Home Cart 0 Sign in  

[ CAS No. 161265-03-8 ]

{[proInfo.proName]} ,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 161265-03-8
Chemical Structure| 161265-03-8
Structure of 161265-03-8 * Storage: {[proInfo.prStorage]}

Quality Control of [ 161265-03-8 ]

Related Doc. of [ 161265-03-8 ]

SDS
Alternatived Products of [ 161265-03-8 ]
Alternatived Products of [ 161265-03-8 ]

Product Details of [ 161265-03-8 ]

CAS No. :161265-03-8 MDL No. :MFCD00233866
Formula : C39H32OP2 Boiling Point : 665.7°C at 760 mmHg
Linear Structure Formula :- InChI Key :-
M.W :578.62 g/mol Pubchem ID :636044
Synonyms :

Safety of [ 161265-03-8 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 161265-03-8 ]

  • Upstream synthesis route of [ 161265-03-8 ]
  • Downstream synthetic route of [ 161265-03-8 ]

[ 161265-03-8 ] Synthesis Path-Upstream   1~8

  • 1
  • [ 4175-77-3 ]
  • [ 161265-03-8 ]
  • [ 141305-40-0 ]
Reference: [1] Chemistry - A European Journal, 2015, vol. 21, # 23, p. 8471 - 8482
  • 2
  • [ 19814-75-6 ]
  • [ 1079-66-9 ]
  • [ 161265-03-8 ]
YieldReaction ConditionsOperation in experiment
88%
Stage #1: With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium In tert-butyl methyl ether; cyclohexane at 6 - 10℃;
Stage #2: at 20℃; for 14 h;
Stage #3: at 10 - 20℃; for 5.16667 h;
Example 2A
Preparation of 9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene, Xantphos
To a 5L round bottom flask (RBF) are added MTBE (2.5 L), 9,9-dimethylxanthene (131.4 g, 0.60 mole) and TMEDA (155 g, 1.32 mole).
After degassing the solution, s-BuLi (1.11 L, 1.3 M in cyclohexane, 1.44 mole) is cannulated into a dropping funnel and then slowly added over 60 min while maintaining the batch temperature at 6-10° C.
The mixture is then aged for 14 h at room temperature.
Ph2PCl is added slowly via a dropping funnel while maintain the mildly exothermic reaction at 10-20° C.
~60percent of the Ph2PCl (175 mL, 0.93 mole) is added in 0.5 hour.
The mixture is aged for 10 minutes before addition of the remaining Ph2PCl (120 mL, 0.63 mole).
After aged for 5 h at room temperature, the reaction is quenched with MeOH (9.9 mL, 0.24 mole).
The product is filtered and the slightly yellow solid is washed consecutively with MTBE (250 mL), MeOH (2*250 mL), water (2*300 mL), MeOH (2*250 mL) and MTBE (250 mL) and dried to give an off-white solid as product (304.2 g, 88percent yield).
77%
Stage #1: With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium In tert-butyl methyl ether; cyclohexane at 10 - 20℃; for 16 h;
Stage #2: at 20℃; for 5.75 h;
Example 2
Preparation of 9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene, Xantphos
To a 1L round bottom flask (RBF) are added MTBE (500 mL), 9,9-dimethylxanthene (26.65 g) and TMEDA (30.6 g).
After degassing the solution, s-BuLi (155 g, 1.3 M in cyclohexane) is cannulated into a dropping funnel and then slowly added over 30 min while maintaining the batch temperature at 10-20° C.
The mixture is then aged for 16 h at room temperature.
Ph2PCl is added slowly via a dropping funnel while maintain the mildly exothermic reaction at 10-20° C.
~60percent of the Ph2PCl (30 mL) is added in 0.5 hour.
The mixture is aged for 15 minutes before addition of the remaining Ph2PCl.
After aged for 5.5 h at room temperature, the reaction is quenched with MeOH (2.0 mL).
The product is filtered and the slightly yellow solid is washed consecutively with MeOH (200 mL), water (200 mL), MeOH (200 mL) and MTBE (200 mL) and dried to give an off-white solid as product (54.8 g, 77percent yield).
Reference: [1] Patent: US2004/23979, 2004, A1, . Location in patent: Page/Page column 9; 10
[2] Patent: US2004/23979, 2004, A1, . Location in patent: Page/Page column 9
[3] Dalton Transactions, 2018, vol. 47, # 11, p. 3745 - 3754
[4] Tetrahedron Letters, 1995, vol. 36, # 1, p. 75 - 78
[5] Patent: US7612241, 2009, B1, . Location in patent: Page/Page column 4-5
[6] Patent: US2004/23978, 2004, A1, . Location in patent: Page/Page column 15;16
[7] Patent: US2004/23981, 2004, A1, . Location in patent: Page/Page column 17
[8] Dyes and Pigments, 2012, vol. 94, # 3, p. 561 - 569
  • 3
  • [ 19814-75-6 ]
  • [ 161265-03-8 ]
Reference: [1] Patent: US2004/23980, 2004, A1, . Location in patent: Page/Page column 15
  • 4
  • [ 808142-24-7 ]
  • [ 161265-03-8 ]
Reference: [1] ChemCatChem, 2017, vol. 9, # 24, p. 4460 - 4464
[2] Chemistry - A European Journal, 2017, vol. 23, # 58, p. 14434 - 14438
  • 5
  • [ 21264-30-2 ]
  • [ 161265-03-8 ]
  • [ 205319-10-4 ]
Reference: [1] Organic Syntheses, 2016, vol. 93, p. 341 - 351
[2] Organic Syntheses, 2016, vol. 93, p. 341 - 351
[3] Journal of the American Chemical Society, 2015, vol. 137, # 39, p. 12490 - 12493
  • 6
  • [ 15617-18-2 ]
  • [ 161265-03-8 ]
  • [ 205319-10-4 ]
Reference: [1] European Journal of Inorganic Chemistry, 1998, # 2, p. 155 - 157
  • 7
  • [ 161265-03-8 ]
  • [ 205319-10-4 ]
Reference: [1] Journal of Organometallic Chemistry, 2012, vol. 696, # 26, p. 4293 - 4297
  • 8
  • [ 1435520-65-2 ]
  • [ 161265-03-8 ]
  • [ 1445085-97-1 ]
Reference: [1] Chemical Science, 2013, vol. 4, # 3, p. 916 - 920
Historical Records