CAS No.161265-03-8,4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene Suppliers

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Basic Information

Molecular Structure:
CAS No.:	161265-03-8
Name:	4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene
Article Data:	17

Formula:	C₃₉H₃₂OP₂
Molecular Weight:	578.63
Synonyms:	9,9-dimethyl-4,5-bis(diphenylphosphino)-9H-xanthene;9,10a-dihydro-9,9-dimethyl-4,5-bis(diphenylphosphino)-8aH-xanthene;Phosphine,(9,9-dimethyl-9H-xanthene-4,5-diyl)bis[diphenyl- (9CI);(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis[diphenylphosphine];4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene;9,9-Dimethyl-4,5-bis(diphenylphosphino)xanthene;Xantphos;
EINECS:	605-249-4
Melting Point:	224-228 °C(lit.)
Boiling Point:	665.7 °C at 760 mmHg
Flash Point:	449.9 °C
Appearance:	white to light yellow crystals
Hazard Symbols:	Xn
Risk Codes:	37-20/22
Safety:	37/39-26
PSA:	36.41000
LogP:	7.63460

Synthetic route

: 9,9-dimethyl-4,6-bis(diphenyloxyphosphino)xanthene

: 161265-03-8
4,5-bis(diphenylphosphino)-9,9-dimethylxanthene

Conditions

Conditions	Yield
With tributylphosphine; iodine In tetrahydrofuran; acetonitrile at 20℃; for 0.166667h; Inert atmosphere;	95%

: 67-64-1
acetone

: 166330-10-5
bis[2-(diphenylphosphino)phenyl] ether

: 161265-03-8
4,5-bis(diphenylphosphino)-9,9-dimethylxanthene

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid In toluene at 200℃; for 16h; Temperature; Inert atmosphere;	95%

: 808142-24-7
1,1'-(9,9-dimethyl-9H-xanthene-4,5-diyl)bis-1,1-diphenylphosphine oxide

: 161265-03-8
4,5-bis(diphenylphosphino)-9,9-dimethylxanthene

Conditions

Conditions	Yield
With bis(2-chlorophenyl)borinic acid; phenylsilane In toluene at 80℃; for 18h; Inert atmosphere;	89%
With 1,3-diphenyl-disiloxane In toluene at 110℃; Sealed tube; chemoselective reaction;	79%

: 19814-75-6
9,9-dimethylxanthene

: 1079-66-9
chloro-diphenylphosphine

: 161265-03-8
4,5-bis(diphenylphosphino)-9,9-dimethylxanthene

Conditions

Conditions	Yield
Stage #1: 9,9-dimethylxanthene With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium In tert-butyl methyl ether; cyclohexane at 6 - 10℃; Stage #2: In cyclohexane; water at 20℃; for 14h; Stage #3: chloro-diphenylphosphine In cyclohexane; water at 10 - 20℃; for 5.16667h;	88%
Stage #1: 9,9-dimethylxanthene With n-butyllithium; N,N,N,N,-tetramethylethylenediamine In hexane at -78 - 25℃; for 17h; Stage #2: chloro-diphenylphosphine In hexane at 25℃; for 16h; Cooling with ice;	84%
Stage #1: 9,9-dimethylxanthene With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium In tert-butyl methyl ether; cyclohexane at 10 - 20℃; for 16h; Stage #2: chloro-diphenylphosphine In cyclohexane; water at 20℃; for 5.75h;	77%

: 19814-75-6
9,9-dimethylxanthene

: diphenylphosphonium chloride

: 161265-03-8
4,5-bis(diphenylphosphino)-9,9-dimethylxanthene

Conditions

Conditions	Yield
Stage #1: 9,9-dimethylxanthene With n-butyllithium; N,N,N,N,-tetramethylethylenediamine In hexane at -78 - 25℃; for 17h; Stage #2: diphenylphosphonium chloride In hexane at 25℃; for 16h; Cooling with ice;	84%

