 2283-11-6
hexaethylphosphoric triamide

: 59-02-9
Tocopherol

: 562828-32-4
bis(N,N-diethylamido)-O-tocopherylphosphite

Conditions

Conditions	Yield
at 90 - 100℃; for 5h;	100%

: 4-aza-1-hydroxymethyl-10-oxa-3,5-dioxo-4-N-(p-nitrophenyl)tricyclo[5.2.11.7.02.6]dec-8-ene

: 2283-11-6
hexaethylphosphoric triamide

: bis(N,N-diethylamido){4-aza-10-oxa-3,5-dioxo-4-N-(p-nitrophenyl)tricyclo[5.2.11.7.02.6]dec-8-en-1-yl}methylphosphite

Conditions

Conditions	Yield
In 1,4-dioxane at 40℃; for 1h; Inert atmosphere;	99%

: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

: 2283-11-6
hexaethylphosphoric triamide

A: 104655-76-7
5'-O-dimethoxytrityl thymidine 3'-O-phosphorbisdiethylamidite

B: Diethyl-phosphoramidous acid bis-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester

Conditions

Conditions	Yield
1H-tetrazole; diisopropylamine In dichloromethane; water; acetonitrile for 0.25h; Ambient temperature; var. amine catalysts.; Title compound not separated from byproducts;	A 98.5% B 0.5%
1H-tetrazole In dichloromethane; water; acetonitrile for 0.25h; Ambient temperature; var. amine catalysts.; Title compound not separated from byproducts;	A 71.5% B 25.9%

...Expand

: 110-91-8
morpholine

: 2283-11-6
hexaethylphosphoric triamide

: 5815-61-2
tris(morpholino)phosphine

Conditions

Conditions	Yield
at 70℃; for 10h; var. time and temp.;	98%

: 109-01-3
1-methyl-piperazine

: 2283-11-6
hexaethylphosphoric triamide

: 52893-99-9
tris(4-methylpiperazin-1-yl)phosphane

Conditions

Conditions	Yield
at 70℃; for 10h;	98%

: 56-23-5
tetrachloromethane

: 2283-11-6
hexaethylphosphoric triamide

: 145292-97-3
C12H30ClN3P(1+)*CCl3(1-)

Conditions

Conditions	Yield
at 0℃;	98%

: 75-47-8
iodoform

: 2283-11-6
hexaethylphosphoric triamide

: 40985-29-3
Tris(diethylamino)methylphosphonium-iodid

Conditions

Conditions	Yield
	98%

: 70654-00-1
bis(2-hydroxy-3-naphthyl)methane

: 2283-11-6
hexaethylphosphoric triamide

: 2-diethylaminodinaphtho[1,2-d][1',2'-g]-1,3,2-dioxaphosphocane

Conditions

Conditions	Yield
In 1,4-dioxane for 1h; Ambient temperature;	98%

: 629-11-8
1,6-hexanediol

: 2283-11-6
hexaethylphosphoric triamide

polymer, MP: 248-258 deg C; monomer(s): 1,6-hexanediol; hexaethylphosphorous triamide: polymer, MP: 248-258 deg C; monomer(s): 1,6-hexanediol; hexaethylphosphorous triamide

Conditions

Conditions	Yield
In diethylene glycol dimethyl ether at 100 - 110℃; for 25h;	98%

: 629-11-8
1,6-hexanediol

: 2283-11-6
hexaethylphosphoric triamide

polymer, MP: 274-280 deg C; monomer(s): 1,6-hexanediol; hexaethylphosphorous triamide: polymer, MP: 274-280 deg C; monomer(s): 1,6-hexanediol; hexaethylphosphorous triamide

Conditions

Conditions	Yield
at 80 - 90℃; for 3h;	98%

: 629-11-8
1,6-hexanediol

: 2283-11-6
hexaethylphosphoric triamide

poly(phosphoramidite)? MP: 274-280 deg C; Monomer(s): 1,6-hexanediol; hexaethylphosphorous triamide: poly(phosphoramidite)? MP: 274-280 deg C; Monomer(s): 1,6-hexanediol; hexaethylphosphorous triamide

Conditions

Conditions	Yield
at 80 - 90℃; for 3h;	98%

: 2283-11-6
hexaethylphosphoric triamide

: 74-88-4
methyl iodide

: 40985-29-3
Tris(diethylamino)methylphosphonium-iodid

Conditions

Conditions	Yield
In diethyl ether for 2h; warming from - 50 deg C;	97%

: 1807-49-4
2-diazo-indan-1,3-dione

: 2283-11-6
hexaethylphosphoric triamide

: 1-Oxo-2-{[tris(diethylamino)phosphonio]diazenyl}-1H-indene-3-olate

Conditions

Conditions	Yield
In dichloromethane at -60 - 20℃; Inert atmosphere;	97%

: 118-93-4
o-hydroxyacetophenone

: 2283-11-6
hexaethylphosphoric triamide

: 103345-85-3
o-acetylphenyl tetraethyldiamidophosphite

Conditions

Conditions	Yield
under 50 - 60 Torr; r.t., 4 h, then 50 deg C, 0.5 h;	96.5%

: 697-11-0
hexafluorocyclobut-1-ene

: 2283-11-6
hexaethylphosphoric triamide

: 175788-41-7
tris(diethylamine)phosphonium-2,2,3,3,4,4-hexafluorocyclobutane ylide

