CAS No.739-58-2,4-(DIMETHYLAMINO)PHENYLDIPHENYLPHOSPHINE Suppliers

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Basic Information

Molecular Structure:
CAS No.:	739-58-2
Name:	4-(DIMETHYLAMINO)PHENYLDIPHENYLPHOSPHINE
Article Data:	16

Formula:	C₂₀H₂₀NP
Molecular Weight:	305.359
Synonyms:	Aniline,p-(diphenylphosphino)-N,N-dimethyl- (6CI,7CI,8CI);4-(Diphenylphosphino)-N,N-dimethylaniline;[4-(Dimethylamino)phenyl]diphenylphosphine;[p-(Dimethylamino)phenyl]diphenylphosphine;
EINECS:	228-193-9
Melting Point:	151-154 °C(lit.)
Boiling Point:	417.5 °C at 760 mmHg
Flash Point:	206.3 °C
Hazard Symbols:	Xi
Risk Codes:	36/37/38
Safety:	26-36
PSA:	16.83000
LogP:	3.51080

Synthetic route

: 586-77-6
4-bromo-N,N-dimethylaniline

: 1079-66-9
chloro-diphenylphosphine

: 739-58-2
4-(N,N-Dimethylamino)triphenylphosphine

Conditions

Conditions	Yield
Stage #1: 4-bromo-N,N-dimethylaniline With magnesium In tetrahydrofuran for 10h; Inert atmosphere; Reflux; Stage #2: chloro-diphenylphosphine With tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 20℃; for 11h; Reflux; Inert atmosphere;	96%
With tetrabutylammonium tetrafluoroborate; (2,2'-bipyridine)nickel(II) dibromide In N,N-dimethyl-formamide electrochemical coupling;	70%
With tetrabutylammonium tetrafluoroborate; (2,2'-bipyridine)nickel(II) dibromide In N,N-dimethyl-formamide Electrolysis;	70%

: 797-72-8
(4-(dimethylamino)phenyl)diphenylphosphine oxide

: 739-58-2
4-(N,N-Dimethylamino)triphenylphosphine

Conditions

Conditions	Yield
With 1,3-diphenyl-disiloxane In toluene at 110℃; Sealed tube; chemoselective reaction;	89%

: 829-85-6
diphenylphosphane

: 1197-19-9
4-cyano-N,N-dimethylaniline

: 739-58-2
4-(N,N-Dimethylamino)triphenylphosphine

Conditions

Conditions	Yield
With bis(1,5-cyclooctadiene)nickel(0); 8-quinolinol; potassium tert-butylate In 1,4-dioxane at 90℃; for 16h; Catalytic behavior; Schlenk technique; Inert atmosphere;	70%

: 29972-74-5
(4-dimethylamino-phenyl)-phosphonous acid dichloride

: 739-58-2
4-(N,N-Dimethylamino)triphenylphosphine

Conditions

Conditions	Yield
With sodium; chlorobenzene; benzene ueber mehrere Stufen;

: 29972-74-5
(4-dimethylamino-phenyl)-phosphonous acid dichloride

: phenylmagnesium bromide

: 739-58-2
4-(N,N-Dimethylamino)triphenylphosphine

Conditions

Conditions	Yield
In diethyl ether

: 121-69-7
N,N-dimethyl-aniline

: 1079-66-9
chloro-diphenylphosphine

: 739-58-2
4-(N,N-Dimethylamino)triphenylphosphine

Conditions

Conditions	Yield
With pyridine; aluminium trichloride In benzene

: 586-77-6
4-bromo-N,N-dimethylaniline

: 1499-21-4
Diphenylphosphinic chloride

: 739-58-2
4-(N,N-Dimethylamino)triphenylphosphine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: magnesium; iodine / tetrahydrofuran / 1.5 h / 60 °C 1.2: 18 h / 0 - 23 °C 2.1: 1,3-diphenyl-disiloxane / toluene / 110 °C / Sealed tube View Scheme

: 29892-37-3
chloro(dimethylsulfide) gold(I)

: 739-58-2
4-(N,N-Dimethylamino)triphenylphosphine

: 137008-26-5
[(4-dimethylaminophenyl)diphenylphosphine]gold(I) chloride

Conditions

Conditions	Yield
In tetrahydrofuran byproducts: (CH3)2S; under N2; dropwise addn. of soln. of phosphane to suspension of Au-compd. at 0°C, stirred for 15 min, warmed to room temp.; concd., pptn. by addn. of pentane, dried (high vac.); elem. anal.;	97%
byproducts: (CH3)2S; according to: D. B. Dyson, R. V. Parish, C. A. McAuliffe, R. Fields, Hyperfine interact. 40 (1988) 327.;	97.5%

: 1701-93-5
silver thiocyanate

: 739-58-2
4-(N,N-Dimethylamino)triphenylphosphine

: C82H80Ag2N6P4S2

Conditions

Conditions	Yield
In acetonitrile Reflux;	92%

: [Fe2(CO)6{μ-SCH2CH(CH2CH3)S}]

: 739-58-2
4-(N,N-Dimethylamino)triphenylphosphine

: [Fe2(CO)5{Ph2P(4-C6H4NMe2)}{μ-SCH2CH(CH2CH3)S}]

Conditions

Conditions	Yield
With trimethylamine-N-oxide In dichloromethane; acetonitrile at 20℃; for 1h;	91%

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Specification

The Benzenamine,4-(diphenylphosphino)-N,N-dimethyl-, with the CAS registry number 739-58-2, is also known as [p-(Dimethylamino)phenyl]diphenylphosphine. It belongs to the product categories of Mitsunobu Reaction; Phosphine Ligands; Phosphines (Mitsunobu Reaction); Synthetic Organic Chemistry. This chemical's molecular formula is C₂₀H₂₀NP and molecular weight is 305.35. What's more, its systematic name is 4-(diphenylphosphanyl)-N,N-dimethylaniline.

Physical properties of Benzenamine,4-(diphenylphosphino)-N,N-dimethyl- are: (1)ACD/LogP: 5.80; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 5.78; (4)ACD/LogD (pH 7.4): 5.8; (5)ACD/BCF (pH 5.5): 14329.84; (6)ACD/BCF (pH 7.4): 15033.75; (7)ACD/KOC (pH 5.5): 32406.28; (8)ACD/KOC (pH 7.4): 33998.13; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 16.83 Å²; (13)Flash Point: 206.3 °C; (14)Enthalpy of Vaporization: 67.09 kJ/mol; (15)Boiling Point: 417.5 °C at 760 mmHg; (16)Vapour Pressure: 3.52E-07 mmHg at 25°C.

Preparation: this chemical can be prepared by diphenylphosphinous acid chloride and 4-bromo-N,N-dimethyl-aniline by electrolysis. This reaction will need reagent Bu₄NBF₄ and solvent dimethylformamide. This reaction will also need catalyst (2,2'-bipy)NiBr₂. The yield is about 70%.

Benzenamine,4-(diphenylphosphino)-N,N-dimethyl- can be prepared by diphenylphosphinous acid chloride and 4-bromo-N,N-dimethyl-aniline by electrolysis

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing.

You can still convert the following datas into molecular structure:
(1)SMILES: c3c(P(c1ccccc1)c2ccc(cc2)N(C)C)cccc3
(2)InChI: InChI=1S/C20H20NP/c1-21(2)17-13-15-20(16-14-17)22(18-9-5-3-6-10-18)19-11-7-4-8-12-19/h3-16H,1-2H3
(3)InChIKey: GOEGBJDTWXTPHP-UHFFFAOYSA-N