: 19814-75-6
9,9-dimethylxanthene

: 161265-03-8
4,5-bis(diphenylphosphino)-9,9-dimethylxanthene

Conditions

Conditions	Yield
Stage #1: 9,9-dimethylxanthene With bis 1,2-(dimethylamino)ethylene; sec.-butyllithium In tert-butyl methyl ether at 10 - 20℃; for 16h; Stage #2: With chloro-diphenylphosphine at 20℃; for 6.25h;

: 161265-03-8
4,5-bis(diphenylphosphino)-9,9-dimethylxanthene

: 808142-24-7
1,1'-(9,9-dimethyl-9H-xanthene-4,5-diyl)bis-1,1-diphenylphosphine oxide

Conditions

Conditions	Yield
With dihydrogen peroxide In dichloromethane at 0℃; for 2h;	100%
With dihydrogen peroxide In dichloromethane; water at 0℃; for 4h;	99%
With dihydrogen peroxide In 1,4-dioxane; water for 2h;	95%

: 15555-77-8, 86470-43-1
dichlorotetrakis(triphenylphosphine)ruthenium(II)

: 161265-03-8
4,5-bis(diphenylphosphino)-9,9-dimethylxanthene

: 1579977-69-7
RuCl2(PPh3)(Xantphos)

Conditions

Conditions	Yield
In (2)H8-toluene for 3h; Inert atmosphere; Schlenk technique; Reflux;	100%
In (2)H8-toluene for 5h; Inert atmosphere; Schlenk technique; Reflux;	100%

: iron(dichloride)*1.5(tetrahydrofuran)

: 161265-03-8
4,5-bis(diphenylphosphino)-9,9-dimethylxanthene

: FeCl2(Xantphos)

Conditions

Conditions	Yield
In toluene at 60℃; for 4h;	100%

: 142-71-2
copper diacetate

: 161265-03-8
4,5-bis(diphenylphosphino)-9,9-dimethylxanthene

: C43H38CuO5P2

Conditions

Conditions	Yield
In tetrahydrofuran	100%

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Chemistry

Molecule structure of Dimethylbisdiphenylphosphinoxanthene (CAS NO.161265-03-8):

Molecular Weight: 578.6183 g/mol
Molecular Formula: C₃₉H₃₂OP₂
Melting Point: 224-228 °C(lit.)
Boiling Point: 665.7 °C at 760 mmHg
Flash Point: 449.9 °C
Enthalpy of Vaporization: 94.35 kJ/mol
Vapour Pressure: 7.61E-17 mmHg at 25 °C
InChI: InChI=1/C39H32OP2/c1-39(2)33-25-15-27-35(41(29-17-7-3-8-18-29)30-19-9-4-10-20-30)37(33)40-38-34(39)26-16-28-36(38)42(31-21-11-5-12-22-31)32-23-13-6-14-24-32/h3-28H,1-2H3
InChIKey: CXNIUSPIQKWYAI-UHFFFAOYAQ
Product Categories: Phosphines; Amino Acid Derivatives; Phosphine Ligands; Synthetic Organic Chemistry

Uses

Dimethylbisdiphenylphosphinoxanthene (CAS NO.161265-03-8) is used as a ligand for Buchwald, Suzuki and other coupling reactions

Safety Profile

Hazard Codes: Harmful Xn
Risk Statements: 37-20/22
R37:Irritating to respiratory system
R20/22:Harmful by inhalation and if swallowed.
Safety Statements: 37/39-26
S37/39:Wear suitable gloves and eye/face protection.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany: 3

Specification

Dimethylbisdiphenylphosphinoxanthene (CAS NO.161265-03-8) is also named as (9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) ; [5-(Diphenylphosphino)-9,9-dimethyl-9H-xanthen-4-yl](diphenyl)phosphine ; phosphine, 1,1'-(9,9-dimethyl-9H-xanthene-4,5-diyl)bis[1,1-diphenyl- ; Xanthene, 4,5-bis(diphenylphosphino)-9,9-dimethyl- ; 4,5-Bis(diphenylphosphino)-9,9-Dimethylxanthene . Dimethylbisdiphenylphosphinoxanthene (CAS NO.161265-03-8) is white to light yellow crystals.