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Home > Encyclopedia > Tris(4-methoxyphenyl)phosphine

Tris(4-methoxyphenyl)phosphine

Tris(4-methoxyphenyl)phosphine structure

Tris(4-methoxyphenyl)phosphine 

structure
  • CAS No:

    855-38-9

  • Formula:

    C21H21O3P

  • Chemical Name:

    Tris(4-methoxyphenyl)phosphine

  • Synonyms:

    Phosphine,tris(4-methoxyphenyl)-;Phosphine,tris(p-methoxyphenyl)-;Tris(4-methoxyphenyl)phosphine;Tri-p-anisylphosphine;Tris(p-methoxyphenyl)phosphine;Tris(p-anisyl)phosphine;Trianisylphosphine;Tri(p-methoxyphenyl)phosphine;Tris(4-anisyl)phosphine;Tri(4-methoxyphenyl)phosphine;NSC 136458;TPAP;Tris(4-methoxylphenyl)phosphine;24342-83-4

  • Categories:

    Organic Chemistry  >  Phosphines

Description

White to pale yellow crystalline powder

Tris(4-methoxyphenyl)phosphine Basic Attributes

352.36

352.36

2815911

212-723-0

136458

DTXSID3061217

2909309090

Characteristics

27.7

4.5

White to pale yellow Crystalline Powder

131-134ºC(lit.)

131 °C

457.8°C at 760 mmHg

287.3±27.6 °C

Insoluble in water.

Safety Information

NONH for all modes of transport

3

36/37/38

26-37/39-24/25

Xi

P261-P305 + P351 + P338

H315-H319-H335

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 44 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Tris(4-methoxyphenyl)phosphine Use and Manufacturing

Methods of Manufacturing

General procedure: To a mixture of Mg powder (8 mmol, 4 mol equiv), Me3SiCl (6 mmol, 3 mol equiv), and DMI (8 mL) was added 2a (2 mmol), and the whole mixture was stirred for 2 h at room temperature. To the reaction mixture was added satd aq (NH4)2CO3, and the mixture was extracted with Et2O (10 mL 3). The combined organic layers were washed with satd aq NaCl, dried over Na2SO4, and concentrated under reduced pressure. The resultant was analyzed by 31P NMR to find that 1a and 2a were obtained in 97:3 ratio. The desired 1a was obtained in 96percent yield after purification by silica gel column chromatography (hexane/AcOEt = 5:1) (Table 1, entry 1).General procedure: To a solution of tertiary phosphine oxides 2 (0.4mmol) in CHGeneral procedure: Triphenylphosphine oxide or sulfide (1 mmol), dry hexane (1 mL), and Ic (1 mmol) were added to a Schlenk tube under the atmosphere of nitrogen. The reaction was carried out at room temperature for 10 min and monitored by TLC. Upon completion of the process the reaction mixture was filtered by silica gel and washed several times with ethyl acetate. Ethyl acetate was evaporated and the residue purified by flash chromatography on silica gel with pure cyclohexane toafford the desired phosphine. The yield was determined by GC without additional purification.

Uses

suzuki reaction

Phosphine, tris(4-methoxyphenyl)-: ACTIVE

Computed Properties

Molecular Weight:352.4
XLogP3:4.5
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:6
Exact Mass:352.12283153
Monoisotopic Mass:352.12283153
Topological Polar Surface Area:27.7
Heavy Atom Count:25
Complexity:310
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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