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Basic Information
CAS No.: 564483-18-7
Name: X-PHOS
Article Data: 5
Molecular Structure:
Molecular Structure of 564483-18-7 (X-PHOS)
Formula: C33H49P
Molecular Weight: 476.726
Synonyms: 2,,4',6'-Diisopropyl-1,1'-biphenyl-2-yldicyclohexylphosphine;Dicyclohexyl(2',4',6'-triisopropylbiphenyl-2-yl)phosphine;X-Phos;[2',4',6'-Triisopropyl-1,1'-biphenyl-2-yl]dicyclohexylphosphine;2-(Dicyclohexylphosphino)-2',4',6'-triisopropyl-1,1'-biphenyl;
EINECS: 270-588-3
Melting Point: 187-190 °C(lit.)
Boiling Point: 569.762 °C at 760 mmHg
Flash Point: 317.745 °C
Appearance: White crystalline powder
Hazard Symbols: HarmfulXn
Risk Codes: 36/37/38-22-40
Safety: 37/39-26-36/37
PSA: 13.59000
LogP: 10.49640
Synthetic route
462-06-6

fluorobenzene

717-74-8

1,3,5-triisopropyl benzene

16523-54-9

chlorodicyclohexylphosphane

Conditions
ConditionsYield
Stage #1: fluorobenzene With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 2h; Inert atmosphere;
Stage #2: chlorodicyclohexylphosphane In tetrahydrofuran at 15℃; for 10h;
Stage #3: 1,3,5-triisopropyl benzene With n-butyllithium; potassium tert-butylate In hexane at 30 - 60℃; for 16h; Reagent/catalyst; Temperature;
93%

2'-chloro-2,4,6-triisopropylbiphenyl

16523-54-9

chlorodicyclohexylphosphane

Conditions
ConditionsYield
Stage #1: 2'-chloro-2,4,6-triisopropylbiphenyl With n-butyllithium at 0℃; for 1h;
Stage #2: chlorodicyclohexylphosphane at 20℃; for 2h; Temperature; Reagent/catalyst;
90%
21524-34-5

1-Bromo-2,4,6-triisopropylbenzene

16523-54-9

chlorodicyclohexylphosphane

583-53-9

1,2-dibromobenzene

Conditions
ConditionsYield
Stage #1: 2,4,6-triisopropyl-1-bromobenzene With n-butyllithium In tetrahydrofuran at 0℃; for 1h; Inert atmosphere;
Stage #2: 2,3-dibromobenzene In tetrahydrofuran at 0℃; for 1h; Inert atmosphere;
Stage #3: chlorodicyclohexylphosphane Further stages;
89%
694-80-4

2-bromo-1-chlorobenzene

21524-34-5

1-Bromo-2,4,6-triisopropylbenzene

100384-03-0

dicyclohexylbromophosphine

Conditions
ConditionsYield
Stage #1: 2,4,6-triisopropyl-1-bromobenzene With magnesium; ethylene dibromide In tetrahydrofuran at 65℃; Inert atmosphere;
Stage #2: 2-bromo-1-chlorobenzene In tetrahydrofuran at 65℃; for 2h;
Stage #3: dicyclohexylbromophosphine With copper(l) chloride In tetrahydrofuran at 20℃; for 10h; Inert atmosphere;
86%
694-80-4

2-bromo-1-chlorobenzene

21524-34-5

1-Bromo-2,4,6-triisopropylbenzene

16523-54-9

chlorodicyclohexylphosphane

Conditions
ConditionsYield
Stage #1: 2,4,6-triisopropyl-1-bromobenzene With magnesium; ethylene dibromide In tetrahydrofuran at 65℃; for 1h;
Stage #2: 2-bromo-1-chlorobenzene In tetrahydrofuran at 65℃; for 1h;
Stage #3: chlorodicyclohexylphosphane With copper(l) chloride In tetrahydrofuran at 20℃; for 20h;
83%
Stage #1: 2,4,6-triisopropyl-1-bromobenzene With magnesium; ethylene dibromide In tetrahydrofuran at 65℃; Inert atmosphere;
Stage #2: 2-bromo-1-chlorobenzene In tetrahydrofuran at 65℃; for 2h;
Stage #3: chlorodicyclohexylphosphane With copper(l) chloride In tetrahydrofuran at 20℃; for 10h; Inert atmosphere;
83%
Stage #1: 2,4,6-triisopropyl-1-bromobenzene With magnesium; ethylene dibromide In tetrahydrofuran for 2h; Inert atmosphere; Reflux; Industrial scale;
Stage #2: 2-bromo-1-chlorobenzene With magnesium In tetrahydrofuran for 2h; Inert atmosphere; Reflux; Industrial scale;
Stage #3: chlorodicyclohexylphosphane With copper(l) chloride In tetrahydrofuran at 20℃; Thermodynamic data; Inert atmosphere; Industrial scale;
56%
39929-21-0