Conditions

Conditions	Yield
In diethyl ether at -30 - 0℃; for 3h;	96%

: 2283-11-6
hexaethylphosphoric triamide

: 685-83-6
bis(diethylamino)chlorophosphine

Conditions

Conditions	Yield
With phosphorus trichloride In acetonitrile at 20℃;	95%
With phosphorus trichloride
With 2-Chloro-N,N-diethylacetamide In diethyl ether

: 110-89-4
piperidine

: 2283-11-6
hexaethylphosphoric triamide

: 13954-38-6
tripiperidino-phosphine

Conditions

Conditions	Yield
at 70℃; for 10h;	95%

: 75-77-4
chloro-trimethyl-silane

: 75-63-8
Bromotrifluoromethane

: 2283-11-6
hexaethylphosphoric triamide

A: 81290-20-2
(trifluoromethyl)trimethylsilane

B: 89217-83-4
(N(C2H5)2)3PClBr

Conditions

Conditions	Yield
In dichloromethane	A 95% B n/a

...Expand

: 2283-11-6
hexaethylphosphoric triamide

: Tris(diethylamino)bromphosphoniumbromid

Conditions

Conditions	Yield
With bromine In dichloromethane at -40 - 25℃;	95%

: 50878-38-1
methyl 2-phenylhydrazinecarbodithioate

: 2283-11-6
hexaethylphosphoric triamide

: 72107-62-1
diethyl-(5-methylsulfanyl-3-phenyl-3H-[1,3,4,2]thiadiazaphosphol-2-yl)-amine

Conditions

Conditions	Yield
In benzene Heating;	95%

: 2283-11-6
hexaethylphosphoric triamide

: C12H30N3O3PS

Conditions

Conditions	Yield
With sulfur trioxide pyridine complex In dichloromethane at -20 - 20℃;	95%

: triethylamine hydrofluoride

: 2283-11-6
hexaethylphosphoric triamide

: 94586-22-8
triethylammonium hydridopentafluorophosphate

Conditions

Conditions	Yield
In acetonitrile byproducts: diethylamine; room temp.; shaking; allow to stand for 1 h;; distd.;;	95%

: 2283-11-6
hexaethylphosphoric triamide

: (S)-6-bromo-2,2'-dihydroxy-1,1'-binaphthyl

: (S)-6'-bromo-2-(diethylamino)-dinaphtho[2' ,1'-d:1'',2''-f][1,3,2]dioxaphosphepine

Conditions

Conditions	Yield
at 45 - 110℃; under 10 Torr; Inert atmosphere; neat (no solvent); diastereoselective reaction;	95%

: 4-aza-1-hydroxymethyl-10-oxa-3,5-dioxo-4-N-(p-phenylazophenyl)tricyclo[5.2.11.7.02.6]dec-8-ene

: 2283-11-6
hexaethylphosphoric triamide

: bis(N,N-diethylamido){4-aza-10-oxa-3,5-dioxo-4-N-(p-phenylazophenyl)tricyclo[5.2.11.7.02.6]dec-8-en-1-yl}methylphosphite

Conditions

Conditions	Yield
In 1,4-dioxane at 40℃; for 1h; Inert atmosphere;	95%

: 1807-68-7
diazodimedone

: 2283-11-6
hexaethylphosphoric triamide

: 5,5-dimethyl-3-oxo-2-{[tris(diathylamino)phosphonio]diazenyl}cyclohex-1-ene-1-olate

Conditions

Conditions	Yield
In dichloromethane at -60 - 20℃; Inert atmosphere;	95%

Hexaethylphosphorous triamide Specification

The Hexaethylphosphorous triamide with the cas number 2283-11-6 is also called Phosphorous triamide,N,N,N',N',N'',N''-hexaethyl-. The IUPAC name is N-[bis(diethylamino)phosphanyl]-N-ethylethanamine. Its EINECS registry number is 218-920-8. The molecular formula is C₁₂H₃₀N₃P.

The properties of the chemical are: (1)ACD/LogP: 3.36; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.29; (4)ACD/LogD (pH 7.4): 1.09; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1.12; (7)ACD/KOC (pH 5.5): 1.36; (8)ACD/KOC (pH 7.4): 8.55; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 9; (12)Polar Surface Area: 23.31 Å²; (13)Enthalpy of Vaporization: 44.27 kJ/mol; (14)Vapour Pressure: 0.237 mmHg at 25°C.

Preparation: This chemical can be prepared by diethylamine. This reaction needs reagent PCl₃ and solvent petroleum ether. The yield is 61.5%.

Uses: This chemical can react with isonicotinic acid to prepare isonicotinic acid diethylamide. This reaction needs temperature of 210 - 220 °C. The reaction time is 3.0 hours. The yield is 79.5%.

While using this chemical, you should be very cautious. This chemical is not only irritating to skin, but also irritating to eyes and respiratory system. Therefore, you should take the following instructions. Firstly, you should wear suitable protective clothing. Then in case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: N(P(N(CC)CC)N(CC)CC)(CC)CC
(2)InChI: InChI=1/C12H30N3P/c1-7-13(8-2)16(14(9-3)10-4)15(11-5)12-6/h7-12H2,1-6H3
(3)InChIKey: FDIOSTIIZGWENY-UHFFFAOYAG

Product Name

TRIS(DIETHYLAMINO)PHOSPHINE

Synthetic route

Hexaethylphosphorous triamide Specification

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