Tricyclohexylphosphine oxide
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Tricyclohexylphosphine oxide
structure -
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CAS No:
13689-19-5
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Formula:
C18H33OP
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Chemical Name:
Tricyclohexylphosphine oxide
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Synonyms:
Phosphine oxide,tricyclohexyl-;Tricyclohexylphosphine oxide;NSC 222417
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CAS No:
Characteristics
17.1
4.8
Crystalline
1.0±0.1 g/cm3
155-157 °C
466.6°C at 760 mmHg
236.0±19.6 °C
1.492
soluble in most organic solvents. Insoluble in water.
Safety Information
Ⅲ
6.1
UN3464
36/37/38
26-36/37/39
|Danger|H301 (83.33%): Toxic if swallowed [Danger Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P310, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 6 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Tricyclohexylphosphine oxide Use and Manufacturing
General procedure: To a solution of 1 (0.2 mmol) in 2 mL of CH3CN/H2O(v/v = 100/1) was added Selectfluor (71 mg, 0.2 mmol). The mixture was stirred at room temperature for 5-60minutes. After removal of the solvent, the residue was then purified by flash column chromatography on silica gel with petroleum ether/ethyl acetate to give the desired product 2.General procedure: 1a (70.5 mg, 0.20 mmol), 4-phenylthioxanthone (3 mg, 0.01 mmol), CH3OH (30 mL) were added to a pyrex reaction flash which was equipped with a magnetic stirrer. The mixture was irradiated by a 23 W household lamp at rt under air atmosphere. The photoreaction was completed after 40 minutes as monitored by TLC (eluent: petroleum ether). The solvent was removed and the residue was purified by flash column chromatography on silica gel (eluent: petroleum ether/ethyl acetate = 10/1'EA) to afford 2a as a solid (74 mg, 100%); 1H NMR (400 MHz, CDCl3) delta 7.56 (dd, J = 11.6, 8.8 Hz, 6 H), 6.95 (dd, J = 8.8, 2.0 Hz, 6 H), 3.83 (s, 9 H).General procedure: Reactions for each substrate were run in triplicate. For substrate oxidation reactions, either 21 mg pyridine-N-oxide (220 mumol) or 27 mg of x-PVP-N-oxide (220 mumol) was added to 100 mumol of substrate in 500 muL of acetonitrile in a J-Young NMR tube and sealed in the glovebox. The reactions were taken out of the glovebox and heated at 110 C for 24 hours. After cooling to room temperature, the solvent was transferred to a clean vial and 100 muL of a 0.333 M of 2-adamantanone solution in chloroform was added as an internal standard. The solution volume was diluted to 2.0 mL with chloroform, filtered, and analyzed by GC/FID. Product peaks were identified by comparison to GC/FID chromatograms of authentic samples of the expected products, and percent conversions were determined by comparison to 2-adamantanone as a standard.Preferred examples of the phosphine chalcogenide include ... tetra-I-propylmethylene diphosphonate, tetra-n-propylmethylene diphosphonate, tetra-I-propylpropylene diphosphonate, triallylphosphine tri-n-butylphosphine oxide, tri-n-butylphosphine sulfide, tri-t-butylphosphine sulfide,
Computed Properties
Molecular Weight:296.4
XLogP3:4.8
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:3
Exact Mass:296.226902670
Monoisotopic Mass:296.226902670
Topological Polar Surface Area:17.1
Heavy Atom Count:20
Complexity:281
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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