(tetrahydrothiophene)gold(I) chloride

854045-94-6

chloro[2-dicyclohexyl(2′,4′,6′-triisopropylbiphenyl)phosphine]gold(I)

Conditions
ConditionsYield
In dichloromethane for 1.75h;99%
In toluene (N2); Au complex added to a soln. of ligand, stirred for 20 h; evapd. (vac.), pentane added, the solid collected, dried; elem. anal.;91%
In dichloromethane Inert atmosphere;
In dichloromethane
In dichloromethane at 20℃; for 1h; Darkness;
1599466-80-4

N-phenyl-2-aminobiphenylpalladium methanesulfonate

1599466-82-6

C52H66NO3PPdS

Conditions
ConditionsYield
In dichloromethane at 20℃; for 1h;99%
1234888-60-8

dicyclohexyl(2',6'-diisopropyl-4'-sulfobiphenyl-2-yl)phosphonium hydrogen sulfate

Conditions
ConditionsYield
With sulfuric acid; sulfur trioxide at -40 - 20℃; Inert atmosphere;98%
92-66-0

4-bromo-1,1'-biphenyl

108847-20-7

4-dibenzothiophene boronic acid

4-([1,1'-biphenyl]-4-yl)dibenzo[b,d]thiophene

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0)98%

C12H10ClNPd

2-dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl

Conditions
ConditionsYield
In acetone at 25℃;97%
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  • 2-(Dicyclohexylphosphino)-2',4',6'-triisopropylbiphenyl

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    564483-18-7

    2-(Dicyclohexylphosphino)-2',4',6'-triisopropylbiphenyl

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  • 2-(DICYCLOHEXYLPHOSPHINO)-2',4',6'-TRI-I-PROPYL-1,1'-BIPHENYL OR X-PHOS

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    564483-18-7

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    564483-18-7

    X-PHOS

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  • 2-(dicyclohexylphosphino)-2',4',6'-tri-i-propyl-1,1'-biphenyl

  • Casno:

    564483-18-7

    2-(dicyclohexylphosphino)-2',4',6'-tri-i-propyl-1,1'-biphenyl

    Min.Order: 4 Kilogram

    FOB Price:  USD $ 0.0-0.0

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  • Featured products  2-(Dicyclohexylphosphino)-2,4,6-Triisopropylbiphenyl

  • Casno:

    564483-18-7

    Featured products 2-(Dicyclohexylphosphino)-2,4,6-Triisopropylbiphenyl

    Min.Order: 100 Gram

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  • X-PHOS/High quality/Best price

  • Casno:

    564483-18-7

    X-PHOS/High quality/Best price

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Specification

The 2-(Dicyclohexylphosphino)-2',4',6'-triisopropylbiphenyl, with the CAS registry number 564483-18-7, is also known as Dicyclohexyl(2',4',6'-triisopropyl-2-biphenylyl)phosphine. This chemical's molecular formula is C33H49P and molecular weight is 476.72. What's more, its IUPAC name is called Dicyclohexyl-[2-[2,4,6-tri(propan-2-yl)phenyl]phenyl]phosphane. It should be stored in a cool, dry and well-ventilated place. This chemical is an organophosphorus compound derived from biphenyl. Its palladium complexes exhibit high activity for Buchwald-Hartwig amination reactions involving aryl chlorides and aryl tosylates.

Physical properties about 2-(Dicyclohexylphosphino)-2',4',6'-triisopropylbiphenyl are: (1)ACD/LogP: 11.09; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 11.09; (4)ACD/LogD (pH 7.4): 11.09; (5)ACD/BCF (pH 5.5): 1000000.00; (6)ACD/BCF (pH 7.4): 1000000.00; (7)ACD/KOC (pH 5.5): 10000000.00; (8)ACD/KOC (pH 7.4): 10000000.00; (9)#H bond acceptors: 0; (10) #H bond donors: 0; (11)#Freely Rotating Bonds: 7; (12)Polar Surface Area: 13.59 Å2; (13)Flash Point: 317.745 °C; (14)Enthalpy of Vaporization: 82.298 kJ/mol; (15)Boiling Point: 569.762 °C at 760 mmHg; (16)Vapour Pressure: 0 mmHg at 25 °C.

When you are dealing with this chemical, you should be very careful. This chemical is inflammation to the skin, eyes and respiratory system or other mucous membranes. Therefore, you should wear suitable protective clothing, gloves and eye/face protection. In case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1) SMILES: P(c2ccccc2c1c(cc(cc1C(C)C)C(C)C)C(C)C)(C3CCCCC3)C4CCCCC4
(2) InChI: InChI=1S/C33H49P/c1-23(2)26-21-30(24(3)4)33(31(22-26)25(5)6)29-19-13-14-20-32(29)34(27-15-9-7-10-16-27)28-17-11-8-12-18-28/h13-14,19-25,27-28H,7-12,15-18H2,1-6H3
(3) InChIKey: UGOMMVLRQDMAQQ-UHFFFAOYSA-N