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Tri-o-tolylphosphine

Tri-o-tolylphosphine structure

CAS No:
6163-58-2
Formula:
C21H21P
Chemical Name:
Tri-o-tolylphosphine
Synonyms:
Phosphine,tris(2-methylphenyl)-;Phosphine,tri-o-tolyl-;Tris(2-methylphenyl)phosphine;Tris(o-tolyl)phosphine;Tri-2-tolylphosphine;Tri-o-tolylphosphine;Tris(o-methylphenyl)phosphine;Tris(2-tolyl)phosphine;Tris(2-toluene)phosphine;NSC 116667;TOTP;Tri(2-methylphenyl)phosphine;Tris-o-tolyphosphine
Categories:
Organic Chemistry > Phosphines

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Description

white to light yellow crystal powde

Tri-o-tolylphosphine Basic Attributes

Molecular Weight：

304.37

Exact Mass：

304.37

BRN：

661212

EC Number：

228-193-9

UNII：

5M32DK8XA8

NSC Number：

116667

DSSTox ID：

DTXSID9064130

HScode：

29319090

Characteristics

PSA：

XLogP3：

5.7

Appearance：

White Crystalline Powder

Melting Point：

125 °C

Flash Point：

214.6ºC

Water Solubility：

soluble in alcohol. Slightly soluble in cold water. Insoluble in water.

Storage Conditions：

Store below +30°C.

Safety Information

wgk germany：

hazard class code：

36/37/38

safety instructions：

26-36-37/39

Marks：

Precautionary statement(s)：

P261, P264, P270, P271, P273, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, P501

Hazard Statements：

H302

GHS Classification：

|Warning|H315 (97.03%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P391, P403+P233, P405, and P501|Aggregated GHS information provided by 102 companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH Entry Terms：

TOTP

Tri-o-tolylphosphine 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).Complex 1d (0.1636g, 0.2659mmol) was added to an oven dried Ar-filled 50-mL Schlenk flask containing a magnetic stirring bar. The flask was evacuated and filled with Ar 5 times. Then abs. THF (17mL) was added followed by a 0.5M solution of KPPhComplex 1d (0.1636g, 0.2659mmol) was added to an oven dried Ar-filled 50-mL Schlenk flask containing a magnetic stirring bar. The flask was evacuated and filled with Ar 5 times. Then abs. THF (17mL) was added followed by a 0.5M solution of KPPh

Uses

As a ligand, it is used in coupling reaction; Heck reaction catalyst, organic intermediate. Use of ligands for the direct amination of alcohols catalyzed by ruthenium Ligands for the amination of alcohols catalyzed by ruthenium.

Manufacturing Info：

Phosphine, tris(2-methylphenyl)-: ACTIVE

Computed Properties

Molecular Weight:304.4
XLogP3:5.7
Rotatable Bond Count:3
Exact Mass:304.138087668
Monoisotopic Mass:304.138087668
Heavy Atom Count:22
Complexity:287
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Tetrahydrofuran

Ammonium chloride

Sodium hydroxide

Ethyl acetate

SODIUM SULFATE

Ethanol

Hydrochloric acid

Sodium chloride

Phosphorus trichloride

Sodium sulfate

PETROLEUM ETHER

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