- (XYL)2P(O)H
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2026-03-20
- CAS:187344-92-9
- Min. Order: 1KG
- Purity: 99%
- Supply Ability: 20 mt
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| | (XYL)2P(O)H Basic information |
| Product Name: | (XYL)2P(O)H | | Synonyms: | 1-[(3,5-diMethylphenyl)phosphoryl]-3,5-diMethylbenzene;(XYL)2P(O)H;Bis(3,5-dimethylphenyl)phosphine oxide ,97%;Bis(3,5-diMethylphenyl)phosphi;Phosphine oxide,bis(3,5-diMethylphenyl)-;bis(3,5-dimethylphenyl)-oxophosphanium;Bis(3,5-dimethylphenyl)phosphineOxide>;bis(3,5 -dimethylpheny)phosphine oxide | | CAS: | 187344-92-9 | | MF: | C16H19OP | | MW: | 258.3 | | EINECS: | 805-024-2 | | Product Categories: | | | Mol File: | 187344-92-9.mol |  |
| | (XYL)2P(O)H Chemical Properties |
| Melting point | 82-84℃ | | Boiling point | 414.8±55.0 °C(Predicted) | | storage temp. | Keep in dark place,Inert atmosphere,Room temperature | | form | Powder | | color | White | | InChI | InChI=1S/C16H19OP/c1-11-5-12(2)8-15(7-11)18(17)16-9-13(3)6-14(4)10-16/h5-10,18H,1-4H3 | | InChIKey | AWAYSUMOANJULO-UHFFFAOYSA-N | | SMILES | P(=O)(C1=CC(C)=CC(C)=C1)C1=CC(C)=CC(C)=C1 |
| | (XYL)2P(O)H Usage And Synthesis |
| Chemical Properties | White powder | | Uses | suzuki reaction | | Synthesis | General procedure for the synthesis of bis(3,5-dimethylphenyl)phosphine oxide from 3,5-dimethylbromobenzene: 1-bromo-3,5-dimethylbenzene (129.5 g, 3.5 eq.) was slowly added to a suspension of magnesium shavings (17.0 g, 3.5 eq.) in tetrahydrofuran (THF, 770 mL) while controlling the internal temperature to maintain at 40-50 °C. The reaction mixture was stirred continuously at 40-50 °C for 1 h and subsequently cooled to 0 °C. Triethyl phosphate ((EtO)3PO, 27.7 g, 0.200 mol) was added dropwise over 30 min and stirring was continued for 1 h at 0 °C. Upon completion of the reaction, the reaction was quenched with 6 M aqueous hydrochloric acid (260 mL) and the mixture was extracted with dichloromethane (CH2Cl2, 260 mL x 3) and washed with water (H2O, 130 mL x 2). After concentration under vacuum, the residue was purified by silica gel column chromatography to afford bis(3,5-dimethylphenyl)phosphine oxide (49.7 g, 96% yield) as a light yellow solid. | | References | [1] Chemistry Letters, 2013, vol. 42, # 9, p. 1035 - 1037
[2] Chemical Communications, 2013, vol. 49, # 82, p. 9425 - 9427
[3] Patent: WO2014/196930, 2014, A1. Location in patent: Page/Page column 21; 22
[4] Patent: EP1452537, 2004, A1. Location in patent: Page 25
[5] Zeitschrift fur Anorganische und Allgemeine Chemie, 2016, vol. 642, # 6, p. 508 - 514 |
| | (XYL)2P(O)H Preparation Products And Raw materials |
| Raw materials | Ethanol-->Ethyl acetate-->Tetrahydrofuran-->Dichloromethane-->Magnesium-->Phosphorus trichloride-->Lithium-->5-Bromo-m-xylene-->Diethyl phosphite-->1,2-Dibromoethane | | Preparation Products | BIS(3,5-DIMETHYLPHENYL)PHOSPHINE-->Phosphine oxide, 1,1'-(1R)-tricyclo[8.2.2.24,7]hexadeca-4,6,10,12,13,15-hexaene-5,11-diylbis[1,1-bis(3,5-dimethylphenyl)- |
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